Winter Park Hotel & Accommodation Deals 2026 from NZ$104 - Fully Refundable Options

A two-story house with a balcony, surrounded by lush greenery and trees.

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Go beyond your typical stay in Winter Park

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Our top choices for Winter Park hotels

A storefront with a sign reading "Jewel's Hotel" and "Originals."

A cozy room with a fireplace, two upholstered chairs, a floor lamp, and a potted plant.

A spacious living room with a leather sofa, armchairs, and a coffee table. There are potted plants and a large rug.

A cozy living room with a leather sofa, a wooden coffee table, and a leather armchair. There are potted plants and a staircase in the background.

1. Park Plaza Hotel

Park Avenue District

Stephanie

NZ$317

includes taxes & fees

6 Sept - 7 Sept

A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.

A spacious lobby with a high ceiling, large windows, and a grand piano.

A multi-story hotel with balconies, a swimming pool, and a landscaped courtyard.

A spacious hall with a grand piano, large windows, and a central floral arrangement.

2. The Alfond Inn

Winter Park

Jorge Felix

NZ$515

includes taxes & fees

6 Sept - 7 Sept

A modern bar area with a long counter, multiple seating options, and pendant lighting.

A covered outdoor seating area with brick flooring, white columns, and orange cushioned chairs.

A spacious living area with a grand piano, a modern sofa set, and a large wooden column.

A coffee shop interior with a counter, shelves of coffee beans, and a refrigerated display.

3. Hilton Garden Inn Winter Park

Winter Park

Crystile

NZ$366

includes taxes & fees

13 Sept - 14 Sept

An outdoor seating area with a fire feature, cushioned benches, and chairs.

A modern hotel entrance with a sign reading "Springhill Suites by Marriott".

A modern lobby with a seating area, a reception desk, and a large window providing a view of the outdoors.

A hotel room with a desk, two beds, a chair, a lamp, and a painting on the wall.

4. SpringHill Suites by Marriott Winter Park

Winter Park

Kenneth

NZ$385

includes taxes & fees

13 Sept - 14 Sept

A spacious lobby with a reception desk, seating area with sofas and armchairs, and large windows allowing natural light.

A pool area with a hot tub, lounge chairs, and a covered seating area.

A hotel room with two beds, a blue sofa, a wooden table, and framed pictures on the wall.

A hotel entrance with a covered area, palm trees, and an American flag.

5. Comfort Suites Downtown

Ivanhoe Village

Raul Jr

NZ$222

includes taxes & fees

28 Sept - 29 Sept

A multi-story hotel with a modern design, featuring balconies and a covered entrance.

An outdoor patio area with wicker furniture, a glass table, and a view of a building in the background.

A modern living room with a large flat-screen TV, blue sofas, a round coffee table, and a bookshelf.

6. Courtyard by Marriott Orlando Downtown

Ivanhoe Village

Talan

NZ$234

includes taxes & fees

6 Sept - 7 Sept

A stone wall, a brown sofa with orange and yellow cushions, a glass table with a fire feature, and a wooden door with decorative glass panels.

A reception desk with a dark wooden panel and illuminated letters spelling "BELAN HOTEL".

A modern hotel with a glass facade, outdoor seating, and a well-lit entrance.

A round mirror reflecting a couple on a bed with a wooden headboard, a lamp, and a small shelf.

7. The Delaney Hotel

South Orange

Alexandra

NZ$232

includes taxes & fees

7 Sept - 8 Sept

A reception area with a pool view mural, two reception desks, and a waiting area with chairs.

A hotel with a prominent 'La Quinta' sign, a covered entrance, and a well-lit driveway.

A hotel room with a bed, desk, chair, and a sofa.

A hallway with a dark wood console table, a green vase, and framed artwork on the wall. A sign indicates the direction to the fitness center, ice machine, and AV room.

8. La Quinta Inn & Suites by Wyndham Orlando UCF

Orlando

Cynthia

NZ$157

includes taxes & fees

6 Sept - 7 Sept

An outdoor seating area with green chairs and umbrellas, a fire pit, and a building with large windows in the background.

A hotel room with a sofa, two armchairs, a coffee table, and a wall-mounted sign reading "gateway village - ORLANDO stay a while".

A multi-story hotel with a prominent red sign, a well-lit entrance, and a landscaped front yard.

A bar area with a long counter, multiple seating options, and a television screen.

9. Hampton Inn & Suites Orlando Airport @ Gateway Village

Airport North

Katherine

NZ$171

includes taxes & fees

8 Sept - 9 Sept

An outdoor patio area with seating, a bar, and a fire feature.

A hotel room with two beds, a desk, a chair, a lamp, and two paintings on the wall.

A modern hotel with a blue facade, a covered entrance, and palm trees in the foreground.

A swimming pool with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.

10. Hyatt House Orlando Airport

Airport North

suketu

NZ$210

includes taxes & fees

13 Sept - 14 Sept

A hotel room with two beds, a sofa, a small table, a lamp, and a framed abstract artwork on the wall.

A modern hotel room with a grey sofa, a small wooden table, a desk with a chair, a black floor lamp, and a framed abstract artwork on the wall.

A modern bar area with a long counter, multiple seating options, and a variety of bottles and glasses.

11. Hyatt Place Orlando Airport

Airport North

Yahella

NZ$198

includes taxes & fees

6 Sept - 7 Sept

A modern restaurant with multiple dining tables and chairs, a bar area, and a television mounted on the wall.

A modern hotel room with a large white bathtub, a neatly made bed, and a small bedside table with a lamp.

A Wingate by Wyndham hotel with a modern facade, a covered entrance, and a parking area with a handicapped parking space.

A hot tub with a waterfall mural, a metal ladder, and a tiled floor.

12. Wingate by Wyndham - Orlando International Airport

Airport North

Todd

NZ$150

includes taxes & fees

7 Sept - 8 Sept

A modern living room with a stone fireplace, a sofa, a coffee table, and a lamp.

A modern hotel dining area with multiple tables and chairs, a central bar area, and a kitchen in the background.

A hotel room with two beds, a desk, and two lamps.

A hotel room with a wooden desk, a flat-screen TV, a lamp, a chair, a small cabinet, and a trash bin.

13. Fairfield Inn By Marriott Orlando Airport

Airport North

keylin

NZ$161

includes taxes & fees

6 Sept - 7 Sept

A hotel with a prominent tower, palm trees, and a red roof.

A buffet area with a microwave, coffee maker, and various food containers.

A hotel room with a sofa, a television mounted on the wall, and a door leading to another room.

A hotel room with a bed, a desk, a chair, a sofa, and a TV.

14. La Quinta Inn & Suites by Wyndham Orlando Airport

Airport North

Vincent

NZ$136

includes taxes & fees

27 Sept - 28 Sept

A reception area with a curved wooden counter, a glass display case with beverages, and a wall mural with a wave pattern.

A modern kitchen with wooden cabinets, a large island, and bar stools.

A hotel room with a bed, a sofa, a TV, a window with a view, and a painting on the wall.

A modern interior with two blue armchairs, a small wooden table, and a large window offering a view of palm trees.

15. Hyatt Place Lake Mary/Orlando North

Lake Mary

Alaen

NZ$175

includes taxes & fees

6 Sept - 7 Sept

A modern hotel room with a large bed, a nightstand, a drawer, a wall-mounted light, and a window with a view of trees.

A Ramada hotel with a prominent entrance, flag, and well-lit facade.

A modern dining area with a buffet counter, red chairs, and large windows.

A reception desk with a textured wall behind it, a small desk with a lamp, and a chair.

16. Ramada by Wyndham Suites Orlando Airport

Airport North

Dwayne

NZ$143

includes taxes & fees

29 Sept - 30 Sept

A modern hotel lobby with a large flat-screen TV, a blue sofa, a round wooden table, and a curved reception desk.

A modern kitchen with a central island, bar area, and seating.

A modern living room with a grey sofa, a round table, and two chairs. Large windows offer a view of the outdoors.

A modern reception area with a curved counter, wooden bar stools, and pendant lighting.

17. Cambria Hotel Orlando Airport

Orlando

Christine

NZ$185

includes taxes & fees

27 Sept - 28 Sept

A modern dining area with a large table, chairs, and a coffee station.

A modern hotel building with a prominent 'avid' sign, multiple windows, and a covered entrance area.

A hotel room with a glass shower enclosure, two beds, a desk with a chair, and a large abstract painting on the wall.

A market area with shelves stocked with snacks, beverages, and packaged goods.

18. avid hotel Orlando International Airport by IHG

Orlando

Breana

NZ$168

includes taxes & fees

14 Sept - 15 Sept

A modern kitchen with wooden cabinets, a central island, and a breakfast bar.

A reception area with a 'Welcome to the Sun Shine State' sign, two reception desks, and a modern interior design.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

A modern living room with a sofa, ottomans, a flat-screen TV, and a patterned rug.

19. Hampton Inn Orlando-International Airport

Airport North

Jorge

NZ$163

includes taxes & fees

28 Sept - 29 Sept

A modern gym with treadmills, stationary bikes, and elliptical machines.

A modern hotel room with a bed, a desk, a chair, a sofa, and a large window.

A modern reception area with a counter, a wall-mounted lamp, and a mural.

A modern kitchen with a central island, bar stools, and pendant lighting.

20. Wyndham Garden Orlando Airport

Belle Isle

Gabriel

NZ$161

includes taxes & fees

6 Sept - 7 Sept

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Our guide on where to stay in Winter Park

Find the best Winter Park areas for the activities you enjoy most.

A sign for the Winter Park Historical Museum at 200 West New England Avenue.

A brick building with a wooden fence, a bench, and a sign for the Winter Park Historical Museum.

A sign for the Winter Park Historical Museum with three black lamps on top.

A brick building with a black door, a poster of a vintage car, and a bench.

A brick building with a sign reading "Winter Park Historical Museum".

Hannibal Square

Hannibal Square showcases Winter Park's rich African American heritage through preserved historic buildings and cultural landmarks. The Hannibal Square Heritage Centre offers fascinating exhibits of Black history and art in this cultural enclave. Tree-lined streets create a peaceful atmosphere for exploring this significant district. Modern touches blend seamlessly with history along New England Avenue. Boutique galleries, upscale restaurants, and speciality shops occupy charming restored buildings. The neighborhood's compact, walkable layout makes it perfect for travellers seeking both cultural insights and sophisticated relaxation.

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A park with a central fountain, surrounded by benches and trees.

A covered patio with wicker furniture and large windows overlooking a garden.

A museum interior with a central stained glass window, wooden benches, potted plants, and framed artworks on the walls.

A museum interior with classical sculptures and framed paintings on the walls.

A display of various vases on a shelf in a museum.

Park Avenue District

Park Avenue District in Winter Park blends luxury shopping with historic charm. Mediterranean Revival buildings house upscale boutiques, art galleries, and pavement cafés along tree-lined streets. The Charles Hosmer Morse Museum showcases stunning Tiffany glass collections that art lovers shouldn't miss. Central Park offers elegant green spaces perfect for relaxation between shopping excursions. Sophisticated wine bars and fine dining establishments create a refined evening atmosphere. The walkable district maintains its European-inspired character with wrought-iron details and warm earth tones throughout.

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A wooden boardwalk leading to a gazebo over water.

A colorful hot air balloon with a striped pattern, a checkered pattern, and a bear-shaped balloon nearby.

Baldwin Park

Baldwin Park offers a peaceful retreat from Orlando's tourist buzz with tree-lined streets and homes encircling Lake Baldwin. This master-planned community features scenic walking trails, wooden boardwalks, and fishing piers that invite visitors to unwind by the water. The Village Centre anchors the area with boutique shops and cafes. Nature lovers will appreciate the extensive park system and preserved wetlands throughout the area. Kayaking, paddleboarding, and fishing are popular activities on Lake Baldwin. The area maintains a genuine suburban feel with limited nightlife, creating a tranquil escape for travellers seeking quiet evenings.

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A house covered in lights and decorations, with a sign that reads "Santa's Workshop."

Goldenrod

Goldenrod offers a peaceful suburban escape just outside Orlando with easy access to major attractions. This budget-friendly area blends college energy from nearby UCF with family-oriented residential charm. Enjoy casual bowling at Aloma Bowl or play a round at Winter Pines Golf Club. The area features diverse dining options along Semoran Boulevard where ethnic eateries showcase international flavours. While Goldenrod itself is quiet, you're just minutes from Winter Park Village's upscale shops and Red Bug Lake Park's natural beauty. A car is recommended for exploring Orlando's famous attractions.

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A park with a central fountain, surrounded by trees and benches.

College Quarter

College Quarter blends academic energy with residential charm around Rollins College's Mediterranean Revival campus. Red-tiled roofs and stucco buildings frame tree-lined walkways where students gather at outdoor cafes. Small galleries showcase emerging artists while independent bookshops invite browsing throughout this scholarly atmosphere. The area offers pleasant exploration along palm-dotted streets with historic architecture. Student-friendly eateries serve coffee, pizza, and international cuisine at budget-friendly prices. Brick pathways wind under mature oak canopies, creating a peaceful retreat just steps from campus activities.

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Stay near popular Winter Park attractions

A bar with wooden decor, a TV screen, and a bartender wearing a red jersey.

Full Sail University

8.4/10 (73 reviews)

Full Sail University offers cutting-edge facilities for entertainment media and emerging technologies. Tour the professional recording studios and Hollywood-style backlot where students master creative industry skills.

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A traditional brick house with a tiled roof, surrounded by well-maintained hedges and tropical plants.

Casa Feliz Historic Home Museum

9.2/10 (34 reviews)

This 1932 Spanish farmhouse showcases James Gamble Rogers II's distinctive Andalusian architecture with period furnishings. Enjoy Sunday "Music at the Casa" performances overlooking Lake Osceola.

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A historic building with large columns and moss-covered trees.

Kraft Azalea Gardens

9.6/10 (24 reviews)

Stroll beneath ancient cypress trees along Lake Maitland in this tranquil garden known for spectacular azalea blooms. Time your visit between February and April to witness the vibrant floral display at its peak.

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A stained glass window with a mermaid design.

Morse Museum of American Art

9.8/10 (68 reviews)

This intimate museum showcases Louis Comfort Tiffany's masterpieces. Marvel at his intricate stained-glass windows, ornate lamps, and restored chapel interior from the 1893 World's Fair.

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Winter Park History Museum

7.2/10 (5 reviews)

Find out about how this community began as the result of a doctor’s advice. Go on a walking tour to learn other interesting facts.

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A statue of a man in a garden, a yellow building, and a well-maintained lawn.

Albin Polasek Museum and Sculpture Gardens

8.8/10 (26 reviews)

This intimate museum showcases over 200 sculptures by Czech-American artist Albin Polasek in his former residence. Stroll through Mediterranean gardens along Lake Osceola and glimpse into the sculptor's original studio.

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Winter Park Village

9.6/10 (323 reviews)

Winter Park Village combines upscale shopping with oak-shaded walkways and fountains in a pedestrian-friendly setting. Browse boutiques, enjoy a meal at a local restaurant, or catch a film at Regal Cinemas.

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Lee Road Shopping Center

9.0/10 (38 reviews)

A convenient retail hub in Winter Park, this area shopping centre serves everyday local needs. Browse its mix of stores and services while enjoying Florida's year-round pleasant shopping climate.

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Learn more about Winter Park

Stroll through the Morse Museum to see the world's largest collection of Tiffany glass, then boat through the Winter Park Chain of Lakes. Charming Park Avenue offers upscale shopping and outdoor cafés where you can people-watch before catching a sunset concert in Central Park.

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A clock with 'Winter Park' and 'Central Park' inscribed, surrounded by lush greenery and trees.

Top Winter Park Hotel Reviews

Recent Reviews in Winter Park

Universal's Cabana Bay Beach Resort

10/10 Excellent

"Me and my Son loved it! We’ll definitely be back!"

Caribe Royale Orlando, WorldHotels Elite

10/10 Excellent

"place was great , very well located ,super clean ,well maintained , pool was awesome restaurants were great"

Coco Key Hotel & Water Park Resort

10/10 Excellent

"Our family stay was great. The water park on site is clean, and has areas for younger children as well as older children and adults. It doesnt open until 11am, however the other pool areas are open earlier and stay open later (waterpark closes at 7) The waterpark had lifeguards standing by the pool areas for the smallers kids, however I was surprised that there wasnt a lifeguard by the larger, outdoor pool area. That larger pool was open very late, as we went night swimming and my kids had tons of fun. The only thing I would keep in mind while booking is that due to the pool being open late, if youre planning on getting to bed around 8 or 9pm don't expect it to be quiet outside. You will hear kids laughing and having fun in the pool, so if that's not for you ask for a room not near the outdoor pool. Also, Im not a big fan of the gradual incline of the pool... it gradually gets deeper and for my child it was difficult to notice. Id rather a pool were one side is specific dept and the other side is deeper, possibly with a floating rope in between so that children realize when they're going in the deep end. Kids are having fun swimming and not looking at the liner of the pool to read the gradual increase in dept. For us, it was so convienient having to step out of our room and right to the pool area. Rooms were very clean!! I appreciate the abundance of towels that were left in the room and the hairdryers."

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"All was fine"

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent

"I didn't like being put by the kid pool when we stood there, I wish someone would of told us that side was people with kids."

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent

"My son and I enjoyed our stay"

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"Price was good for everything that was included, breakfast, dinner, and complimentary drinks daily. Kids had fun at the pool and was close to every where we were going"

Universal's Endless Summer Resort - Surfside Inn and Suites

8/10 Good

"The hotel was beautiful the roll was close to the traffic and the noise was annoying and the up level room was noise too. The pillow was too soft and my neck was stiff every morning.The bathroom was too small in tight to bath. The pool was amazing and bar off the pool drink was bad, my strawberry daiquiri tasted bad.. overall 6/10 star."

Rosen Inn Lake Buena Vista

8/10 Good

"No"

More cheap accommodation in Winter Park

Baymont by Wyndham Orlando North Millenia

2500 33Rd Street Orlando FL

NZ$104

17 Sept - 18 Sept

includes taxes & fees

Spark by Hilton Orlando near Universal

5635 Windhover Dr Orlando FL

NZ$147

28 Sept - 29 Sept

includes taxes & fees

Holiday Inn Express & Suites Orlando at SeaWorld by IHG

10771 International Drive Orlando FL

NZ$161

7 Sept - 8 Sept

includes taxes & fees

Hampton Inn Orlando-International Airport

5767 T.G. Lee Blvd. Orlando FL

NZ$163

28 Sept - 29 Sept

includes taxes & fees

9/10 Wonderful! (2,152 reviews)

Hampton Inn Orlando Near Universal Blv/International Dr

7110 S. Kirkman Rd Orlando FL

NZ$177

13 Sept - 14 Sept

includes taxes & fees

AC Hotel by Marriott Orlando Downtown

333 South Garland Avenue Orlando FL

NZ$308

20 Sept - 21 Sept

includes taxes & fees

Find out more about Winter Park

Top reasons to visit Winter Park

Charming Park Avenue: Explore boutique shops and delightful eateries along Park Avenue, perfect for a leisurely stroll.
Scenic Central Park: Enjoy the beauty of Central Park, featuring picturesque landscapes and family-friendly activities.
Art and Culture: Visit intriguing art museums that showcase local talent and cultural heritage.
Outdoor Adventures: Discover urban parks and picturesque lakes, ideal for outdoor enthusiasts and families alike.
Variety of Accommodations: Choose from boutique hotels to family-friendly resorts, catering to all types of travellers.

Find great hotels near Winter Park

Discover the charm of Winter Park, Florida, where a variety of accommodation options await you. From boutique hotels to family-friendly resorts, there's something to suit every traveller's needs. Whether you're seeking a pet-friendly stay or a base for business travel, Winter Park's hotels, including the renowned Alfond Inn, offer the perfect blend of comfort and convenience for your memorable vacation experience.

Universal's Cabana Bay Beach Resort: Embrace the vibrant spirit of the 1950s and 60s at Universal's Cabana Bay Beach Resort, a 3.5-star hotel that offers a delightful family-oriented experience. Located 19.3km from Winter Park, this resort features a nostalgic theme with retro decor and a fun atmosphere. Families will appreciate the dedicated children's amenities, including a free crib service and an exciting arcade game room. The resort also serves a complimentary breakfast for children, ensuring a cheerful start to your day before exploring nearby attractions.
DoubleTree by Hilton at the Entrance to Universal Orlando: A sophisticated 4-star choice, the DoubleTree by Hilton at the Entrance to Universal Orlando is situated 17.7km from Winter Park, catering to families, pet owners, and business travellers alike. Guests can enjoy the warm hospitality symbolised by the famous chocolate chip cookie upon arrival. The hotel features a range of amenities, including a children's pool and arcade game room, making it a family-friendly option. Additionally, this property welcomes pets with a specific policy, allowing you to bring your furry friends along for the adventure.
Avanti International Resort: Located 22.5km from Winter Park, Avanti International Resort is a 3-star accommodation that captures the essence of a beach getaway while providing a family-friendly atmosphere. This resort offers direct access to the beach, making it ideal for sun-seekers. Families will find ample amenities, including free cribs and a designated children's pool, as well as an arcade game room to keep the little ones entertained. Avanti International Resort ensures a relaxed and enjoyable stay for those looking to unwind in a vibrant setting.

Where to stay in Winter Park

Winter Park, Florida, is a delightful destination for families and those seeking entertainment and city vibes. Explore the charming Park Avenue, lined with boutique shops and eateries, or immerse yourself in the scenic beauty of Central Florida's parks. With its friendly atmosphere and budget-friendly options, Winter Park offers a unique blend of experiences that cater to every traveller's desires. Enjoy the warm hospitality and picturesque surroundings as you discover all that Winter Park has to offer.

Orlando: As a bustling metropolis, Orlando serves as the heart of central Florida and is the gateway to Winter Park. The city is renowned for its vibrant entertainment scene, drawing visitors year-round for family adventures and business events alike. Key attractions include world-famous theme parks, a thriving arts centre, and sprawling shopping areas. Orlando's proximity to beautiful beaches and film studios makes it a versatile destination, perfect for all types of travellers. Peak visitor months, particularly March, July, and December, offer lively atmospheres, while quieter periods in June and September to October provide a more relaxed travel experience.
Baldwin Park: Nestled around Winter Park, Baldwin Park is a charming neighbourhood that combines family-friendly activities with outdoor pursuits. With a mix of scenic parks and educational institutions, it presents a delightful urban experience. Baldwin Park's shopping mall centres and resorts cater to diverse preferences, making it an excellent spot for leisure and relaxation. Visitors tend to flock here from March to April and in July, with a drop in numbers during the quieter months of August and October to November. Its close proximity to major attractions, including modern colleges and theme parks, makes Baldwin Park an inviting exploration destination.
Goldenrod: Located near Winter Park, Goldenrod is a neighbourhood that strikes a balance between urban conveniences and family-oriented experiences. The area sees moderate seasonal travel, with peaks in February to March and September. Visitors are drawn to its educational institutions, shopping mall centres, and urban parks. Highlights include access to theme parks and nearby modern colleges, ensuring entertainment and cultural enrichment. Goldenrod's blend of business and city-themed experiences makes it a great option for those seeking both relaxation and excitement during their stay.

Things to do near Winter Park

Shopping

In the heart of Winter Park, you can explore quaint boutiques along Park Avenue, offering unique gifts and souvenirs. If you're up for a drive, the Winter Park Village features larger retailers and dining options for a full day of shopping.

Recreation

Experience the tranquil atmosphere at The Spa at Winter Park, where you can indulge in rejuvenating treatments and soothing massages. For outdoor relaxation, stroll through the picturesque Mead Botanical Garden, featuring serene walking paths and native flora, perfect for unwinding in nature's embrace.

Adventure

At Orlando Speedworld, located 24.1km from Winter Park, experience the thrill of motor racing in a vibrant atmosphere. Whether you’re racing against friends or watching the action unfold, it’s an adrenaline-pumping adventure that motorsport enthusiasts will enjoy.

Nightlife

In Winter Park, the lively nightlife features spots like The Wine Room, where you can enjoy curated tastings, and Shady Park, known for its chill outdoor vibes. For a vibrant atmosphere, check out The Hangar, offering craft cocktails and a friendly crowd, perfect for mingling.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winter Park

Winter Park offers numerous budget-friendly options for visitors. Enjoy free attractions like Lake Eola Park and Casa Feliz Historic Home Museum. For transport, consider using the local buses, which are cost-effective. To save on accommodation, plan your visit during the off-peak months of August to September or November, and book around a month in advance. Tuesdays are the cheapest days to stay, while Saturdays are pricier. Use Expedia to find great deals by sorting prices from lowest to highest and consider bundling your hotel with flights for extra savings.

The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winter Park are August to September and November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher.
The best time to book a hotel: The cheapest time to book a hotel in Winter Park is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winter Park is Tuesday. The most expensive day to stay in Winter Park is Saturday.
Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your choices based on your budget, preferred location, and the type of accommodation you desire. To find the best prices and deals, simply sort the price filter from lowest to highest.
Consider bundling your trip: You can make significant savings by combining your Winter Park hotel reservation with your flights and activities when you book an Expedia package.

Find the best attractions in and around Winter Park

Winter Park offers a delightful mix of family-friendly and cultural experiences, making it an ideal holiday destination. Visitors can explore urban parks, picturesque lakes, and intriguing art museums, all catering to outdoor and family adventures. Don't miss out on nearby theme parks and the charming Central Park for added excitement. With its vibrant atmosphere, Winter Park promises plenty of enjoyable activities for travellers seeking a memorable getaway.

Albin Polasek Museum and Sculpture Gardens: Explore the serene gardens and admire the stunning sculptures created by the renowned artist Albin Polasek. This museum showcases a blend of art and nature, offering a peaceful escape while immersing you in local culture.
Crealde School of Art: This vibrant gallery is a hub for creativity, featuring various art exhibitions and classes. Engage with local artists and perhaps even join a workshop to unleash your own artistic flair in a community-focused environment.
Orlando Science Center: Located a short drive away, this interactive science museum is ideal for families. With engaging exhibits and hands-on activities, it provides a fun way to learn about science while fostering curiosity in visitors of all ages.

Best time to go to Winter Park

The best time to visit Winter Park is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	60.3°F (15.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
February	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
March	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
April	72.5°F (22.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
May	77.0°F (25.0°C)	Light Rain	Mostly Sunny	Slightly Low	Average
June	81.0°F (27.2°C)	Light Rain	Mostly Sunny	Average	Average
July	82.4°F (28.0°C)	Light Rain	Mostly Sunny	Average	Average
August	82.6°F (28.1°C)	Moderate Rain	Mostly Sunny	Slightly Low	Slightly Low
September	80.2°F (26.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	75.0°F (23.9°C)	Light Rain	Mostly Sunny	Average	Average
November	68.2°F (20.1°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
December	64.0°F (17.8°C)	No Rain	Mostly Sunny	Average	Slightly High

The nearest major airports for your trip to Winter Park

Flying into Winter Park, Florida, is convenient with several major airports nearby. Orlando International Airport (MCO) is situated 19.3km from Winter Park, with excellent accommodation options such as The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both 12.9km away. Transportation services to MCO are readily available from these hotels. Tampa International Airport (TPA) is 135.2km away, offering luxurious stays like The Tampa EDITION and JW Marriott Tampa Water Street, both just 9.7km from the airport. Additionally, Melbourne International Airport (MLB) is located 88.5km from Winter Park, with hotels like DoubleTree Suites by Hilton Melbourne Beach Oceanfront only 6.4km away, ensuring easy access for travellers.

Frequently asked questions

What is the best area to stay in Winter Park?

The best area to stay in Winter Park is around Park Avenue, which is the heart of the city and offers the most convenient and enjoyable experience for visitors.Park Avenue itself is a picturesque, tree-lined street known for its high-end boutiques, art galleries, and a wide array of dining options, from casual cafes to upscale restaurants. It's a very walkable area, with Rollins College and the scenic Morse Museum of American Art just a short stroll away. The area around Park Avenue also provides easy access to the Winter Park Chain of Lakes, where you can take a scenic boat tour.Couples will find the Park Avenue area particularly appealing. The combination of sophisticated dining, cultural attractions, and lovely green spaces like Central Park (which runs along Park Avenue) creates a refined and relaxed setting. It's superb for romantic evenings out and leisurely days exploring unique shops and museums.Families looking for a more residential and quiet setting might consider staying slightly off Park Avenue but still within walking distance. This allows access to all the amenities of the main street while enjoying a calmer environment, often with larger accommodations that provide more space.

What are the best hotels in Winter Park that travellers recommend?

Two of the best hotels in Winter Park that receive consistently high recommendations from travellers are The Alfond Inn and the Hilton Garden Inn Winter Park.The 4-star Alfond Inn, with an outstanding 9.6 rating, is highly praised for its excellent and friendly staff, and guests frequently mention the comfortable and beautiful rooms. The hotel also features premium bedding, designer toiletries, and a pleasant poolside bar. It is conveniently located near points of interest such as the Virginia S. Nelson Rose Garden and the Winter Park History Museum.Another excellent choice is the 3-star Hilton Garden Inn Winter Park, which has a 9.2 rating. This hotel is commended for its convenient location and fantastic staff. Guests often highlight the comfortable and clean rooms, and it offers amenities such as a fitness centre and free self-parking. It is also close to the The Centre of Winter Park Shopping Centre.

What are the best family hotels in Winter Park?

For family-friendly hotels in Winter Park, The Alfond Inn and SpringHill Suites by Marriott Winter Park are both excellent choices.The 4-star Alfond Inn, with an impressive 9.6 rating, is highly recommended for families. It features a refreshing outdoor pool with sun loungers and a poolside bar, great for a relaxing afternoon. Many rooms are available with sofa beds and connecting rooms, offering flexible sleeping arrangements. Guests consistently praise the excellent and friendly staff, the great location, and the comfortable and beautiful rooms. It's conveniently located near attractions like All Fired Up and the Virginia S. Nelson Rose Garden.Another great option is the SpringHill Suites by Marriott Winter Park, rated 9.2. This hotel provides complimentary breakfast, including continental and full breakfast options, and free Wi-Fi in public areas. It also offers connecting rooms and child-friendly window designs, ensuring comfort and safety for families. The staff are frequently described as friendly and amazing, and the rooms are noted as nice and great. The hotel is situated close to the Village Plaza Shopping Centre and The Centre of Winter Park Shopping Centre.

What are the best spa hotels in Winter Park?

For an exceptional spa hotel in Winter Park, consider The Alfond Inn.The 4-star Alfond Inn, with an outstanding 9.6 rating, offers an extensive range of spa services including Swedish massage, deep tissue massage, and hot stone massage. Guests can also enjoy body scrubs, body wraps, and aromatherapy treatments. The hotel features onsite treatment rooms, including specific rooms for couples' treatments, and a steam room for relaxation. Many guests have praised the excellent and friendly staff, the comfortable and beautiful rooms, and the fabulous food. Its location is considered perfect, and it is conveniently situated near the Morse Museum of American Art, just 0.7 km away.

What hotels in Winter Park offer free breakfast?

For hotels in Winter Park that offer complimentary breakfast, the SpringHill Suites by Marriott Winter Park is an excellent choice.This highly-rated hotel, with a 9.2 review score, provides a free breakfast, including both continental and full breakfast options, ensuring a great start to your day. Guests frequently praise the hotel's convenient location and the friendly, amazing staff. It is also close to several points of interest, such as the Village Plaza Shopping Centre, which is less than a kilometre away, and the Hannibal Square Heritage Centre, located just 1.6 kilometres from the hotel.

What are the top pet-friendly hotels in Winter Park?

For top pet-friendly hotels in Winter Park, consider The Alfond Inn, Park Plaza Hotel, or Hilton Garden Inn Winter Park.The 4-star Alfond Inn, with an outstanding 9.6 rating, is an excellent choice for pet owners, as dogs are permitted. Guests frequently praise the excellent and friendly staff, the comfortable and beautiful rooms, and the great location. The hotel also features an on-site spa offering a variety of treatments including Swedish and deep tissue massages, body scrubs, and facials. Nearby attractions include the Virginia S. Nelson Rose Garden and the Casa Feliz Historic Home Museum.Another great option is the 3-star Park Plaza Hotel, rated 8.6, which also permits dogs. This hotel is commended for its excellent location and friendly staff. It offers premium bedding, Egyptian cotton sheets, and designer toiletries for a comfortable stay. You will find an art gallery on-site, and it is conveniently located near All Fired Up and the Virginia S. Nelson Rose Garden.The 3-star Hilton Garden Inn Winter Park, with a 9.2 rating, is a convenient choice that welcomes both dogs and cats. Guests often highlight the comfortable and clean rooms and the fantastic staff. The hotel offers free WiFi and complimentary self-parking. It is located near the Village Plaza Shopping Centre and The Centre of Winter Park Shopping Centre.

What are the best budget hotels in Winter Park?

For budget-friendly hotels in Winter Park, consider the SpringHill Suites by Marriott Winter Park, the Park Plaza Hotel, or the Hilton Garden Inn Winter Park.The SpringHill Suites by Marriott Winter Park, with a 9.2 rating, offers complimentary breakfast, including full and continental options, and free wired internet in public areas, alongside free WiFi. Guests frequently praise its great location, friendly staff, and nice rooms. It is conveniently located near the Village Plaza Shopping Centre, just 0.9 km away.Another excellent choice is the 3-star Park Plaza Hotel, rated 8.6. This hotel provides free toiletries and complimentary WiFi. It is applauded for its excellent location, friendly staff, and comfortable beds. The Virginia S. Nelson Rose Garden is a mere 0.4 km away, and the Albin Polasek Museum and Sculpture Gardens is just 0.8 km from the hotel.The 3-star Hilton Garden Inn Winter Park, with a 9.2 rating, also offers free WiFi, complimentary self-parking, and free toiletries. Guests often comment on its convenient location, comfortable and clean rooms, and fantastic staff. It is just 1.2 km from the Village Plaza Shopping Centre.

What are the most romantic hotels in Winter Park for couples?

For a romantic getaway in Winter Park, consider The Alfond Inn or the Park Plaza Hotel.The 4-star Alfond Inn, with an impressive 9.6 rating, is a luxurious choice for couples. Guests frequently praise the excellent and friendly staff, the superb location, and the comfortable and beautiful rooms. The hotel offers a range of spa services, including Swedish and deep tissue massages, body scrubs, facials, and aromatherapy treatments, with couples' treatment rooms available for a shared experience.Another excellent option is the 3-star Park Plaza Hotel, rated 8.6, which is also much-loved by couples. This hotel is celebrated for its excellent location and friendly staff. Rooms feature premium bedding and Egyptian cotton sheets, and some offer furnished balconies, superb for enjoying a quiet moment together.

What are the best hotels in Winter Park near Lake Rose?

For a highly-rated hotel in Winter Park near Lake Rose, the Hilton Garden Inn Winter Park is an excellent choice.This 3-star hotel, with an impressive 9.2 rating, is conveniently located just 1.5 km from Lake Rose. Guests frequently praise its comfortable and clean rooms, as well as the fantastic staff. The hotel offers complimentary WiFi and free self-parking, adding to the convenience for visitors. It is also close to The Centre of Winter Park Shopping Centre and the Casa Feliz Historic Home Museum.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Winter Park.

How can I save on a hotel booking in Winter Park with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Winter Park hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Winter Park?

Prices for hotels in Winter Park often vary, but you can find a great deal from NZ$104 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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Our top choices for Winter Park hotels

1. Park Plaza Hotel

2. The Alfond Inn

3. Hilton Garden Inn Winter Park

4. SpringHill Suites by Marriott Winter Park

5. Comfort Suites Downtown

6. Courtyard by Marriott Orlando Downtown

7. The Delaney Hotel

8. La Quinta Inn & Suites by Wyndham Orlando UCF

9. Hampton Inn & Suites Orlando Airport @ Gateway Village

10. Hyatt House Orlando Airport

11. Hyatt Place Orlando Airport

12. Wingate by Wyndham - Orlando International Airport

13. Fairfield Inn By Marriott Orlando Airport

14. La Quinta Inn & Suites by Wyndham Orlando Airport

15. Hyatt Place Lake Mary/Orlando North

16. Ramada by Wyndham Suites Orlando Airport

17. Cambria Hotel Orlando Airport

18. avid hotel Orlando International Airport by IHG

19. Hampton Inn Orlando-International Airport

20. Wyndham Garden Orlando Airport

Our guide on where to stay in Winter Park

Hannibal Square

Park Avenue District

Baldwin Park

Goldenrod

College Quarter

Stay near popular Winter Park attractions

Full Sail University

Casa Feliz Historic Home Museum

Kraft Azalea Gardens

Morse Museum of American Art

Winter Park History Museum

Albin Polasek Museum and Sculpture Gardens

Winter Park Village

Lee Road Shopping Center

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