A calm lake with a forest in the background during sunset.

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30 Sept - 1 Oct
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Our top choices for Southold hotels

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.
A storefront with a sign reading "THE SHOALS".
A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.

1. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
NZ$454
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A restaurant with a signboard listing its hours of operation.
A bar area with stools, a shelf with glasses, and decorative plants.
A bathroom with a bathtub, green tiled walls, and windows with white blinds.

2. Zey Hotel

Zey Hotel
Greenport
United States
Renee
NZ$342
includes taxes & fees
4 Oct - 5 Oct
Zey Hotel
A spacious room with wicker furniture, large windows, and a view of the sea.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach bar with wooden chairs and a small table, overlooking the sea.

3. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
NZ$512
includes taxes & fees
25 Oct - 26 Oct
Sound View Greenport
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
Exterior

4. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
NZ$464
includes taxes & fees
25 Oct - 26 Oct
The Harbor Front Inn
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A grassy area with trees and a view of a body of water.
A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
NZ$593
includes taxes & fees
26 Oct - 27 Oct
Silver Sands Motel & Beach Bungalows
An outdoor patio area with string lights, tables, chairs, and a fire pit.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
A large, white building with multiple windows and a prominent tree in the foreground.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

6. The Chequit

The Chequit
The Heights
United States
Kristin
NZ$357
includes taxes & fees
5 Oct - 6 Oct
The Chequit
A serene landscape with a calm body of water reflecting trees with autumn foliage.
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.
A sign for 'House on Chase Creek' with a duck illustration.
A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.

7. House on Chase Creek

House on Chase Creek
The Heights
NZ$436
includes taxes & fees
5 Oct - 6 Oct
House on Chase Creek
Front of property �– evening/night
Property amenity
Terrace/patio
Property amenity

8. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
NZ$408
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House
Terrace/patio
Room
Beach
Living area

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
NZ$675
includes taxes & fees
25 Oct - 26 Oct
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.
A modern kitchen with a stainless steel sink, white cabinets, and a blue-tiled backsplash.
A tented accommodation with a bed, television, and a small table with a chair.
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

10. North Fork Resort

North Fork Resort
Greenport
United States
Harold
NZ$522
includes taxes & fees
1 Oct - 2 Oct
North Fork Resort
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.
An outdoor dining area with tables and chairs, string lights, and hanging lanterns.
A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.

11. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
NZ$535
includes taxes & fees
1 Oct - 2 Oct
American Beech Hotel
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A modern living room with a flat-screen TV, a dining area with a round table and chairs, a sofa with cushions, and a small side table with a lamp.
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

12. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Frank
NZ$305
includes taxes & fees
7 Oct - 8 Oct
The Bentley Hotel Southampton
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

13. Oyster Estate

Oyster Estate
Greenport
United States
Elizabeth
NZ$626
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.
A modern living room with a grey sofa, black and white patterned rug, and a coffee table.
A modern reception area with a staircase, a framed artwork, and a reception desk with "THE MENHADEN" signage.
A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.

14. The Menhaden

The Menhaden
Greenport
United States
Lisa
NZ$783
includes taxes & fees
7 Oct - 8 Oct
The Menhaden
A waterfront property with a large house, multiple boats docked, and lush greenery.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

15. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
NZ$505
includes taxes & fees
30 Oct - 31 Oct
Sag Harbor Inn
A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.
A bedroom with a bed, a door, and a framed picture on the wall.
A white closet with shelves, a robe hanging on a wooden hanger, and a pair of black straps on a rack.
A breakfast bar with cereal, coffee, and fresh milk.

16. Shorewood Inn

Shorewood Inn
Riverhead
United States
KAREN
NZ$173
includes taxes & fees
4 Oct - 5 Oct
Shorewood Inn
A bedroom with a bed, bedside tables, a lamp, a window, and a door.
A beach with a wooden walkway along the shore, calm water, and a sunset sky.
A backyard with a large chessboard, outdoor furniture, and a house.
A large, light blue two-story house with a steep roof, surrounded by greenery and a gravel driveway.

17. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
NZ$669
includes taxes & fees
1 Oct - 2 Oct
West Neck Guesthouse
A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.
A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.
A beach scene with a sunset, calm sea, and a few people fishing.

18. Hamlet Inn

Hamlet Inn
Southampton
United States
Thomas
NZ$306
includes taxes & fees
1 Oct - 2 Oct
Hamlet Inn
A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.
A hotel room with a bed, bedside tables, a desk with a chair, and a window with a view of greenery.
A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.

19. The Atlantic Hotel

The Atlantic Hotel
Southampton
United States
Chris
NZ$225
includes taxes & fees
28 Oct - 29 Oct
The Atlantic Hotel
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

20. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Miguel
NZ$943
includes taxes & fees
5 Oct - 6 Oct
Faraway Sag Harbor
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Stay near popular Southold attractions

Sparkling Pointe

8.8/10 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savour their diverse bubblies in an elegant tasting room with vineyard views.
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Croteaux Vineyards

10.0/10 (12 reviews)
America's only all-rosé vineyard offers a taste of Provence in New York's North Fork. Savour wine flights in the picturesque garden setting, complete with rustic barn and seaside charm.
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Sannino's Bella Vita Vineyard

9.6/10 (4 reviews)
This intimate vineyard offers personalised expert-guided wine tastings amid sustainable vineyards. Experience their unique White Merlot overlooking scenic North Fork landscapes or stay at their on-site B&B.
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Osprey's Dominion

9.6/10 (5 reviews)
This award-winning North Fork winery showcases sustainable viticulture through distinctive Sauvignon Blanc and Merlot offerings. Enjoy tastings on their spacious lawn with weekend live music and picnic areas.
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The Old Field Vineyards

9.6/10 (5 reviews)
This family-owned vineyard, Long Island's oldest continuously operated winery, offers handcrafted wines in a rustic setting. Enjoy tastings on expansive lawns overlooking Southold Bay.
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Mattebella Vineyards

8.0/10 (4 reviews)
This family-run vineyard crafts sustainable wines in an intimate North Fork setting. Enjoy personalised tastings with garden-to-table pairings on the patio overlooking lush vines.
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Horton Point Park

9.4/10 (3 reviews)
This 1857 lighthouse stands sentinel over Long Island Sound, housing a nautical museum filled with maritime artefacts. Climb to the top for panoramic views, then follow the nature trail to the peaceful rocky beach below.
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Horton Lane Beach

9.0/10 (4 reviews)
This rocky shoreline along Long Island Sound offers peaceful views beside the historic Horton Point Lighthouse. Explore maritime heritage at the adjacent Nautical Museum, open seasonally.
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Learn more about Southold

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

See all hotels in Southold
A coastal landscape with a sunset, a marina, and a residential area.

Top Southold Hotel Reviews

Recent Reviews in Southold

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

8/10 Good
"The staff are very welcoming. A small point but the hot water in the bathroom is just warm and takes a time to arrive...."
David 2-night trip
Posted 7 hours ago
Saybrook Point Resort & Marina
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"The staff were all great, the food from food truck was delicious, check in was quick!"
Jena 1-night trip
Posted 7 hours ago
The Shoals Suites and Slips
Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Very beautiful very clean. Staff was amazing."
Savannah 2-night trip
Posted 11 hours ago
Hyatt Place Long Island East End
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"I felt very comfortable and at ease. I had planned on getting a massage, but never made it. Next time I will book one. The beds were comfortable. The food was good, I enjoyed myself."
LOUISE 2-night trip
Posted 1 day ago
Water's Edge Resort & Spa
North Fork Resort

North Fork Resort

10/10 Excellent
"Fantastic contemporary cottage. Looks brand new and it has everything. Wonderful place to stay. Check in process needs improvement with more attention paid to details by staff."
marie 1-night trip
Posted 1 day ago
North Fork Resort
The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"The hotel was just what we expected, cozy and comfortable and nestled right into central Greenport. Close to everything, dinner spots just steps away. Will definitely return."
Arnold 2-night trip
Posted 2 days ago
The Harbor Front Inn
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

10/10 Excellent
"Amazing"
desirae 2-night trip
Posted 3 days ago
Hampton Bays Hotel on Main
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

8/10 Good
"Good hotel benefited by a good lobby and the delightful Annabel who welcomed us when we arrived after a long journey and managed to arrange food for my family just before the kitchen closed. She looked after us and friends over our stay and made us all very welcome Rooms were spacious though a little dark and we were surprised that given the cost of the hotel room they were only cleaned every other day Facilities are good though and it’s a great base to visit this lovely island. Would happily stay here again"
LOUISE M 3-night trip
Posted 6 days ago
Hilton Garden Inn Riverhead
Budget Host East End

Budget Host East End

8/10 Good
"Staff"
Harvey 2-night trip
Posted 9 days ago
Budget Host East End

More cheap accommodation in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
NZ$160
5 Oct - 6 Oct
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
NZ$180
4 Oct - 5 Oct
includes taxes & fees
6.8/10 (893 reviews)
Budget Host East End
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
NZ$225
28 Oct - 29 Oct
includes taxes & fees
The Atlantic Hotel
Greenview Inn Riverhead

Greenview Inn Riverhead

1433 W Main St Riverhead NY
NZ$233
1 Oct - 2 Oct
includes taxes & fees
Greenview Inn Riverhead
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
NZ$305
7 Oct - 8 Oct
includes taxes & fees
The Bentley Hotel Southampton
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
NZ$429
28 Oct - 29 Oct
includes taxes & fees
The Hampton Maid

Find out more about Southold

Top reasons to visit Southold

  • Stunning Beaches: Southold boasts beautiful beaches perfect for relaxation and sunbathing, offering stunning views and a tranquil atmosphere.
  • Wine Tours: Experience delightful winery tours to sample the region's acclaimed wines, making for a unique and enjoyable outing.
  • Historical Sites: Explore the Southold Historical Museum and other local attractions that highlight the town's rich history and culture.
  • Outdoor Activities: Enjoy a range of outdoor adventures, from golf to hiking in picturesque parks, catering to all ages.
  • Diverse Accommodations: Find a variety of lodging options, from family-friendly hotels to charming inns, ensuring a comfortable stay.

Find great hotels near Southold

Discover the charm of Southold, New York, where a variety of hotel accommodations await to enhance your stay. From family-friendly options to pet-friendly lodgings, you're bound to find the perfect spot for a memorable vacation. Whether you're looking for a cozy hotel room or a spacious suite, Southold's diverse offerings ensure a delightful experience for all types of travellers seeking adventure and relaxation.

  • Sound View Greenport: Nestled only 4.8km from Southold, Sound View Greenport is a charming 3.5-star hotel offering a delightful beachside getaway. With a guest rating of 8.4 out of 10, this property is ideal for families and pet lovers, featuring direct beach access and amenities for children such as Window Guards and complimentary cribs. The hotel welcomes pets, allowing dogs and cats with specific policies in place. The laid-back ambiance and family-friendly services make it a great choice for those looking to unwind by the seaside.
  • Sag Harbor Inn: Located 12.9km from Southold, Sag Harbor Inn boasts a stellar guest rating of 9.4 out of 10. This 3.5-star lodging caters to business travellers seeking a comfortable and productive environment. The inn's professional atmosphere is complemented by modern amenities, making it an excellent option for those needing a tranquil space to work or recharge after a busy day. With its prime location and focus on convenience, it serves as a reliable base for both work and leisure.
  • The Harbor Front Inn: Just 6.4km from Southold, The Harbor Front Inn offers a welcoming retreat for both business and pet-friendly stays, maintaining an impressive guest rating of 8.8 out of 10. This 3.5-star property provides amenities suited for travelling with pets, including specific policies for dogs and service animals. The inn blends comfort with a professional vibe, making it suitable for guests who appreciate a blend of leisure and business facilities. Its location by the harbour adds to the appealing atmosphere.

Where to stay near Southold

Southold, New York, is a charming destination perfect for outdoor adventures and romantic getaways. With its sunny weather and family-friendly vibe, visitors can explore beautiful scenery, indulge in luxurious experiences, and delve into the area’s rich history. Nearby attractions offer a variety of excursions, making Southold an ideal base for discovering the captivating charm of Long Island’s North Fork region. Enjoy the perfect blend of relaxation and adventure during your stay in this delightful locale.

  • Hamptons: Situated 16.1km from Southold, the Hamptons are a quintessential summer getaway famous for their beautiful beaches and outdoor activities. This popular destination attracts a moderate flow of visitors, peaking from June to August, making it ideal for a romantic escape or a family outing. Enjoy golfing at renowned courses, unwind at stunning beaches, or explore local lakes. With charming villages and a vibrant nightlife, the Hamptons offer a perfect blend of relaxation and entertainment.
  • Greenport: Just 6.4km away from Southold, Greenport is a picturesque coastal town known for its maritime charm and outdoor experiences. The city sees a seasonal influx of tourists, with peak visitor numbers from June to August. Greenport is perfect for couples looking for a romantic getaway or families seeking beachfront fun. Enjoy leisurely strolls along the parks, visit local art galleries, or partake in music concerts. The nearby beaches and recreational areas offer a delightful setting for relaxation and adventure.
  • Sag Harbor: Located 12.9km from Southold, Sag Harbor is a historic whaling village that has transformed into a vibrant community. With moderate seasonal tourism, especially from June to August, it attracts visitors for its beautiful outdoor spaces and romantic atmosphere. Explore the local beaches, enjoy golfing, and take in the scenic lakeside views. Sag Harbor’s unique blend of history, culture, and natural beauty makes it a must-visit for tourists seeking both adventure and leisure.

Things to do near Southold

Shopping

In Southold, you'll find charming local shops offering unique gifts and souvenirs. If you're up for a drive, head to the Tanger Outlets in Riverhead, about 19.3km away, where a variety of brand-name stores await you.

Recreation

In Southold, explore the peaceful ambiance of the Sound View Greenport, where you can relax with rejuvenating spa treatments and stunning waterfront views. Visit the nearby Lavender Fields for a tranquil escape, offering yoga sessions amidst fragrant blooms, enhancing your sense of well-being and connection to nature.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 29.0km from Southold, where you can enjoy an adrenaline-pumping atmosphere. Alternatively, head to Waterford Speedbowl, 43.5km away, for more exciting racing events amidst a vibrant sports scene.

Nightlife

Visit the Southold Social for a relaxed atmosphere and enjoy their selection of local wines. For a lively evening, check out The Town Lounge, where you can unwind with friends and listen to a mix of tunes from local DJs.

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

Find the best attractions near Southold

Southold offers a delightful blend of outdoor and romantic experiences, perfect for a holiday getaway. Visitors can explore the beautiful beaches, lush urban parks, and engaging history museums. Key attractions include the Southold Historical Museum and the scenic Southold Bay, catering to those seeking culture and adventure. Whether you're keen on sunbathing or immersing yourself in local history, Southold has something for every traveller.

  • Norman E. Klipp Marine Park: Located 8.0km from Southold, this marine park offers a blend of adventure and family-friendly vibes. Explore its scenic trails, enjoy bird watching, or take part in water activities like kayaking, making it a delightful spot for outdoor enthusiasts.
  • Havens Beach: Situated 14.5km away, Havens Beach presents a relaxed atmosphere with picturesque views of the Long Island Sound. Ideal for sunbathing, swimming, or a leisurely stroll along the shore, it’s a lovely place to unwind and soak in the coastal charm.
  • North Main Street Historic District: Just 19.3km from Southold, this historic neighbourhood showcases charming architecture and local shops, reflecting the town's rich heritage. Wander through its streets to discover unique boutiques and cafes, all while enjoying the vibrant city vibes.

Best time to go to Southold

The best time to visit Southold can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Southold falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Southold falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6°F (2.0°C)Light RainMostly SunnyModerately LowSlightly Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageSlightly Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately HighSlightly High
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighSlightly High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyModerately LowAverage
December42.1°F (5.6°C)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to Southold

Flying into Southold, New York, is convenient with several major airports nearby. John F. Kennedy International Airport (JFK) is approximately 123.9km away, with excellent hotel options like The William Vale and Arlo Williamsburg, both 17.7km from the airport. Newark Liberty International Airport (EWR) is around 152.9km distant, featuring high-end hotels such as The Dominick and Four Seasons Hotel New York Downtown, both 14.5km from EWR. LaGuardia Airport (LGA) is about 125.5km from Southold, with luxurious stays at Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, both situated within 9.7km of the airport.

Frequently asked questions

What is the best area to stay in Southold?
The best area to stay in Southold is the village centre, particularly along Main Road (Route 25) and its immediate side streets.This area is the heart of Southold, offering a blend of historic charm and modern conveniences. You'll find a selection of local shops, eateries, and a relaxed atmosphere. The village green and the historic Southold Presbyterian Church are central landmarks, and it's quite walkable for exploring the local businesses.Couples looking for a relaxing escape will appreciate staying in the village centre. It offers easy access to local vineyards, farm stands, and beaches, allowing for leisurely days of wine tasting and coastal strolls. Many of the guesthouses and boutique hotels here provide a comfortable and private setting.For families, staying near the village centre is also a good option due to its proximity to family-friendly activities. Beaches like Kenney's Beach are a short drive away, offering opportunities for swimming and picnicking.
What are the best hotels in Southold that travellers recommend?
Two of the best hotels in Southold that receive consistently high recommendations from travellers are The Shoals Suites and Slips and Vine & Sand.The Shoals Suites and Slips is a 3.5-star hotel with an outstanding 9.6 rating. Guests frequently compliment the beautiful and clean rooms, the super comfortable beds, and the nice staff who make them feel welcome. The hotel also features a vineyard with a tasting room and offers private winery tours.Another highly recommended option is the 3-star Vine & Sand, which also has a 9.6 rating. This hotel is praised for its lovely rooms, which include premium bedding, Egyptian cotton sheets, and rainfall showerheads. Guests can enjoy a free buffet breakfast. It is conveniently located near the Custer Institute and Observatory, just 0.6 km away.
What are the best family hotels in Southold?
For a highly-rated family hotel in Southold, consider The Shoals Suites and Slips.This 3.5-star hotel, with an impressive 9.6 rating, is an excellent choice for families. Guests consistently praise its clean and new rooms, with the suites often described as beautiful and spacious, featuring super comfortable beds. The staff are noted for being particularly nice and welcoming, ensuring a pleasant stay for all. The hotel also offers cribs free of charge, which is a convenient amenity for those travelling with young children. For adults, there's the added benefit of a vineyard and a winery on-site, offering tasting room experiences, release events, and both private and public tours. The location itself is frequently described as beautiful and great, providing a lovely setting for a family holiday.
What hotels in Southold offer free breakfast?
For hotels in Southold that offer complimentary breakfast, Vine & Sand is an excellent choice.The 3-star Vine & Sand, with an impressive 9.6 rating, offers a free buffet breakfast daily, which guests really appreciate. This hotel also provides complimentary Wi-Fi and free self-parking, adding to the convenience. Guests have described the rooms as lovely. It is also conveniently located near the Custer Institute and Observatory, just 0.6 kilometres away, and Sannino's Bella Vita Vineyard, which is 1.5 kilometres from the hotel.
What are the top pet-friendly hotels in Southold?
For a top pet-friendly hotel in Southold, consider the Cozy Long Island Escape.This property, with an outstanding 9.6 rating, is superb for those travelling with their beloved canine companions, as it specifically permits dogs. It offers a well-equipped kitchen, a patio, and a secured yard, ensuring both comfort and safety for your pets. Guests also benefit from a deck or lanai, ideal for relaxing outdoors. The Cozy Long Island Escape is conveniently located near the Custer Institute and Observatory, just 1.4 km away, and Horton Lane Beach, a mere 1.7 km distant.
What are the best budget hotels in Southold?
For a highly-rated budget option in Southold, consider Vine & Sand.The 3-star Vine & Sand, with an exceptional 9.6 rating, offers a fantastic stay with complimentary buffet breakfast and free WiFi. Guests describe the rooms as lovely. It is conveniently located near Custer Institute and Observatory, just 0.6 kilometres away, and Sannino's Bella Vita Vineyard, 1.5 kilometres away. Free self-parking is also available, along with bicycles for guest use.
What are the most romantic hotels in Southold for couples?
For couples seeking a romantic getaway in Southold, The Shoals Suites and Slips is an excellent choice.The 3.5-star Shoals Suites and Slips boasts an impressive 9.6 review rating and offers amenities perfectly suited for couples, including couples dining options and a vineyard on site with a tasting room and private tours. Guests frequently praise its beautiful, clean, and new rooms, the super comfortable beds, and the welcoming staff. Its location is also highly praised, being just 0.7 kilometres from The Old Field Vineyards.
What are the best hotels in Southold near Custer Institute and Observatory?
For hotels in Southold near Custer Institute and Observatory, consider Vine & Sand, or Cozy Long Island Escape.The 3-star Vine & Sand, rated 9.6, is an excellent choice, being just 0.6 km from the Custer Institute and Observatory. Guests particularly appreciate the lovely rooms and the convenience of free breakfast, including a free buffet breakfast. Free WiFi and free self-parking are also provided.Another highly-rated option is Cozy Long Island Escape, with a 9.6 rating. This accommodation is 1.4 km from the Custer Institute and Observatory and provides a full kitchen, a patio, and a secured yard, making it ideal for a comfortable stay. It is also 1.7 km from Horton Lane Beach.
When is the best time to go to Southold?
The best time to go to Southold is during the late spring (May to early June) and early autumn (September to early October) when the weather is pleasant, and the area is less crowded.Late spring offers comfortable temperatures, great for exploring the vineyards and enjoying outdoor activities before the peak summer rush. You'll find most businesses are open, and the roads are less busy, making for a more relaxed experience.Early autumn is also ideal, with cooler temperatures, stunning foliage, and the grape harvest season in full swing. Many wineries host special events during this time.
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 Southold.
How can I save on a hotel booking in Southold with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Southold 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 Southold?
Prices for hotels in Southold often vary, but you can find a great deal from NZ$160 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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