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Our top choices for Highland hotels

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
7.8 out of 10, Good, (949)
Located within 15 minutes of Vassar College and the Culinary Institute of America, this Highland hotel offers free continental breakfast daily and convenient self-parking. Guests praise the helpful staff and clean accommodation. Berean Park Beach is nearby.

"Was a great stay! "
United States
Alane
The price is NZ$154
includes taxes & fees
4 Jan - 5 Jan 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1003)
Free breakfast and parking make this motel ideal for New Paltz visitors. Hike or bike on nearby trails, work out in the fitness centre, and enjoy free WiFi. Close to Samuel Dorsky Museum of Art, with staff that guests consistently praise for their helpfulness.

"Staff was friendly and room is clean "
United States
Heather
The price is NZ$166
includes taxes & fees
7 Jan - 8 Jan 2026
Americas Best Value Inn New Paltz

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1015)
Conveniently located near Poughkeepsie Station, this relaxing hotel features a bistro for breakfast and a welcoming bar. The 24-hour fitness centre and terrace provide comfort, while clean rooms and helpful staff ensure a peaceful stay near Locust Grove.

"A nice, clean hotel perfect for a quick business/recreational trip"
United States
Sharonda
The price is NZ$184
includes taxes & fees
18 Jan - 19 Jan 2026
Courtyard by Marriott Poughkeepsie

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1001)
Conveniently located near a train station, this Fishkill hotel offers complimentary continental breakfast, WiFi, and parking. Work out in the fitness centre before exploring nearby Fishkill Golf Course and Fishkill Ridge. Guests praise the clean rooms and helpful staff.

"Always stay here on my way through NY."
United States
Kathleen
The price is NZ$174
includes taxes & fees
6 Jan - 7 Jan 2026
Quality Inn & Suites Fishkill South near I-84

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill
7.6 out of 10, Good, (440)
"Nice and quaint hotel with beautiful creek behind surrounded by a dorest"
United States
Hiram
The price is NZ$187
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Plus The Inn & Suites At The Falls

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1000)
Enjoy free breakfast, WiFi, and parking at this hotel with a fitness centre and terrace. Hike nearby trails or explore Casperkill Golf Club. Each room includes refrigerators and microwaves, all just 10 minutes from Vassar College and 13 minutes from the station.

"Great stay with many breakfast options! "
United States
Sara
The price is NZ$203
includes taxes & fees
9 Jan - 10 Jan 2026
Hampton Inn & Suites Poughkeepsie

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very good, (1000)
Discover this Mid-Hudson Valley haven offering a spa pool, 24-hour fitness centre, and complimentary breakfast. Near Van Wyck Homestead Museum and Fishkill Golf Course, enjoy clean rooms with refrigerators and microwaves, plus free WiFi and parking.

"Great customer service and breakfast was excellent "
United States
Dennis
The price is NZ$176
includes taxes & fees
24 Jan - 25 Jan 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3.0 star property
Hyde Park
9.6 out of 10, Exceptional, (443)
Enjoy daily buffet breakfast at this welcoming Hyde Park hotel. Business travellers appreciate the helpful staff and convenient location near historic sites. Visit the Home of Franklin D. Roosevelt Historic Site and return to comfort with free WiFi and parking.

"Staff super friendly to my family members who i booked a room for. "
United States
Felicita
The price is NZ$314
includes taxes & fees
15 Jan - 16 Jan 2026
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1004)
Situated conveniently near a train station in Fishkill, this hotel features free WiFi and parking. Guests love the comfortable beds and helpful staff. After working out in the fitness centre, enjoy a refreshing swim in the indoor pool year-round.

"Yes stay was pleasant "
United States
henry
The price is NZ$182
includes taxes & fees
7 Jan - 8 Jan 2026
Comfort Suites Fishkill near Interstate 84

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very good, (1000)
This serene Poughkeepsie hotel sits just 10 minutes from Vassar College and the Culinary Institute of America. Market Street Grill serves 3 daily meals, while rooms include microwaves and refrigerators for added convenience.

"Great place to stay a"
United States
Nicole
The price is NZ$209
includes taxes & fees
19 Jan - 20 Jan 2026
DoubleTree by Hilton Poughkeepsie Convention Center

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1006)
Located just minutes from Stewart Airport, this welcoming hotel offers a refreshing indoor pool and convenient fitness centre. Enjoy free WiFi and parking while exploring nearby Resorts World Hudson Valley and Hamilton Fish Bridge.

"Superb place to stay."
United States
Denessy
The price is NZ$197
includes taxes & fees
1 Jan - 2 Jan 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1002)
Situated near a train station, this hotel offers a refreshing indoor pool and fitness centre for active travellers. Enjoy free breakfast, WiFi, and parking while exploring nearby Samuel Dorsky Museum of Art. The helpful staff ensures a pleasant business-friendly experience.

"Clean room, indoor pool a plus for the kids. Great location. "
United States
Dolores
The price is NZ$236
includes taxes & fees
7 Jan - 8 Jan 2026
Hampton Inn by Hilton New Paltz

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.2 out of 10, Good, (20)
"Good place to rest your head for a night "
United States
Dennis J
The price is NZ$174
includes taxes & fees
7 Jan - 8 Jan 2026
Spark by Hilton Fishkill

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.0 out of 10, Very good, (1004)
Near FDR Presidential Library and historic home site, this Hyde Park hotel offers 24-hour fitness, free WiFi, and complimentary breakfast. Train station proximity and free parking make exploring easy. Guests praise the clean rooms, value, and attentive staff.

"Comfortable hotel and staff very welcoming "
United States
Sunil
The price is NZ$149
includes taxes & fees
7 Jan - 8 Jan 2026
Quality Inn Hyde Park Poughkeepsie North

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (398)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
The price is NZ$228
includes taxes & fees
7 Jan - 8 Jan 2026
Home2 Suites By Hilton Poughkeepsie

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1000)
"The hotel is great and great location. "
United States
Thomas
The price is NZ$220
includes taxes & fees
28 Jan - 29 Jan 2026
Hampton Inn Kingston

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill
3.0 star property
Fishkill
9.4 out of 10, Exceptional, (408)
Step into comfort at this Fishkill hotel with an indoor pool, bar, and 24-hour fitness centre. Enjoy complimentary breakfast, WiFi, and parking while staying near Van Wyck Homestead Museum. Business travellers appreciate the helpful staff and convenient amenities.

"Was clean, staff were friendly, and nice."
United States
Wilson
The price is NZ$257
includes taxes & fees
24 Jan - 25 Jan 2026
Residence Inn by Marriott Fishkill

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.4 out of 10, Very good, (813)
Enjoy a stay at this welcoming Rhinebeck inn with free breakfast, WiFi, and parking. Located near Starr Library and Dutchess County Fairgrounds, the restaurant and bar/lounge enhance your visit. Guests love the helpful staff and convenient location.

"Beautiful and convenient place. Love and will stay again"
United States
Elaine
The price is NZ$194
includes taxes & fees
1 Jan - 2 Jan 2026
Beekman Arms and Delamater Inn

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (802)
Located near the train station, this welcoming hotel offers a 24-hour health club and coffee shop. Just minutes from City Winery Hudson Valley and Orange County Farmers Museum, guests appreciate the helpful staff, clean rooms, and free parking.

"Clean quiet and nice reception "
United States
Nick
The price is NZ$160
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express & Suites Montgomery by IHG

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1001)
Escape to this peaceful Kingston retreat with an indoor pool for year-round splashing. Enjoy drinks at the bar or coffee at the café, plus free WiFi and parking. Hudson Valley Mall and Robert E. Post Memorial Park are just minutes away.

"Great stay!!"
United States
Anita
The price is NZ$228
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Kingston
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Stay near popular Highland attractions

Learn more about Highland

Perched above the Hudson River, this charming town offers stunning views from the Walkway Over the Hudson. Explore local wineries, pick your own apples at nearby orchards, or hike the scenic trails in Minnewaska State Park Preserve.

Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!
Photo by Allison Alano Flores
Open Photo by Allison Alano Flores

Top Highland Hotel Reviews

More cheap accommodation in Highland

Find out more about Highland

Top reasons to visit Highland

  • Outdoor Adventures: Highland provides ample opportunities for hill walking and exploring scenic trails, perfect for nature lovers.
  • Wine Tastings: Enjoy local vineyards and experience delightful wine tastings in the beautiful Hudson Valley.
  • Rich Scottish Heritage: Discover the area's unique Scottish influence, showcased in local culture and attractions.
  • Family-Friendly Activities: Visit nearby theme parks and charming spots for enjoyable family outings.
  • Diverse Accommodation: Find a variety of lodging options, from pet-friendly hotels to agritourism experiences.

Find great hotels near Highland

Discover a range of accommodation options in Highland, New York, perfect for every type of traveller. Whether you're seeking a pet-friendly hotel, an agritourism experience, or a business-themed stay, Highland offers a variety of choices to suit your needs. Enjoy the unique adventure vacation experiences available while relaxing in comfortable lodgings that make your visit memorable.

  • Best Western Fishkill Inn & Suites: Located 22.5km from Highland, this 3.5-star hotel combines comfort and inclusivity, making it an ideal choice for families and LGBTQIA travellers. With a focus on a welcoming atmosphere, the property features amenities designed for children, including complimentary cribs. Pet-friendly policies allow for dogs with certain restrictions, ensuring that your furry friends can join the adventure. The hotel embraces a family-oriented vibe, providing a safe and enjoyable experience for all guests.
  • HYATT house Fishkill/Poughkeepsie: Also situated 22.5km from Highland, this 3-star hotel caters to business travellers and families alike. It offers a range of business amenities, including multiple meeting rooms and a fully-equipped business centre, making it a convenient choice for professionals. The hotel is also family-friendly, with features such as first aid kits and childproofing measures in place. Dogs and cats are welcome, ensuring that your pets can accompany you on your journey while you enjoy the comfortable accommodations.
  • Quality Inn & Suites Fishkill South near I-84: This hotel, located 22.5km from Highland, provides a blend of business functionality and family-friendly amenities. With facilities such as a business centre and conference space, it’s well-suited for corporate guests. The property is also LGBTQIA welcoming and features amenities for children, including window guards and cribs. Guests appreciate the inclusive atmosphere and the convenience of being close to local attractions while enjoying a comfortable stay.

Where to stay near Highland

Highland, New York, offers an idyllic escape for outdoor enthusiasts and families alike. With its stunning scenic beauty and friendly atmosphere, visitors can explore the charming city and nearby regions, basking in sunny weather and breathtaking views. Don't miss the chance to experience the local culture and the warmth of the community, making it a perfect spot for relaxation and adventure in the heart of the New York countryside.

  • Poughkeepsie: Situated a mere 3.2km from Highland, Poughkeepsie is a vibrant city that offers a delightful mix of outdoor, family, and urban experiences. The city attracts visitors year-round, with peak travel times in July to August and October. Here, you can enjoy a wealth of activities, including education and shopping at local centres. Notable landmarks such as a modern college, nearby lakes, and scenic mountains enhance the city's charm, making it an ideal stop for those looking to explore a blend of culture and nature.
  • New Paltz: Located 11.3km from Highland, New Paltz is an outdoor enthusiast's paradise, famed for its adventurous spirit and stunning scenery. The city welcomes visitors primarily in April and from August to September, making it a perfect destination for those seeking recreational pursuits. With ski fields and nature reserves in the vicinity, New Paltz is ideal for a range of activities, from skiing to hiking. Its picturesque lakes and majestic mountains provide breathtaking backdrops, ensuring an unforgettable experience for every traveller.
  • Hyde Park: Just 6.4km from Highland, Hyde Park is a family-friendly city rich in culture and outdoor activities. Visitors flock to this area from June to July and September, looking for a blend of education, shopping, and recreational opportunities. The city is home to historic and modern colleges, and its proximity to beautiful lakes adds to its appeal. Hyde Park is perfect for those wishing to immerse themselves in a community that celebrates both history and nature.

Things to do in and around Highland

Highland, New York, is perfect for outdoor and family adventures, offering activities like hill walking, wine tastings, and various itineraries for exploring the area. Visitors can enjoy scenic walks, relax in recreational areas, and visit nearby theme parks for fun-filled days. Whether you're seeking an educational experience or thrilling outdoor pursuits, Highland has something to offer for everyone.

Shopping

For shopping in Highland, visit Poughkeepsie Galleria, a vibrant centre just 11.3km away, offering a mix of entertainment and family-friendly vibes. If you're up for a drive, check out the Hudson Valley Mall, 111.3km away, for more shopping options and lively atmosphere.

Recreation

Apple Greens Golf Course offers a relaxing outdoor experience with scenic views and well-maintained greens, perfect for a round of golf. Nearby, Richard L. Skimin Memorial Baseball Field provides a tranquil park atmosphere ideal for unwinding. For a dose of laughter, visit Bananas Comedy Club, which promises family-friendly entertainment.

Adventure

North Landing Beach, a charming campground 11.3km from Highland, offers thrilling outdoor adventures and a perfect family getaway. For an adrenaline rush, Paintball Sports, also 11.3km away, provides a vibrant paintball experience. For stunning scenery, hike the Labyrinth Trailhead located 17.7km away, surrounded by nature’s beauty.

Nightlife

A night in Highland promises a delightful mix of entertainment. Catch a show at the Chance Theater for a romantic vibe, enjoy a film at the Overlook Drive-In Theater, or unleash your adventurous spirit at Fun Central, the local arcade adventure zone.

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

Booking tips and Expedia advantages for Highland

To save money on your trip to Highland, consider visiting between January and March for lower accommodation rates. Tuesdays are the cheapest days to stay, while Saturdays tend to be pricier. Use Expedia’s search tool to filter results by budget and hotel type, including eco-friendly options. Combining your hotel, flights, and activities into a package can also lead to savings. Take advantage of free activities like exploring local parks and walking trails, and utilise public transport for an economical way to get around Highland.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Highland are January to March, where the prices are slightly lower. This is in comparison to May, August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Highland is Tuesday. The most expensive day to stay in Highland is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to set your budget, choose your desired location, and much more. You can easily sort your search results to display prices from lowest to highest, so you can find the most affordable accommodation first. Additionally, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save some dollars by combining your Highland hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Highland

Highland, New York, offers a vibrant mix of outdoor adventures and cultural experiences perfect for family vacations. Visitors can explore notable attractions like historic sites, charming bridges, and nearby colleges. The area's rich Scottish heritage and picturesque Highland glens enhance the experience, making it ideal for those seeking both relaxation and exploration. Whether you’re keen on history or the great outdoors, Highland has something for everyone.

  • Culinary Institute of America: Located only 3.2km from Highland, this renowned culinary school offers a unique glimpse into the art of cooking. With its historic charm, you can enjoy exquisite dining experiences crafted by future culinary stars, making it a must-visit for food enthusiasts.
  • Vassar College: Situated 6.4km away, Vassar College boasts a modern campus with stunning architecture and vibrant city vibes. Explore its beautiful grounds, art galleries, and the rich history of this prestigious institution, perfect for a leisurely stroll.
  • Walkway Over the Hudson State Historic Park: Just 1.4km from Highland, this historic bridge offers breathtaking views of the Hudson River. Perfect for walking or cycling, it provides a serene escape with cultural significance, ideal for outdoor lovers.

Best time to go to Highland

The best time to visit Highland is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.8°F (-2.9°C)Light RainMostly SunnyModerately LowSlightly Low
February28.6°F (-1.9°C)Light RainMostly SunnyAverageSlightly Low
March36.3°F (2.4°C)Light RainMostly SunnyModerately HighSlightly Low
April48.0°F (8.9°C)Light RainMostly SunnyModerately HighAverage
May59.2°F (15.1°C)Light RainMostly SunnyAverageSlightly High
June67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
July73.2°F (22.9°C)Light RainMostly SunnyModerately HighAverage
August71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
October52.9°F (11.6°C)Light RainMostly SunnyAverageSlightly High
November40.6°F (4.8°C)Light RainMostly SunnyModerately LowAverage
December32.7°F (0.4°C)Light RainMostly SunnyModerately LowAverage

The nearest major airports for your trip to Highland

When visiting Highland, New York, you have several airport options to consider. White Plains Airport (HPN) is 75.6km away, with nearby hotels like The Opus Westchester and Sonesta White Plains, both offering convenient airport shuttle services. Newburgh Airport (SWF) is closer at 27.4km, featuring hotels such as The Dutchess Inn and The Thayer Hotel, which provide transport for a fee. Lastly, Danbury Municipal Airport (DXR) is 54.7km away, with options like Hotel Zero Degrees and Crowne Plaza Danbury, both offering nearby airport access. Each airport presents various accommodation choices and transport services to ensure a smooth journey.

Frequently asked questions

What's the best place for a stay in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and free parking. Other good options for your trip to the area are Hampton Inn & Suites Poughkeepsie and Hyatt Place Poughkeepsie / Hudson Valley. See all available top hotels, or vacation rentals in Highland.
What are some of the best holiday rentals that Highland has to offer?
Our home is perfect for relaxing and having lots of fun, with near by activity's: This highly rated holiday home rental in Highland offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Highland.
If I need to cancel my hotel reservation in Highland, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Highland.
What's the best dog-friendly hotel in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is a top dog-friendly hotel, and offers laundry facilities along with WiFi for its human guests. See more pet-friendly hotel accommodations in Highland.
What are some accommodation options with pools in Highland?
Hampton Inn & Suites Poughkeepsie: Provides a snack bar/deli, an indoor pool and buffet. Hyatt Place Poughkeepsie / Hudson Valley and Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point are a couple of other choices that feature an on-site pool. View all hotels with pools in Highland.
What's it like to stay in Highland?
Families enjoy visiting Highland, although all visitors will definitely find something to appreciate. Tourists can also enjoy the city's riverfront and mountain views. In Highland, there are 39 hotels and other accommodation options to choose from. Find out more about Highland.
What should I do while I'm visiting Highland?
The picturesque setting of Walkway Over the Hudson State Historic Park and Berean Park Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Franklin D Roosevelt Library & Museum and Franny Reese State Park. Take a look at what more there is to see and do in Expedia's Highland guide.
What's the seasonal weather like in Highland?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Highland are January, February, March and April, with each month seeing an average of 17 cm of snowfall.

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