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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, (979 reviews)
"The place was very clean and the staff was wonderful. Also a very nice breakfast choice included. Would stay there again."
United States
Joanne
The price is AED 294
AED 329 total
includes taxes & fees
5 Apr - 6 Apr
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, (1,002 reviews)
"Great accommodations, clean rooms and hospitable staff. "
United States
Leslie
The price is AED 386
AED 432 total
includes taxes & fees
5 Apr - 6 Apr
Americas Best Value Inn New Paltz

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (157 reviews)
"What a wonderful experience staying at the Borland House is! With the quaint, homey feeling of the whole house, to the kindness of the staff. Your stay will absolutely be lovely. Ample towels are provided for the private, spacious bathroom. Very comfortable bedding and well appointed decorations are in the bedroom. I was in the Hummingbird Suite. I could see myself living there, it just had everything I needed. I look forward to visiting again in the future!"
United States
Elizabeth
The price is AED 376
AED 438 total
includes taxes & fees
30 Mar - 31 Mar
Borland House Inn

Hudson Valley 9w Motel

Hudson Valley 9w Motel
2.0 star property
Lake Katrine
8.2 out of 10, Very Good, (68 reviews)
"Clean room, staff was helpful"
United States
Ernest
The price is AED 349
AED 574 total
includes taxes & fees
30 Mar - 31 Mar
Hudson Valley 9w Motel

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, (1,001 reviews)
"Superb place to stay."
United States
Denessy
The price is AED 350
AED 396 total
includes taxes & fees
12 Apr - 13 Apr
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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, (453 reviews)
"Nice hotel"
United States
Oscar
The price is AED 352
AED 399 total
includes taxes & fees
2 Apr - 3 Apr
Best Western Plus The Inn & Suites At The Falls

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.2 out of 10, Very Good, (1,001 reviews)
"Comfortable hotel and staff very welcoming "
United States
Sunil
The price is AED 294
AED 333 total
includes taxes & fees
20 Apr - 21 Apr
Quality Inn Hyde Park Poughkeepsie North

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, (837 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is AED 353
AED 399 total
includes taxes & fees
5 Apr - 6 Apr
Holiday Inn Express & Suites Montgomery by IHG

Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast
3.0 star property
New Paltz
9.4 out of 10, Exceptional, (81 reviews)
"Very nice place comfortable clean, easy check-in and checkout process"
United States
Jennifer
The price is AED 509
AED 776 total
includes taxes & fees
30 Mar - 31 Mar
Moondance Ridge Bed & Breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.8 out of 10, Good, (47 reviews)
"The place was spotless and the staff were very friendly. The bed was so comfortable lovely stay "
United States
sharon
The price is AED 359
AED 415 total
includes taxes & fees
21 Apr - 22 Apr
Spark by Hilton Fishkill

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,003 reviews)
"This was by far the best hotel experience we’ve ever had. The price, staff, location, breakfast, and room itself exceeded our expectations! "
United States
MacKenzie
The price is AED 381
AED 442 total
includes taxes & fees
5 Apr - 6 Apr
Hyatt Place Poughkeepsie / Hudson Valley

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,001 reviews)
"Great staff "
United States
Keilah
The price is AED 275
AED 311 total
includes taxes & fees
5 Apr - 6 Apr
Super 8 by Wyndham Montgomery Maybrook

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (177 reviews)
"Great stay! Well decorated and a beautiful building walking distance from shops restos and the beautiful downtown. The host was waiting to greet us even though we were quite late to check in. Would stay again!"
United States
Ema
The price is AED 311
AED 554 total
includes taxes & fees
30 Mar - 31 Mar
The Wiltwyck

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,003 reviews)
"The pool was very nice! The hotel was very clean,comfortable,staff helpful ,and delicious coffee in the lobby and at meals..the breakfast buffet was very good!!"
United States
Kathleen
The price is AED 476
AED 533 total
includes taxes & fees
12 Apr - 13 Apr
Hampton Inn Kingston

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (680 reviews)
"Room was clean, staff was courteous and very good location "
United States
Georgina
The price is AED 367
AED 416 total
includes taxes & fees
12 Apr - 13 Apr
West Point Motel

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, (493 reviews)
"It was a great stay and the restaurant was also amazing "
United States
Michael
The price is AED 555
AED 627 total
includes taxes & fees
27 Apr - 28 Apr
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

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, (1,003 reviews)
"Great overall stay, nice restaurant beside hotel"
Canada
Dale
The price is AED 359
AED 415 total
includes taxes & fees
5 Apr - 6 Apr
Quality Inn & Suites Fishkill South near I-84

Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
Lake Katrine
9.4 out of 10, Exceptional, (1,002 reviews)
"Loved the hotel, room, staff, and free breakfast!"
United States
marc
The price is AED 474
AED 531 total
includes taxes & fees
5 Apr - 6 Apr
Holiday Inn Express & Suites Kingston-Ulster by IHG

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (265 reviews)
"the location and the price was reasonable for a place we needed for a quick stop - 11 pm arrival 6:30 am departure"
United States
Donald
The price is AED 349
AED 378 total
includes taxes & fees
30 Mar - 31 Mar
Countryside Motel

Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (397 reviews)
"Wonderful destination!"
United States
candice
The price is AED 387
AED 438 total
includes taxes & fees
30 Mar - 31 Mar
Rhinebeck Village Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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.

Photo by Allison Alano Flores
Open Photo by Allison Alano Flores

Top Highland Hotel Reviews

More cheap stays in Highland

Find out more about Highland

Top reasons to visit Highland

  • Outdoor Adventures: Highland is a haven for outdoor enthusiasts, offering activities like skiing, hiking, and exploring picturesque landscapes.
  • Scenic Walkway: Enjoy breathtaking views at the Walkway Over the Hudson, a perfect spot for leisurely strolls and family outings.
  • Cultural Experiences: Discover local art galleries, historic bridges, and educational sites that reflect Highland's rich cultural heritage.
  • Charming Neighborhoods: Relax in friendly neighborhoods that provide a warm atmosphere and a sense of community.
  • Diverse Accommodations: Choose from a variety of lodging options, including pet-friendly and agritourism properties for a unique stay.

Find great hotels near Highland

Discover a range of hotel accommodations in Highland, New York, catering to all types of travelers. Whether you're seeking pet-friendly options, facilities for business travel, or an adventurous vacation experience, Highland offers a variety of choices. From charming agritourism properties to top-rated hotels, you’ll find the perfect place to unwind. Explore hotel reviews and find the best hotels to make your stay memorable.

  • Best Western Fishkill Inn & Suites: A 3.5-star hotel located 22.5km from Highland, the Best Western Fishkill Inn & Suites caters to a diverse range of travelers, including business guests and those seeking an LGBTQIA-friendly environment. This pet-friendly property allows dogs and is ideal for those traveling with furry companions. Guests will appreciate the hotel's welcoming atmosphere, along with amenities such as complimentary Wi-Fi, an indoor pool, and a fitness center. Whether you’re conducting business or enjoying a family getaway, this hotel promises a comfortable stay.
  • HYATT house Fishkill/Poughkeepsie: Situated 22.5km from Highland, the HYATT house Fishkill/Poughkeepsie is a family-oriented, pet-friendly hotel designed for comfort and convenience. This 3-star lodging offers a range of amenities for children, including free cribs, window guards, and a first-aid kit for peace of mind. Guests can enjoy spacious rooms, a fully equipped kitchen, and a complimentary breakfast to start the day right. Whether you're on a family vacation or a business trip, this hotel provides a welcoming environment for all.
  • Quality Inn & Suites Fishkill South near I-84: Located 22.5km from Highland, the Quality Inn & Suites Fishkill South near I-84 is a versatile option for business travelers and families alike, with a strong commitment to LGBTQIA inclusivity. The hotel offers amenities for children, including free cribs and safety features like window guards. Guests can unwind in comfortable accommodations and enjoy easy access to local attractions. With its welcoming atmosphere and family-friendly services, this hotel is an excellent choice for your stay.

Where to stay near Highland

Highland, New York, is a perfect destination for outdoor enthusiasts and families seeking a scenic getaway. Enjoy the vibrant atmosphere while exploring local parks like the scenic Walkway Over the Hudson, or unwind in charming neighborhoods that offer friendly faces and relaxation. Just a short drive away, you can discover more adventures in the surrounding regions, ensuring a memorable experience filled with sunshine and beautiful landscapes.

  • Poughkeepsie: Situated a mere 3.2km from Highland, Poughkeepsie is a vibrant city that offers a delightful blend of outdoor and urban experiences. Peak visitor seasons occur during the warm summer months of July and August, as well as in October. Travellers flock here to enjoy its educational institutions, expansive shopping areas, and beautiful lakes. The city's notable landmarks include both modern and historic colleges, providing a rich cultural backdrop. Whether you’re looking to shop, dine, or explore scenic views, Poughkeepsie has something for everyone.
  • New Paltz: Located 11.3km from Highland, New Paltz is an adventure-filled city that attracts visitors year-round, particularly during April and the late summer to early fall. Known for its stunning scenery and outdoor activities, this city is a haven for nature lovers and thrill-seekers. Popular spots include recreational areas perfect for skiing and hiking, as well as picturesque lakes and mountains. New Paltz offers a unique charm that combines outdoor adventure with scenic beauty, making it a must-visit destination.
  • Hyde Park: Just 6.4km from Highland, Hyde Park is a cultural gem that invites families and outdoor enthusiasts alike. The city sees a spike in visitors during the summer and early fall months, particularly in June and July. Hyde Park is known for its rich history, including historic colleges and nearby lakes. Visitors can enjoy shopping, educational experiences, and outdoor activities such as skiing in the winter. With its blend of culture and family-friendly attractions, Hyde Park promises a memorable experience for all.

Things to do in and around Highland

Highland, New York, is perfect for outdoor enthusiasts and adventure seekers. Enjoy a range of activities including skiing and exploring scenic landscapes. The area also offers romantic getaways, educational experiences, and art galleries, making it a versatile destination. For those interested in sports, there are sports halls to stay active while enjoying the stunning surroundings. Whether you're seeking relaxation or adventure, Highland has something for everyone.

Shopping

In Highland, you can shop at Poughkeepsie Galleria, only 11.3km away, offering a variety of stores and entertainment options. If you're up for a drive, visit Hudson Valley Mall, located 111.3km away, featuring diverse shops in a vibrant atmosphere, perfect for family outings.

Recreation

Apple Greens Golf Course offers a relaxing outdoor experience with its scenic fairways and lush landscapes, perfect for golf enthusiasts. For a different vibe, visit Richard L. Skimin Memorial Baseball Field, a nearby recreation park ideal for unwinding and enjoying leisurely activities with family and friends.

For some lighthearted fun, head to Bananas Comedy Club, where laughter fills the air, making it a great family-friendly venue to unwind and enjoy a night of entertainment.

Adventure

Experience the thrill of Paintball Sports, located 11.3km from Highland, where you can engage in exciting paintball battles with friends. For a more relaxed adventure, North Landing Beach campground, also 11.3km away, offers a perfect family-friendly outdoor atmosphere. Hike the scenic Labyrinth Trailhead, 17.7km from Highland, for breathtaking views.

Nightlife

Experience Highland's vibrant nightlife at the Chance Theater, where romance and culture blend beautifully. For a family-friendly movie night, visit the Overlook Drive-In Theater. If you seek adventure, head to Fun Central, an arcade that promises excitement for all ages.

*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, New York, consider visiting between January and March when hotel prices are lower. Book your stay on a Tuesday for the best rates. Use Expedia’s search tool to find budget-friendly hotels by sorting prices from lowest to highest and exploring eco-certified options. Save further by bundling your hotel, flights, and activities for package deals. Always compare room rates and take advantage of travel rewards and promotions to maximize your savings while enjoying the scenic beauty and activities in 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 August to 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 more. You can arrange your results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, by checking the Eco-certified filter, you'll find sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Highland with your flights and activities through an Expedia package deal.

Find the best attractions near Highland

Highland, New York, is an ideal destination for outdoor enthusiasts and adventure seekers, offering stunning scenery and a rich cultural experience. Visitors can explore various points of interest, including modern colleges, historic bridges, and significant sites. Whether you're looking for family-friendly activities or an immersive outdoor experience, Highland's attractions provide something for everyone to enjoy.

  • Culinary Institute of America: Experience the heart of culinary arts at this prestigious institution, located just 3.2km from Highland. Enjoy a campus tour, savor exquisite dishes prepared by students, and immerse yourself in the rich culture of gastronomy.
  • Marist College: Situated 1.6km away, Marist College boasts modern facilities and vibrant city vibes. Explore its scenic campus along the Hudson River and enjoy cultural events, art exhibitions, and a lively student atmosphere.
  • Walkway Over the Hudson State Historic Park: Just 1.4km from Highland, this historic bridge offers breathtaking views of the Hudson River. Stroll along its pathways and learn about its history while enjoying the beautiful surroundings.

Best time to go to Highland

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

If you're planning to fly into Highland, New York, there are several airports to consider. White Plains (HPN-Westchester County) is 75.6km away, with nearby hotels such as The Opus Westchester and Sonesta White Plains, both offering complimentary airport shuttle services. Newburgh (SWF-Stewart International) is closer at 27.4km and features options like The Dutchess Inn and Spa at Beacon, providing fee-based airport transportation. For those considering Danbury (DXR-Danbury Municipal), located 54.7km from Highland, Hotel Zero Degrees Danbury and Ethan Allen Hotel are both nearby and easily accessible. Each of these airports offers convenient access to the Highland area for your vacation.

Frequently asked questions

What's the best place to stay in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is one of the top choices for your stay based on our traveler data. This hotel offers free breakfast and free parking. Other good options for your stay in the area are Best Western Plus Kingston Hotel And Conference Center and Hampton Inn & Suites Poughkeepsie. See all available top hotels, or vacation rentals in Highland.
What are some of the best vacation home rentals that Highland has to offer?
Private 37 Acre Lake Estate on 164 Acres - 11 BR: This highly rated vacation home rental in Highland is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 14 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a hot tub. 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 reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Highland.
Where can I learn more about changing or cancelling my trip to Highland?
For more details about updating your trip to Highland or cancelling it, click here.
What's the best pet-friendly accommodation 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.
Where is the best hotel to stay with easy access to West Park Winery?
Journey Inn Bed & Breakfast is one of the top choices for your stay based on our traveler data, and this 4-star B&B offers free breakfast and free parking. It's located 1.8 mi (2.9 km) from West Park Winery. Other good choices within a few miles include Inn the Woods B&B and Roosevelt Inn of Hyde Park.
What about the best place to stay close to Apple Greens Golf Course?
One of the top choices for your stay is Hampton Inn by Hilton New Paltz, located 1.8 mi (3 km) from Apple Greens Golf Course, and this hotel offers free breakfast and an indoor pool. Rodeway Inn & Suites New Paltz - Hudson Valley and Americas Best Value Inn New Paltz are a couple of other good options within a few miles.
What are some accommodations with pools in Highland?
Hampton Inn & Suites Poughkeepsie: Provides a snack bar/deli, an indoor pool, and buffet. Another option with an onsite pool is Wildflower Farms, Auberge Collection. View all hotels with pools in Highland.
What's the best hotel for staying near Westchester County Airport (HPN)?
Doral Arrowwood is one of the top choices for your stay and is a popular 4-star hotel featuring a golf course and 2 restaurants. It's located 2 mi (3.3 km) from Westchester County Airport. Other good choices near the airport include Crowne Plaza White Plains - Downtown and La Quinta Inn & Suites by Wyndham Armonk Westchester.
How is it to stay in Highland?
Families enjoy visiting Highland though all visitors are sure to find something to appreciate. Tourists can also enjoy the city's riverfront and mountain views. In Highland, there are 37 hotels and other accommodations to choose from. Find out more about Highland.
What should I see while I'm in 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 agenda are Franny Reese State Park and Franklin D Roosevelt Library & Museum. Check out what more 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 temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Highland are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.