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Find hotels in Highland, NY from ¥13,339

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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, (1,009 reviews)
"A good spot for a good price"
United States
Brittany
The price is ¥13,459
¥15,076 total
includes taxes & fees
Jul 1 - Jul 2
SureStay Plus Hotel by Best Western Highland Poughkeepsie

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, (1,015 reviews)
"We stopped here for the night and it was perfect. Clean room and courteous staff."
United States
Kathleen
The price is ¥15,718
¥18,565 total
includes taxes & fees
Jun 29 - Jun 30
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,003 reviews)
"Simple and easy quiet stay for overnight"
United States
Jose
The price is ¥13,973
¥15,808 total
includes taxes & fees
Jun 16 - Jun 17
Super 8 by Wyndham Montgomery Maybrook

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh
3.0 star property
Newburgh
7.2 out of 10, Good, (781 reviews)
"Very clean room parking was safe and easy and the staff was helpful"
United States
Michael
The Crossroads Hotel, Newburgh

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,027 reviews)
"This was a great location, the staff were very helpful and friendly, and the breakfast was great."
United States
Shannon
The price is ¥17,162
¥19,929 total
includes taxes & fees
Jun 29 - Jun 30
Hyatt Place Poughkeepsie / Hudson Valley

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
2.0 star property
Newburgh
5.0 out of 10, (1,005 reviews)
"It’s close to Dennys, this place needs serious update and cleaning."
United States
Albert
The price is ¥11,537
¥13,627 total
includes taxes & fees
Jun 21 - Jun 22
Ramada by Wyndham Newburgh/West Point

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,021 reviews)
"The location was perfect for us."
United States
Eleanor
The price is ¥16,820
¥18,839 total
includes taxes & fees
Jun 21 - Jun 22
Americas Best Value Inn New Paltz

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, (476 reviews)
"staff was very helpful and Breakfast was excellent only stay there one night"
United States
Sabrina
The price is ¥18,190
¥20,576 total
includes taxes & fees
Jun 29 - Jun 30
Best Western Plus The Inn & Suites At The Falls

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, (1,019 reviews)
"Clean, comfortable, safe, nice breakfast"
United States
Brett
The price is ¥15,351
¥17,750 total
includes taxes & fees
Jul 6 - Jul 7
Quality Inn & Suites Fishkill South near I-84

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
8.2 out of 10, Very Good, (128 reviews)
"Easy check in, comfortable bed, minimal breakfast but enough to get us going."
United States
William
The price is ¥16,069
¥18,580 total
includes taxes & fees
Jul 2 - Jul 3
Spark by Hilton Fishkill

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (1,007 reviews)
"We will definitely remember this location for future trips through the area!!"
United States
Susan E
The price is ¥22,932
¥26,516 total
includes taxes & fees
Jun 21 - Jun 22
Best Western Fishkill Inn & Suites

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,005 reviews)
"Good location for our visit to West Point. Good size rooms with a nice breakfast"
United States
Margaret
The price is ¥20,892
¥24,677 total
includes taxes & fees
Jul 5 - Jul 6
Hampton Inn & Suites Newburgh Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
2.0 star property
Newburgh
5.6 out of 10, (1,011 reviews)
"Like the location"
United States
Vijayakumar
The price is ¥12,122
¥14,319 total
includes taxes & fees
Jun 21 - Jun 22
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (169 reviews)
"Did you ever want to experience what it would be like to stay at a bed in breakfast? Well this is the place to go! So quaint and cute! Located right in the heart of the town of Montgomery. Plenty of things to walk to and see in the area. Brianna the manager was wonderful. Very helpful and informative. The breakfast choices were delicious. Would definitely stay here again and recommend it to others."
United States
roxanne
The price is ¥17,413
¥20,291 total
includes taxes & fees
Jun 16 - Jun 17
Borland House Inn

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (273 reviews)
"Not a 5 star, but a decent motel for a good price. Lady at check in was very nice, friendly, and helpful."
United States
Richard
The price is ¥15,223
¥16,499 total
includes taxes & fees
Jun 16 - Jun 17
Countryside Motel

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point
2.0 star property
Newburgh
6.2 out of 10, (1,016 reviews)
"Awesome stay experience."
United States
Suruba
The price is ¥14,277
¥16,865 total
includes taxes & fees
Jun 21 - Jun 22
Howard Johnson by Wyndham Newburgh/West Point

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, (867 reviews)
"Our stay for a day was great."
United States
Chime
The price is ¥16,825
¥19,033 total
includes taxes & fees
Jun 21 - Jun 22
Holiday Inn Express & Suites Montgomery by IHG

Village Motel

Village Motel
2.0 star property
Ellenville
6.8 out of 10, (215 reviews)
"Great staff, clean. "
United States
Joline
The price is ¥13,548
¥15,173 total
includes taxes & fees
Jun 16 - Jun 17
Village Motel

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.2 out of 10, Very Good, (769 reviews)
"Great hotel and even better staff. Updated rooms, large lobby and great outdoor sitting area. Bathrooms could possibly use some updating but nothing major or concerning."
United States
David
The price is ¥19,613
¥23,168 total
includes taxes & fees
Jul 5 - Jul 6
Courtyard by Marriott Newburgh Stewart Airport

Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG
3.0 star property
Poughkeepsie
7.8 out of 10, Good, (854 reviews)
"This was a great stay and will stay again."
United States
James
The price is ¥16,985
¥19,725 total
includes taxes & fees
Jul 13 - Jul 14
Holiday Inn Poughkeepsie by IHG
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

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 Spark by Hilton Fishkill. See all available top hotels, or vacation rentals in Highland.
What are some of the best vacation home rentals that Highland has to offer?
The Farm at Hyde Park: This vacation home rental outside of Highland is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 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?
Best Western Plus Kingston Hotel And Conference Center: Offers free self parking, an indoor pool, and complimentary wireless internet access. Hyatt Place Poughkeepsie / Hudson Valley and Wildflower Farms, Auberge Collection are a couple of other choices with an onsite pool. 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 Franklin D Roosevelt Library & Museum and Franny Reese State Park. 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.

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