Highland Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
14 Apr - 15 Apr
Tomorrow
15 Apr - 16 Apr
This weekend
17 Apr - 19 Apr
Next weekend
24 Apr - 26 Apr

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Highland hotels

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed)

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, (986 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 €88
includes taxes & fees
12 May - 13 May
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Restaurant

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,007 reviews)
"Great accommodations, clean rooms and hospitable staff. "
United States
Leslie
The price is €100
includes taxes & fees
28 Apr - 29 Apr
Americas Best Value Inn New Paltz
Exterior

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, (845 reviews)
"Easy check in and beautiful room"
United States
CORETHA
The price is €96
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn Express & Suites Montgomery by IHG
In-room safe, desk, iron/ironing board, free cots/infant beds

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)
"Simple and easy quiet stay for overnight"
United States
Jose
The price is €76
includes taxes & fees
15 Apr - 16 Apr
Super 8 by Wyndham Montgomery Maybrook
Reception

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh
3.0 star property
Newburgh
7.0 out of 10, Good, (739 reviews)
"The room was clean and staff was very helpful and professional. "
United States
paul
The price is €80
includes taxes & fees
15 Apr - 16 Apr
The Crossroads Hotel, Newburgh
Terrace/patio

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, (459 reviews)
"Nice hotel"
United States
Oscar
The price is €92
includes taxes & fees
27 Apr - 28 Apr
Best Western Plus The Inn & Suites At The Falls
Property entrance

Village Motel

Village Motel
2.0 star property
Ellenville
6.6 out of 10, (209 reviews)
"Great staff, clean. "
United States
Joline
The price is €68
includes taxes & fees
15 Apr - 16 Apr
Village Motel
Indoor pool

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)
"Good place, reasonable price "
United States
Andrew
The price is €90
includes taxes & fees
10 May - 11 May
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Front of property

Le Chambord at Curry Estate

Le Chambord at Curry Estate
3.0 star property
Hopewell Junction
9.2 out of 10, Wonderful, (261 reviews)
"It was a very nice stay! "
United States
Kim
The price is €182
includes taxes & fees
15 Apr - 16 Apr
Le Chambord at Curry Estate
Terrace/patio

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,000 reviews)
"Always a great stay here! "
United States
CODY ANN
The price is €132
includes taxes & fees
19 Apr - 20 Apr
Courtyard by Marriott Kingston
View from property

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, (502 reviews)
"It was a great stay and the restaurant was also amazing "
United States
Michael
The price is €163
includes taxes & fees
19 Apr - 20 Apr
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Exterior

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, (1,006 reviews)
"Room was clean but tired. Breakfast was ok. Hotel is tired. Clean and friendly staff "
United States
Tom
The price is €86
includes taxes & fees
28 Apr - 29 Apr
Quality Inn Hyde Park Poughkeepsie North
Free daily continental breakfast

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, (1,000 reviews)
"Loved the hotel, room, staff, and free breakfast!"
United States
marc
The price is €124
includes taxes & fees
10 May - 11 May
Holiday Inn Express & Suites Kingston-Ulster by IHG
In-room safe, desk, laptop workspace, blackout curtains

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
2.5 star property
Kingston
6.2 out of 10, (1,006 reviews)
"Very close to a ton of great dining options."
United States
Matt
The price is €80
includes taxes & fees
21 Apr - 22 Apr
Super 8 by Wyndham Kingston
Reception

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,000 reviews)
"Wonderful accommodations!!"
United States
Roxanne
The price is €128
includes taxes & fees
19 Apr - 20 Apr
Hampton Inn & Suites Newburgh Stewart Airport
Free daily buffet breakfast

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,006 reviews)
"The stay was wonderful "
United States
Amesha
The price is €128
includes taxes & fees
19 Apr - 20 Apr
Hampton Inn & Suites Poughkeepsie
Terrace/patio

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (453 reviews)
"A comfortable clean hotel with really good breakfast. "
United States
Rochelle
The price is €121
includes taxes & fees
5 May - 6 May
Home2 Suites By Hilton Poughkeepsie
Exterior

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,016 reviews)
"Clean and comfortable at a great price"
United States
Chris
The price is €108
includes taxes & fees
21 Apr - 22 Apr
Hyatt Place Poughkeepsie / Hudson Valley
Lobby sitting area

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (703 reviews)
"Rooms was spotless. The hotel restaurant provided great food. The hotel staff were amazing. 5/5 for this hotel "
United States
Alex
The price is €251
includes taxes & fees
23 Apr - 24 Apr
The Thayer Hotel at West Point
Exterior

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.0 out of 10, Very good, (742 reviews)
"Fantastic, clean, location, staff"
United States
Gregory
The price is €99
includes taxes & fees
26 Apr - 27 Apr
Courtyard by Marriott Newburgh Stewart Airport
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Highland attractions

Franny Reese State Park

Traverse historic carriage roads and discover 19th-century mansion ruins at this serene riverside park. Hike through lush forests to reach stunning Hudson River overlooks and panoramic views of the Mid-Hudson Bridge.
See properties

Franklin D Roosevelt Library & Museum

5.0/5 (4 reviews)
The first presidential library in America houses FDR's personal papers and New Deal artefacts. Explore interactive exhibits chronicling the Great Depression and World War II through Roosevelt's leadership.
See properties

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.

See all hotels in Highland
Photo by Allison Alano Flores
Open Photo by Allison Alano Flores

Top Highland Hotel Reviews

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

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

10/10 Excellent
"Always a great stay "
Janice 1-night trip
Posted 1 hour ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

More cheap stays in Highland

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

503 Washington Ave Kingston NY
The price is €104 per night from 15 Apr to 16 Apr
€104
15 Apr - 16 Apr
includes taxes & fees
7.6/10 Good! (1,004 reviews)

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 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 holiday rentals that Highland has to offer?
Private 37 Acre Lake Estate on 164 Acres - 11 BR: This highly rated holiday home rental in Highland is located on the waterfront, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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 Wildflower Farms, Auberge Collection 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 38 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.

Explore a world of travel with Expedia