Photo by Allison Alano Flores

Find hotels in Highland, NY from ￥13,943

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Dec 10 - Dec 11
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Dec 11 - Dec 12
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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Our top choices for Highland hotels

Reception
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, (944)
"Was a great stay! "
United States
Alane
The price is ￥12,449
￥13,943 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Room, 2 Queen Beds, Accessible, Non Smoking | Premium bedding, pillowtop beds, in-room safe, desk
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 star property
Crown Heights
8.8 out of 10, Excellent, (1000)
"Clean room, decent breakfast, friendly staff "
United States
Irina
The price is ￥13,086
￥15,196 total
includes taxes & fees
Dec 20 - Dec 21
Hampton Inn & Suites Poughkeepsie
Indoor pool
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1000)
"The hotel is quiet and clean and had a very comfortable bed."
United States
Carolyn
The price is ￥17,324
￥19,403 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn by Hilton New Paltz
Restaurant
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, (429)
"Beautiful Inn with a spacious and lovely room."
United States
Stacy
The price is ￥25,082
￥28,374 total
includes taxes & fees
Dec 21 - Dec 22
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Lobby
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1005)
"Brayden was great"
United States
Will
The price is ￥14,275
￥16,148 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Fishkill
Pillowtop beds, desk, blackout drapes, iron/ironing board
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1005)
"Great place for a stay on the way! "
Canada
Linh
The price is ￥13,440
￥15,054 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Americas Best Value Inn New Paltz
Exterior
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1007)
"Lovely property, wonderful staff will definitely return back."
United States
Dennis
The price is ￥15,758
￥18,299 total
includes taxes & fees
Dec 15 - Dec 16
Hyatt Place Poughkeepsie / Hudson Valley
Front of property - evening/night
Minnewaska Lodge

Minnewaska Lodge

3.0 star property
Gardiner
9.0 out of 10, Wonderful, (524)
"Great peaceful stay. Can’t wait to go back :)"
United States
Makeda
The price is ￥19,468
￥23,986 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Minnewaska Lodge
View from property
Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (733)
"Great Stay!"
United States
Les
The price is ￥17,082
￥19,325 total
includes taxes & fees
Dec 12 - Dec 13
Courtyard by Marriott Fishkill
Exterior Standard Room, 2 Double Beds, Non Smoking, Annex Building | In-room safe, desk, iron/ironing board, cribs/infant beds
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 star property
Arlington
7.8 out of 10, Good, (497)
"Room was clean. Staff was kind. Good complimentary breakfast"
United States
Amanda
The price is ￥14,434
￥16,762 total
includes taxes & fees
Dec 16 - Dec 17
Quality Inn Poughkeepsie
Exterior
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1002)
"Clean room and friendly staff "
United States
Kelly
The price is ￥13,039
￥14,751 total
includes taxes & fees
Dec 25 - Dec 26
Courtyard by Marriott Poughkeepsie
View from property
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3.0 star property
Kingston
8.8 out of 10, Excellent, (789)
"Very nice stay"
United States
LOIS
The price is ￥17,760
￥19,890 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Residence Inn by Marriott Kingston
View from property
Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue

3.5 star property
Kingston
8.8 out of 10, Excellent, (95)
"The staff was lovely, our cabin was clean and surpassed our expectation. Only issue the restaurant was not available, but fortunately the bartender was extremely kind and made us a drink before she closed down! "
United States
Karyn
Hutton Brickyards Riverfront Hotel + Venue
Front of property
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3.0 star property
Kingston
8.8 out of 10, Excellent, (1000)
"Great stay!!"
United States
Anita
The price is ￥17,082
￥19,131 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard by Marriott Kingston
Free daily continental breakfast
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

2.5 star property
Fishkill
8.8 out of 10, Excellent, (1001)
"Great staff, friendly, very clean room!"
United States
Amanda
The price is ￥13,904
￥15,729 total
includes taxes & fees
Dec 16 - Dec 17
Quality Inn & Suites Fishkill South near I-84
Property entrance
The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn

3.0 star property
Rhinebeck
9.2 out of 10, Wonderful, (114)
"Large clean room. Comfy beds. Great location. Lovely stay!!"
United States
Steven
The Gables of Rhinebeck Inn
Exterior
Inness

Inness

5.0 star property
Accord
9.2 out of 10, Wonderful, (90)
"Amazing experience "
United States
Fernando
The price is ￥77,470
￥93,824 total
includes taxes & fees
Dec 23 - Dec 24
Inness
Exterior
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1000)
"Great breakfast, very nice staff, clean room."
United States
Lisa
The price is ￥15,735
￥18,273 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Holiday Inn Express Poughkeepsie by IHG
Buffet
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, (1001)
"I had a very nice stay"
United States
Mischelle
The price is ￥14,800
￥16,742 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Terrace/patio
Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (390)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
The price is ￥16,891
￥19,614 total
includes taxes & fees
Dec 16 - Dec 17
Home2 Suites By Hilton Poughkeepsie
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

Franny Reese State Park

You can take time to visit Franny Reese State Park during your travels to Highland. Stroll along the riverfront or discover the mountain views in this family-friendly area.
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Franklin D Roosevelt Library & Museum

You can study the exhibits at Franklin D Roosevelt Library & Museum, a museum with a story of its own, during your travels to Highland. While you're in the area, stroll along the riverfront.
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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
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

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"Buisness friendly, breakfast, gym room, quiet, good customer service "
Luna 1-night trip
Posted 21 hours ago
Courtyard by Marriott Poughkeepsie

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 ￥15,202 per night from Dec 18 to Dec 19
￥15,202
￥17,026 total
Dec 18 - Dec 19
includes taxes & fees
7.4/10 Good! (1,000 reviews)

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 Quality Inn Poughkeepsie 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?
Our home is perfect for relaxing and having lots of fun, with near by activity's: This highly rated vacation home rental in Highland offers a fireplace, a patio, and a barbecue grill 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 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 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?
Quality Inn Poughkeepsie: Offers daily, an indoor pool, and free self parking. Hampton Inn & Suites Poughkeepsie and Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 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 41 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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