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Find hotels in Highland, NY from ¥13,872

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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, (947)
"Was a great stay! "
United States
Alane
The price is ¥12,387
¥13,872 total
includes taxes & fees
Jan 13 - Jan 14, 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, (1009)
"The rooms were very clean and comfortable, staff was very nice and welcoming"
United States
Jordan
The price is ¥13,373
¥14,978 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Americas Best Value Inn New Paltz

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
8.8 out of 10, Excellent, (1007)
"Great stay with many breakfast options! "
United States
Sara
The price is ¥14,137
¥16,416 total
includes taxes & fees
Dec 26 - Dec 27
Hampton Inn & Suites Poughkeepsie

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1004)
"Clean room and friendly staff "
United States
Kelly
The price is ¥14,090
¥15,940 total
includes taxes & fees
Dec 22 - Dec 23
Courtyard by Marriott 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, (1001)
"Very nice stay."
United States
Peter
The price is ¥14,802
¥16,744 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

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, (1005)
"Clean, decent breakfast, and overall great for the price "
United States
Erik
The price is ¥11,858
¥13,414 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Quality Inn Hyde Park Poughkeepsie North

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1009)
"very clean and would stay again "
United States
Alvin
The price is ¥15,656
¥18,181 total
includes taxes & fees
Dec 25 - Dec 26
Hyatt Place Poughkeepsie / Hudson Valley

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1004)
"The hotel is quiet and clean and had a very comfortable bed."
United States
Carolyn
The price is ¥17,237
¥19,307 total
includes taxes & fees
Dec 29 - Dec 30
Hampton Inn by Hilton New Paltz

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1007)
"Brayden was great"
United States
Will
The price is ¥14,204
¥16,068 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Garden Inn Fishkill

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill
3.0 star property
Fishkill
9.4 out of 10, Exceptional, (403)
"Excellent stay!"
United States
Margaret
The price is ¥20,575
¥23,275 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Residence Inn by Marriott Fishkill

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (163)
"Great location."
United States
Catherine
The Wiltwyck

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
6.8 out of 10, (18)
"Good place to rest your head for a night "
United States
Dennis J
The price is ¥13,517
¥15,292 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Spark by Hilton Fishkill

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, (439)
"Nice and quaint hotel with beautiful creek behind surrounded by a dorest"
United States
Hiram
The price is ¥15,893
¥17,978 total
includes taxes & fees
Dec 17 - Dec 18
Best Western Plus The Inn & Suites At The Falls

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, (1009)
"Love it, everytime we come this is the place to stay"
United States
William
The price is ¥16,119
¥18,234 total
includes taxes & fees
Dec 22 - Dec 23
Red Roof Inn & Suites Newburgh – Stewart Airport/ 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, (796)
"Good stay"
United States
Fatima
The price is ¥13,400
¥15,158 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express & Suites Montgomery by IHG

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, (1011)
"Always stay here on my way through NY."
United States
Kathleen
The price is ¥13,835
¥15,650 total
includes taxes & fees
Dec 22 - Dec 23
Quality Inn & Suites Fishkill South near I-84

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1002)
" Lean room, quiet location and comfortable bed."
United States
Barbara
The price is ¥17,085
¥19,134 total
includes taxes & fees
Dec 21 - Dec 22
Courtyard by Marriott Kingston

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck
8.4 out of 10, Very Good, (806)
"I’ve stayed at the Beckman Arms many times, in all of the various parts (motel, Delamater House, etc) and have never been disappointed. The location is exceptional, the rooms are cozy and clean, and parking is great. I highly recommend it if you’re staying in the area."
United States
Armand
The price is ¥15,803
¥17,878 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Beekman Arms and Delamater Inn

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (392)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
The price is ¥16,806
¥19,516 total
includes taxes & fees
Dec 22 - Dec 23
Home2 Suites By Hilton Poughkeepsie

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (790)
"Very nice stay"
United States
LOIS
The price is ¥17,671
¥19,792 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Residence Inn 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 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 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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