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Find hotels in Highland, NY from ļæ„13,553

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Nov 13 - Nov 15
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Nov 20 - Nov 22

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Our top choices for Highland hotels

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

1. SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
8.2 out of 10, Very good, (1,009 reviews)
"Great location, plenty of parking, clean and modern room, friendly desk staff, good price"
United States
Andrew
The price is ļæ„12,627
ļæ„14,142 total
includes taxes & fees
Nov 16 - Nov 17
SureStay Plus Hotel by Best Western Highland Poughkeepsie
A modern gym with treadmills, elliptical machines, and weightlifting equipment.

2. DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very good, (1,006 reviews)
"Good hotel"
United States
Barbara
The price is ļæ„17,414
ļæ„20,396 total
includes taxes & fees
Nov 27 - Nov 28
DoubleTree by Hilton Poughkeepsie Convention Center
A hotel entrance with a brick facade, a glass door entrance, and a paved walkway.

3. Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1,009 reviews)
"Excellent placeā€”nice room and fine breakfast"
United States
Norman
The price is ļæ„15,327
ļæ„17,798 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Poughkeepsie by IHG
A multi-story hotel with a central entrance, stone pillars, and a brick facade.

4. 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, (631 reviews)
"Staff was friendly and accommodating"
United States
Stephanie
The price is ļæ„26,704
ļæ„30,208 total
includes taxes & fees
Nov 23 - Nov 24
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
A modern hotel lobby with wooden flooring, yellow chairs, a long dining table, and pendant lighting.

5. Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,017 reviews)
"The room was very clean and the staff was very accommodating. The continental breakfast was great with enough options for everyone."
United States
Connie
The price is ļæ„16,714
ļæ„19,409 total
includes taxes & fees
Nov 18 - Nov 19
Hampton Inn & Suites Poughkeepsie
A hotel reception area with a reception desk, a waiting area with sofas, and a glass door entrance.

6. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.6 out of 10, Good, (624 reviews)
"We only stayed one night , but room was clean and staff pleasant. In the morning we walked about 7 minutes to a nice coffee shop. Location is good . Would stay again."
United States
stacey
The price is ļæ„14,640
ļæ„17,001 total
includes taxes & fees
Dec 7 - Dec 8
Quality Inn Poughkeepsie
An outdoor seating area with stone walls, a fire feature, and yellow chairs.

7. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (538 reviews)
"Staff was friendly and super helpful."
United States
Orlando
The price is ļæ„15,464
ļæ„17,958 total
includes taxes & fees
Dec 2 - Dec 3
Home2 Suites By Hilton Poughkeepsie
A building entrance with a covered porch, stone pillars, and a mailbox.

8. 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, (1,009 reviews)
"fair price for a comfortable, clean, quiet stay."
United States
Frederick
The price is ļæ„11,980
ļæ„13,553 total
includes taxes & fees
Dec 8 - Dec 9
Quality Inn Hyde Park Poughkeepsie North
A courtyard with a fire pit, outdoor seating, and a covered area with string lights.

9. Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (1,004 reviews)
"It was a great stay."
United States
hyegyun
The price is ļæ„18,064
ļæ„20,978 total
includes taxes & fees
Dec 6 - Dec 7
Homewood Suites by Hilton Poughkeepsie
A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.

10. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,161 reviews)
"wonderful stay, exactly what we needed"
United States
James
The price is ļæ„14,818
ļæ„17,207 total
includes taxes & fees
Nov 29 - Nov 30
Hyatt Place Poughkeepsie / Hudson Valley
A Courtyard by Marriott hotel with a modern design, large windows, and a well-maintained lawn.

11. Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,004 reviews)
"Clean and comfortable room. Friendly staff with convenient cafe and water dispenser. Easy access to Poughkeepsie attractions."
United States
Cynthia
The price is ļæ„17,326
ļæ„19,599 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard by Marriott Poughkeepsie
A dining area with round tables and chairs, a large window with curtains, a flat-screen TV, and a potted plant.

12. Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,052 reviews)
"Our stay was very nice."
United States
Michelle
The price is ļæ„14,975
ļæ„16,772 total
includes taxes & fees
Nov 19 - Nov 20
Americas Best Value Inn New Paltz
A modern lobby with a blue sofa, marble coffee table, and a reception desk with a blackboard.

13. The Heartwood

The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (356 reviews)
"Beautiful hotel very centrally located."
United States
Frida Nohemi
The price is ļæ„25,040
ļæ„29,078 total
includes taxes & fees
Dec 2 - Dec 3
The Heartwood
A spacious living area with a stone fireplace, comfortable seating, a kitchen with bar seating, and large windows.

14. Residence Inn by Marriott Poughkeepsie

Residence Inn by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (689 reviews)
"Breakfast!!!!! Staff was wonderful felt like home ! Excellent stay!!"
United States
Amanda
The price is ļæ„19,810
ļæ„23,004 total
includes taxes & fees
Dec 3 - Dec 4
Residence Inn by Marriott Poughkeepsie
A lobby with a stone fireplace, patterned armchairs, and a large rug.

15. Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,009 reviews)
"The staff were remarkably kind, the room was beautiful and the breakfast was outstanding. When in the area again, we will be staying."
United States
Jennifer
The price is ļæ„20,601
ļæ„23,073 total
includes taxes & fees
Nov 19 - Nov 20
Hampton Inn by Hilton New Paltz
A modern interior with a seating area, a dining table, and large windows offering a view of the parking lot.

16. Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG
3.0 star property
Poughkeepsie
8.0 out of 10, Very good, (907 reviews)
"Great staff and clean rooms"
United States
daniel
The price is ļæ„15,690
ļæ„18,220 total
includes taxes & fees
Dec 11 - Dec 12
Holiday Inn Poughkeepsie by IHG
A covered outdoor seating area with brick flooring and metal railings, overlooking a river.

17. 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, (557 reviews)
"Nice staff"
United States
Kaitlin
The price is ļæ„20,383
ļæ„23,058 total
includes taxes & fees
Nov 11 - Nov 12
Best Western Plus The Inn & Suites At The Falls
A hotel room with a green sofa, a small table, a bed with a headboard, a desk with a lamp, and a framed picture on the wall.

18. 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, (1,005 reviews)
"Great hotel for the price."
United States
Laura
The price is ļæ„16,545
ļæ„19,131 total
includes taxes & fees
Nov 29 - Nov 30
Quality Inn & Suites Fishkill South near I-84
A house with a covered porch, a brick exterior, and a pathway leading to the entrance.

19. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (363 reviews)
"The keepers were extraordinarily friendly and helpful. The breakfast was outstanding and freshly made with local ingredients."
United States
Lisa
The price is ļæ„38,159
ļæ„43,169 total
includes taxes & fees
Nov 11 - Nov 12
Journey Inn Bed & Breakfast
A hotel room with a large bed, two bedside tables with lamps, a headboard with a mirror, a window with curtains, and an air conditioning unit.

20. Roosevelt Inn of Hyde Park

Roosevelt Inn of Hyde Park
2.5 star property
Hyde Park
9.4 out of 10, Exceptional, (570 reviews)
"Great place to stay!"
United States
Lewis
The price is ļæ„17,634
ļæ„19,949 total
includes taxes & fees
Nov 23 - Nov 24
Roosevelt Inn of Hyde Park
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

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

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
A suspension bridge over a river with hills in the background.
Photo by Allison Alano Flores
Open Photo by Allison Alano Flores

Top Highland Hotel Reviews

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

10/10 Excellent
"Vey good"
Kimberly 1-night trip
Posted 1 hour ago
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

More cheap stays in Highland

Studio 6 Extended Stay Fishkill Westage CenterĀ NY

Studio 6 Extended Stay Fishkill Westage CenterĀ NY

55 W Merritt Blvd Fishkill NY
The price is ļæ„12,086 per night from Nov 17 to Nov 18
ļæ„12,086
ļæ„13,974 total
Nov 17 - Nov 18
includes taxes & fees
5.8/10 (1,013 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 Beekman Arms and Delamater Inn. 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 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. 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: Hotel, 7-minute walk from Vassar College. Offers daily, an indoor pool, and free self parking. 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 49 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 Apple Greens Golf Course. 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 69Ā°F, while the coldest months are January and February with an average of 31Ā°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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