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Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

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Our top choices for Highland hotels

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed) | Desk, laptop workspace, blackout drapes, soundproofing

1. SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
8.0 out of 10, Very Good, (1,000 reviews)
"Decent hotel, good location"
United States
Michael
The price is ļæ„14,046
ļæ„15,732 total
includes taxes & fees
Aug 30 - Aug 31
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Fitness facility

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, (1,003 reviews)
"A wonderful place to stay."
United States
James
The price is ļæ„19,231
ļæ„22,524 total
includes taxes & fees
Aug 26 - Aug 27
DoubleTree by Hilton Poughkeepsie Convention Center
Exterior

3. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,005 reviews)
"Easy, nice place to stay"
United States
Charlie
The price is ļæ„16,858
ļæ„19,577 total
includes taxes & fees
Aug 9 - Aug 10
Hyatt Place Poughkeepsie / Hudson Valley
Terrace/patio

4. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (495 reviews)
"Great stay! Clean, comfortable, and the staff were very friendly. Would definitely stay again."
Canada
Genevieve Xyra
The price is ļæ„22,028
ļæ„25,580 total
includes taxes & fees
Aug 19 - Aug 20
Home2 Suites By Hilton Poughkeepsie
Free daily buffet breakfast

5. Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,002 reviews)
"Great stay."
United States
Quincy
The price is ļæ„17,940
ļæ„20,833 total
includes taxes & fees
Aug 26 - Aug 27
Hampton Inn & Suites Poughkeepsie
Exterior

6. Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,007 reviews)
"Overall great place to stay for a reasonable price. Breakfast is well done also"
United States
Kenice
The price is ļæ„14,874
ļæ„17,273 total
includes taxes & fees
Aug 11 - Aug 12
Holiday Inn Express Poughkeepsie by IHG
Restaurant

7. Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay"
United States
Michael
The price is ļæ„18,395
ļæ„20,600 total
includes taxes & fees
Aug 23 - Aug 24
Americas Best Value Inn New Paltz
Terrace/patio

8. Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1,002 reviews)
"Amenities were great, room was clean, modern and spacious. Great stay"
United States
Audie
The price is ļæ„23,436
ļæ„27,215 total
includes taxes & fees
Aug 17 - Aug 18
Homewood Suites by Hilton Poughkeepsie
View from property

9. 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, (563 reviews)
"Nice stay."
United States
Anastasia
The price is ļæ„26,286
ļæ„29,736 total
includes taxes & fees
Aug 31 - Sep 1
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Reception

10. Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,006 reviews)
"Clean room, nice pool, great and easy breakfast options."
United States
Michael
The price is ļæ„22,242
ļæ„24,912 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn by Hilton New Paltz
Exterior

11. Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,000 reviews)
"Decent space"
United States
Valerie
The price is ļæ„17,314
ļæ„19,586 total
includes taxes & fees
Aug 31 - Sep 1
Courtyard by Marriott Poughkeepsie
Breakfast, lunch and dinner served

12. The Heartwood

The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (302 reviews)
"Beautiful property with friendly and helpful staff. Would definitely stay here again!"
United States
Nathaniel
The price is ļæ„28,175
ļæ„32,718 total
includes taxes & fees
Aug 2 - Aug 3
The Heartwood
Terrace/patio

13. 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, (500 reviews)
"Being in a Historical hotel and the up keep good"
United States
Alfred
The price is ļæ„17,157
ļæ„19,410 total
includes taxes & fees
Aug 2 - Aug 3
Best Western Plus The Inn & Suites At The Falls
Exterior

14. 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, (1,000 reviews)
"One of the best affordable hotels I've stayed in. Location was great. Breakfast was good. I will definitely stay there again when I'm in the area."
United States
Susan
The price is ļæ„16,008
ļæ„18,110 total
includes taxes & fees
Aug 31 - Sep 1
Quality Inn Hyde Park Poughkeepsie North
Premium Room, 1 King Bed (Upgraded Bedding & Snack, Smoke Free) | Desk, laptop workspace, blackout drapes, iron/ironing board

15. Red Roof Inn PLUS+ Poughkeepsie

Red Roof Inn PLUS+ Poughkeepsie
2.5 star property
Crown Heights
6.6 out of 10, (1,000 reviews)
"Staff"
United States
Will
The price is ļæ„20,303
ļæ„23,579 total
includes taxes & fees
Aug 2 - Aug 3
Red Roof Inn PLUS+ Poughkeepsie
Lobby

16. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.6 out of 10, Good, (552 reviews)
"I like the most, friendly staff, well clean. Good job."
United States
Juan Carlos
The price is ļæ„15,252
ļæ„17,713 total
includes taxes & fees
Aug 26 - Aug 27
Quality Inn Poughkeepsie
Bar (on property)

17. Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG
3.0 star property
Poughkeepsie
7.8 out of 10, Good, (864 reviews)
"This was a great stay and will stay again."
United States
James
The price is ļæ„16,842
ļæ„19,558 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Poughkeepsie by IHG
Lobby

18. Residence Inn by Marriott Poughkeepsie

Residence Inn by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (673 reviews)
"The breakfast buffets were very good. Loved the coffee!"
United States
Janice
The price is ļæ„22,508
ļæ„26,136 total
includes taxes & fees
Aug 30 - Aug 31
Residence Inn by Marriott Poughkeepsie
BBQ/picnic area

19. SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1,001 reviews)
"Great stay with large family"
United States
Julio
The price is ļæ„26,601
ļæ„30,758 total
includes taxes & fees
Aug 30 - Aug 31
SpringHill Suites by Marriott Fishkill
Indoor pool

20. Red Roof Inn & Suites Newburgh ā€“ Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh ā€“ Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,000 reviews)
"Great stay"
United States
Guilande
The price is ļæ„14,023
ļæ„16,564 total
includes taxes & fees
Aug 23 - Aug 24
Red Roof Inn & Suites Newburgh ā€“ Stewart Airport/ West Point
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

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"Biscuit chaud Ć  l'arrivĆ©e, accueil sympathique, endroits trĆØs propre, lit confortable"
Vincent 1-night trip
Posted 5 hours ago
DoubleTree by Hilton Poughkeepsie Convention Center

More cheap stays in Highland

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY
The price is ļæ„11,333 per night from Aug 4 to Aug 5
ļæ„11,333
ļæ„13,387 total
Aug 4 - Aug 5
includes taxes & fees
4.8/10 (1,003 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 Hyatt Place Poughkeepsie / Hudson Valley 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?
The Studio at the Inn at High Falls: This vacation home rental outside of Highland is located in a rural location and offers a garden, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker. 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?
Hyatt Place Poughkeepsie / Hudson Valley: Offers a snack bar/deli, an indoor pool, and free self parking. Wildflower Farms, Auberge Collection and Quality Inn Poughkeepsie 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 39 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 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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