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Check prices for these dates

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun

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Our top choices for Highland hotels

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

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, (1,001 reviews)
"Staff were very pleasant, breakfast was good, safe parking and very clean room."
United States
Leonor
The price is ฿3,012
฿3,373 total
includes taxes & fees
22 Jun - 23 Jun
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, (1,000 reviews)
"Have stayed here multiple times over the last several years. Always a great stay."
United States
Michael
The price is ฿3,412
฿3,821 total
includes taxes & fees
17 Jun - 18 Jun
Americas Best Value Inn New Paltz
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, (470 reviews)
"Very happy with our stay. Place was clean surrounding area was good (love the sound of rushing water outside the hotel courtesy of the falls!), and it's rare to find a place that includes bacon and eggs as part of its complimentary breakfast."
United States
Brian
The price is ฿3,404
฿3,851 total
includes taxes & fees
16 Jun - 17 Jun
Best Western Plus The Inn & Suites At The Falls
Exterior

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,001 reviews)
"Great place to stay."
United States
sharon
The price is ฿3,288
฿3,818 total
includes taxes & fees
7 Jun - 8 Jun
Hyatt Place Poughkeepsie / Hudson Valley
Front of property

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
10.0 out of 10, Exceptional, (1 review)
"Loved this house and the quiet respite in the woods. It is a bit far from the village, but so lovely. Spacious suites are comfortable and bathroom is beautiful. The bed was wonderful. The staff was kind and gracious. Will visit again!"
United States
Andrea
The price is ฿7,735
฿8,750 total
includes taxes & fees
1 Jun - 2 Jun
The Harlow House
Front of property

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (192 reviews)
"Enjoyed my stay. Nice hosts and conveniently located to central Kingston"
United States
William
The price is ฿2,750
฿4,900 total
includes taxes & fees
31 May - 1 Jun
The Wiltwyck
Free daily continental breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
8.2 out of 10, Very good, (111 reviews)
"Easy check in, comfortable bed, minimal breakfast but enough to get us going."
United States
William
The price is ฿3,012
฿3,482 total
includes taxes & fees
21 Jun - 22 Jun
Spark by Hilton Fishkill
Suite, 1 King Bed, Non Smoking | Desk, iron/ironing board, free cots/infant beds, rollaway beds

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, (1,003 reviews)
"Clean, comfortable, safe, nice breakfast"
United States
Brett
The price is ฿3,315
฿3,833 total
includes taxes & fees
22 Jun - 23 Jun
Quality Inn & Suites Fishkill South near I-84
Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (270 reviews)
"Very affordable motel. Extremely clean, pleasant staff. Best kept secret on Rt. 9 in Phillipstown!!"
United States
James
The price is ฿3,088
฿3,347 total
includes taxes & fees
31 May - 1 Jun
Countryside Motel
Breakfast, lunch, dinner and brunch served

Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.2 out of 10, Wonderful, (55 reviews)
"Really lovely place, we stayed in the deluxe cabin "
United States
etgar
The price is ฿3,315
฿5,351 total
includes taxes & fees
31 May - 1 Jun
Stonehill's Farmhouse
Aerial view

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (701 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
The price is ฿3,575
฿4,402 total
includes taxes & fees
1 Jun - 2 Jun
West Point 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, (1,000 reviews)
"Always a great stay "
United States
Janice
The price is ฿3,188
฿3,607 total
includes taxes & fees
17 Jun - 18 Jun
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Free daily buffet breakfast

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,003 reviews)
"Great location "
United States
Carla
The price is ฿3,564
฿4,139 total
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn & Suites Poughkeepsie
Reception

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,001 reviews)
"Good location for our visit to West Point. Good size rooms with a nice breakfast"
United States
Margaret
The price is ฿4,124
฿4,871 total
includes taxes & fees
21 Jun - 22 Jun
Hampton Inn & Suites Newburgh Stewart Airport
Bar (on property)

Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG
3.0 star property
Poughkeepsie
7.8 out of 10, Good, (840 reviews)
"This was a great stay and will stay again."
United States
James
The price is ฿3,153
฿3,661 total
includes taxes & fees
7 Jun - 8 Jun
Holiday Inn Poughkeepsie 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, (1,000 reviews)
"Room was very clean and comfortable."
United States
Jose
The price is ฿2,818
฿3,156 total
includes taxes & fees
14 Jun - 15 Jun
Super 8 by Wyndham Kingston
Exterior

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (310 reviews)
"great stay !"
United States
reagan
The price is ฿2,763
฿3,264 total
includes taxes & fees
31 May - 1 Jun
Cadet Motel
Books, music library, stereo

Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (210 reviews)
"Delicious breakfast and most enjoyable stay!"
United States
Coleen
The price is ฿5,493
฿6,592 total
includes taxes & fees
14 Jun - 15 Jun
Twin Gables of Woodstock
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, (528 reviews)
"Great location nice hotel"
United States
Payam
The price is ฿6,143
฿6,950 total
includes taxes & fees
30 Jun - 1 Jul
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Fitness facility

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.6 out of 10, Excellent, (1,005 reviews)
"Great service and the facility was 100% great"
United States
ramon
The price is ฿3,676
฿4,306 total
includes taxes & fees
14 Jun - 15 Jun
DoubleTree by Hilton Poughkeepsie Convention Center
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
Photo by Allison Alano Flores
Open Photo by Allison Alano Flores

Top Highland Hotel Reviews

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

10/10 Excellent
"Nice room in one the smaller buildings on the hotels small campus. Good free breakfast. Main part of hotel is America's oldest Inn and interesting."
chris 2-night trip
Posted 9 hours ago
Beekman Arms and Delamater Inn

More cheap stays in Highland

Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

25 Merritt Blvd Fishkill NY
The price is ฿2,486 per night from 30 Jun to 1 Jul
฿2,486
฿2,875 total
30 Jun - 1 Jul
includes taxes & fees
6.6/10 (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 Studio 6 Extended Stay Fishkill Route 9 NY. See all available top hotels, or 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?
Hyatt Place Poughkeepsie / Hudson Valley: Features a snack bar/deli, an indoor pool and free self parking. Wildflower Farms, Auberge Collection and Hampton Inn & Suites Poughkeepsie 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 36 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 Franny Reese State Park and Franklin D Roosevelt Library & Museum. 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.

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