Photo by Allison Alano Flores

Find hotels in Highland, NY from ₩120,660

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

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, (951 reviews)
"Was a great stay! "
United States
Alane
The price is ₩116,597
₩130,589 total
includes taxes & fees
Feb 1 - Feb 2
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,002 reviews)
"A nice, clean hotel perfect for a quick business/recreational trip"
United States
Sharonda
The price is ₩130,226
₩147,317 total
includes taxes & fees
Jan 26 - Jan 27
Courtyard by Marriott Poughkeepsie

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (167 reviews)
"Great stay! Well decorated and a beautiful building walking distance from shops restos and the beautiful downtown. The host was waiting to greet us even though we were quite late to check in. Would stay again!"
United States
Ema
The Wiltwyck

Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1,002 reviews)
"We stay at this property every time we visit family in the area"
United States
Joshua
The price is ₩166,309
₩193,126 total
includes taxes & fees
Jan 19 - Jan 20
Homewood Suites by Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (400 reviews)
"Rooms were clean, staff was friendly and breakfast was good."
United States
Carole
The price is ₩138,907
₩161,306 total
includes taxes & fees
Jan 25 - Jan 26
Home2 Suites By Hilton Poughkeepsie

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
3.0 star property
Fishkill
8.8 out of 10, Excellent, (1,000 reviews)
"Excelent service and not is expensive"
United States
ALFREDO
The price is ₩160,502
₩181,568 total
includes taxes & fees
Jan 19 - Jan 20
HYATT house Fishkill/Poughkeepsie

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)
"very clean and would stay again "
United States
Alvin
The price is ₩147,370
₩171,133 total
includes taxes & fees
Jan 20 - Jan 21
Hyatt Place Poughkeepsie / Hudson Valley

Hotel Kinsley

Hotel Kinsley
3.5 star property
Stockade District
9.0 out of 10, Wonderful, (337 reviews)
"Would absolutely stay here again - lovey getaway at a great hotel. The room was clean with great attention to detail (we loved the Frette linens). Our room had a fireplace which made the room feel cozy and made for the perfect winter night stay. "
United States
Danielle
The price is ₩321,223
₩418,134 total
includes taxes & fees
Jan 12 - Jan 13
Hotel Kinsley

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1,001 reviews)
"Clean room, nice amenities, great service, amazing staff"
United States
Xavier
The price is ₩140,075
₩162,662 total
includes taxes & fees
Feb 1 - Feb 2
Holiday Inn Express Poughkeepsie by IHG

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, (1,004 reviews)
"Good low-cost hotel with decent continental breakfast."
United States
Nancy
The price is ₩130,226
₩147,318 total
includes taxes & fees
Jan 18 - Jan 19
Quality Inn & Suites Fishkill South near I-84

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, (441 reviews)
"There was zero hot water for showers and you could not sit in the dining area because the area was about 40 degrees. "
United States
Eric
The price is ₩130,970
₩148,160 total
includes taxes & fees
Jan 15 - Jan 16
Best Western Plus The Inn & Suites At The Falls

Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (735 reviews)
"Great Stay!"
United States
Les
The price is ₩153,790
₩173,974 total
includes taxes & fees
Jan 13 - Jan 14
Courtyard by Marriott Fishkill

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, (1,002 reviews)
"Great place to stay a"
United States
Nicole
The price is ₩121,023
₩141,749 total
includes taxes & fees
Jan 16 - Jan 17
DoubleTree by Hilton Poughkeepsie Convention Center

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (975 reviews)
"Place was amazing "
United States
Neydi
The price is ₩154,534
₩178,680 total
includes taxes & fees
Jan 19 - Jan 20
Best Western Fishkill Inn & Suites

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1,000 reviews)
"Yes stay was pleasant "
United States
henry
The price is ₩136,427
₩154,332 total
includes taxes & fees
Jan 18 - Jan 19
Comfort Suites Fishkill near Interstate 84

Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (193 reviews)
"Amazing stay!!! Super hippie vibe and lived every minute of it. "
United States
Heather
The price is ₩188,225
₩210,812 total
includes taxes & fees
Jan 12 - Jan 13
Twin Gables of Woodstock

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (94 reviews)
"Great property, room, location & staff."
United States
Joseph
The price is ₩216,678
₩242,679 total
includes taxes & fees
Jan 12 - Jan 13
The Herwood Inn

Minnewaska Lodge

Minnewaska Lodge
3.0 star property
Gardiner
9.0 out of 10, Wonderful, (533 reviews)
"Superb lodge resort situated in a State Park near New Paltz. Great staff, beautiful rooms, amazing vreakfast"
United States
Allan
Minnewaska Lodge

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.8 out of 10, Good, (507 reviews)
"Good place to stay for the price point."
United States
Dolcina
The price is ₩135,187
₩156,986 total
includes taxes & fees
Jan 18 - Jan 19
Quality Inn Poughkeepsie

SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1,000 reviews)
"Excellent stay , felt at home during the holiday, sparkled room, excellent breakfast and amazing warm and welcoming staff "
United States
Esther
The price is ₩195,521
₩221,187 total
includes taxes & fees
Feb 10 - Feb 11
SpringHill Suites by Marriott Fishkill
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.
Save an average of 15% on thousands of hotels when you're signed in

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 Residence Inn by Marriott Kingston and Hampton Inn by Hilton New Paltz. 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 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?
Hampton Inn by Hilton New Paltz: Features buffet, an indoor pool, and complimentary wired internet access. Hampton Inn & Suites Poughkeepsie and Hyatt Place Poughkeepsie / Hudson Valley 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 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.