Photo by Allison Alano Flores

Find hotels in Highland, NY from ฿2,821

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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, (949)
Located within 15 minutes of Vassar College and the Culinary Institute of America, this Highland hotel offers free continental breakfast daily and convenient self-parking. Guests praise the helpful staff and clean accommodation. Berean Park Beach is nearby.

"Was a great stay! "
United States
Alane
The price is ฿2,519
฿2,821 total
includes taxes & fees
8 Jan - 9 Jan
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Harvest Inn

Harvest Inn
2.5 star property
Pine Bush
9.4 out of 10, Exceptional, (560)
Surrounded by attractions like Brimstone Hill Winery, this welcoming hotel offers a seasonal outdoor pool and on-site café. Guests enjoy free WiFi, parking, and breakfast in clean, comfortable rooms served by attentive staff.

"Staff was friendly and accommodating. The place was very clean."
United States
Shirley
Harvest Inn

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
Set in Chester with an inviting outdoor pool, this B&B offers free breakfast and parking. Explore nearby hiking trails or take a short drive to LEGOLAND® New York and Woodbury Common Premium Outlets. The garden and terrace create a peaceful countryside retreat.

"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is ฿6,778
฿7,667 total
includes taxes & fees
6 Jan - 7 Jan
The Dominion House Bed & Breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.2 out of 10, Good, (20)
"Good place to rest your head for a night "
United States
Dennis J
The price is ฿2,818
฿3,258 total
includes taxes & fees
11 Jan - 12 Jan
Spark by Hilton Fishkill

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, (1004)
Conveniently located near a train station, this Fishkill hotel offers complimentary continental breakfast, WiFi, and parking. Work out in the fitness centre before exploring nearby Fishkill Golf Course and Fishkill Ridge. Guests praise the clean rooms and helpful staff.

"Good low-cost hotel with decent continental breakfast."
United States
Nancy
The price is ฿2,814
฿3,183 total
includes taxes & fees
10 Jan - 11 Jan
Quality Inn & Suites Fishkill South near I-84

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1006)
Situated near a train station, this hotel offers a refreshing indoor pool and fitness centre for active travellers. Enjoy free breakfast, WiFi, and parking while exploring nearby Samuel Dorsky Museum of Art. The helpful staff ensures a pleasant business-friendly experience.

"Room was clean and staff was very friendly. "
United States
Maureen
The price is ฿3,852
฿4,314 total
includes taxes & fees
10 Jan - 11 Jan
Hampton Inn by Hilton New Paltz

Hotel Dylan

Hotel Dylan
2.0 star property
Woodstock
9.4 out of 10, Exceptional, (41)
Relax at this golf-adjacent motel in Woodstock where a seasonal outdoor pool awaits. Sip drinks at the bar or enjoy treats from the coffee shop. With free WiFi and parking, you're perfectly positioned to explore the Ashokan Rail Trail nearby.

"darryl, the proprietor to is great. The hotel is spotless. Had a wonderful stay there."
United States
Jacquelin
The price is ฿5,155
฿5,774 total
includes taxes & fees
5 Jan - 6 Jan
Hotel Dylan

Hasbrouck House

Hasbrouck House
4.0 star property
Stone Ridge
9.0 out of 10, Wonderful, (51)
Charming retreat with a seasonal outdoor pool, bar, and restaurant. Relax with deep-tissue massages or unwind in the sauna after exploring nearby Tongore Park Beach. Free WiFi and parking make this countryside gem even more inviting.

"Cute place, staff very helpful"
United States
Rhonda
Hasbrouck House

Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.6 out of 10, Exceptional, (49)
Escape to this Accord B&B where you'll enjoy a rejuvenating sauna, garden views, and on-site dining at Farmhouse Tavern. Free WiFi and parking complement your stay near Minnewaska State Park and unique local attractions.

"The cabins are wonderfully appointed and the inn is very comfortable. "
United States
Amy
The price is ฿7,440
฿9,921 total
includes taxes & fees
5 Jan - 6 Jan
Stonehill's Farmhouse

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, (804)
Located near the train station, this welcoming hotel offers a 24-hour health club and coffee shop. Just minutes from City Winery Hudson Valley and Orange County Farmers Museum, guests appreciate the helpful staff, clean rooms, and free parking.

"Clean quiet and nice reception "
United States
Nick
The price is ฿2,585
฿2,924 total
includes taxes & fees
11 Jan - 12 Jan
Holiday Inn Express & Suites Montgomery by IHG

Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast
3.0 star property
New Paltz
9.4 out of 10, Exceptional, (79)
Tucked away in New Paltz, this inviting guesthouse offers rejuvenating spa treatments and complimentary perks including breakfast, WiFi, and parking. Explore nearby New Paltz Golf Course and Historic Huguenot Street during your serene getaway.

"Excellent all around."
United States
William
Moondance Ridge Bed & Breakfast

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (145)
This Montgomery Victorian B&B offers a tranquil garden and terrace, with luxury facial treatments available. Located near City Winery Hudson Valley, the inn provides free breakfast, WiFi, and parking for a comfortable getaway.

"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
Borland House Inn

The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay
2.0 star property
Pleasant Valley
9.6 out of 10, Exceptional, (12)
Convenience defines this Pleasant Valley motel with free WiFi and parking, just 15 minutes from Vassar College. Nearby attractions include James Baird State Park and Innisfree Garden, plus helpful laundry facilities for extended stays.

"Basic but a great stay. "
United States
Giles
The Lagrange Inn & Extended Stay

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
3.0 star property
Fishkill
8.8 out of 10, Excellent, (1002)
Experience comfort in Fishkill with this hotel's spacious rooms featuring refrigerators and microwaves. Enjoy the indoor pool, hot tub, 24-hour fitness centre, and complimentary breakfast. Near Van Wyck Homestead Museum and Fishkill Golf Course.

"Centrally located to all Bethel locationswith many dining options nearby. Always felt safe and breakfast was delicious."
United States
Mireyma
The price is ฿3,468
฿3,923 total
includes taxes & fees
11 Jan - 12 Jan
HYATT house Fishkill/Poughkeepsie

Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (735)
Escape to a tranquil hotel with an indoor pool and fitness centre, just minutes from Van Wyck Homestead Museum. The Bistro serves tasty meals while helpful staff ensure a comfortable stay near Fishkill Golf Course.

"Great Stay!"
United States
Les
The price is ฿3,457
฿3,910 total
includes taxes & fees
7 Jan - 8 Jan
Courtyard by Marriott Fishkill

Newburgh Inn

Newburgh Inn
2.0 star property
Newburgh
5.4 out of 10, (115)
Discover comfort at this Newburgh hotel near Hamilton Fish Bridge and Resorts World Hudson Valley. Enjoy complimentary WiFi and parking, plus convenient conference facilities. Just 4 minutes from Stewart International Airport.

"Room was clean outside was a bit creepy staff was very nice and friendly and room was well kept ."
United States
tarya
The price is ฿3,036
฿3,772 total
includes taxes & fees
14 Jan - 15 Jan
Newburgh Inn

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (94)
This charming guesthouse offers a hot tub and complimentary bicycles, perfect for exploring nearby hiking trails. Close to The Comeau Property and Woodstock Public Library, guests enjoy free WiFi, parking, and a peaceful garden terrace in this beautiful mountain setting.

"Great property, room, location & staff."
United States
Joseph
The price is ฿4,551
฿5,097 total
includes taxes & fees
5 Jan - 6 Jan
The Herwood Inn

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1005)
Free breakfast and parking make this motel ideal for New Paltz visitors. Hike or bike on nearby trails, work out in the fitness centre, and enjoy free WiFi. Close to Samuel Dorsky Museum of Art, with staff that guests consistently praise for their helpfulness.

"Staff was friendly and room is clean "
United States
Heather
The price is ฿2,720
฿3,046 total
includes taxes & fees
11 Jan - 12 Jan
Americas Best Value Inn New Paltz

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (971)
This peaceful Fishkill hotel offers a seasonal outdoor pool, fitness centre, and convenient snack bar. Clean rooms include refrigerators and microwaves. Enjoy free breakfast, WiFi, and parking. The helpful staff ensures a comfortable stay near local attractions and golf course.

"Place was amazing "
United States
Neydi
The price is ฿3,339
฿3,860 total
includes taxes & fees
9 Jan - 10 Jan
Best Western Fishkill Inn & Suites

Cold Spring Hotel

Cold Spring Hotel
3.0 star property
Cold Spring
8.6 out of 10, Excellent, (155)
Charming hotel near Putnam History Museum and West Point Foundry Preserve. Enjoy complimentary WiFi while exploring this historic area. A snack bar keeps you fuelled between adventures, and the attentive staff ensures a memorable stay.

"The owner is so warm and kind. The room was clean. Great place to stay for the weekend! "
United States
Wydayessi
Cold Spring Hotel
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

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 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 Hampton Inn & Suites Poughkeepsie and Hyatt Place Poughkeepsie / Hudson Valley. 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?
Hampton Inn & Suites Poughkeepsie: Provides a snack bar/deli, an indoor pool and buffet. Hyatt Place Poughkeepsie / Hudson Valley and Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 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 39 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 Franklin D Roosevelt Library & Museum and Franny Reese State Park. 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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