Search Highland hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
20 Jan - 21 Jan
Tomorrow
21 Jan - 22 Jan
This weekend
23 Jan - 25 Jan
Next weekend
30 Jan - 1 Feb

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Highland hotels

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed)

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, (957 reviews)
"Was a great stay! "
United States
Alane
The price is AU$126
includes taxes & fees
1 Feb - 2 Feb
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Free daily continental breakfast

Harvest Inn

Harvest Inn
2.5 star property
Pine Bush
9.4 out of 10, Exceptional, (560 reviews)
"Staff was friendly and accommodating. The place was very clean."
United States
Shirley
Harvest Inn
Exterior

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"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 AU$362
includes taxes & fees
26 Jan - 27 Jan
The Dominion House Bed & Breakfast
Free daily continental breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.4 out of 10, Good, (22 reviews)
"Nice clean rooms. Updated by Hilton. Well priced, good value "
United States
Lewis
The price is AU$151
includes taxes & fees
29 Jan - 30 Jan
Spark by Hilton Fishkill
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, (1,008 reviews)
"Clean rooom and great staff "
United States
Assaad
The price is AU$154
includes taxes & fees
28 Jan - 29 Jan
Quality Inn & Suites Fishkill South near I-84
Reception

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,002 reviews)
"Room was clean and staff was very friendly. "
United States
Maureen
The price is AU$204
includes taxes & fees
28 Jan - 29 Jan
Hampton Inn by Hilton New Paltz
Reception

Hotel Dylan

Hotel Dylan
2.0 star property
Woodstock
9.4 out of 10, Exceptional, (41 reviews)
"darryl, the proprietor to is great. The hotel is spotless. Had a wonderful stay there."
United States
Jacquelin
The price is AU$251
includes taxes & fees
22 Jan - 23 Jan
Hotel Dylan
Breakfast, lunch and dinner served

Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.6 out of 10, Exceptional, (49 reviews)
"The cabins are wonderfully appointed and the inn is very comfortable. "
United States
Amy
The price is AU$701
includes taxes & fees
8 Feb - 9 Feb
Stonehill's Farmhouse
Exterior

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, (816 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is AU$138
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express & Suites Montgomery by IHG
Smart TV, fireplace

Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast
3.0 star property
New Paltz
9.4 out of 10, Exceptional, (79 reviews)
"Excellent all around."
United States
William
Moondance Ridge Bed & Breakfast
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (147 reviews)
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
United States
wendy
Borland House Inn
Front of property

The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay
2.0 star property
Pleasant Valley
9.4 out of 10, Exceptional, (13 reviews)
"Basic but a great stay. "
United States
Giles
The Lagrange Inn & Extended Stay
Premium bedding, pillow-top beds, desk, laptop workspace

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
3.0 star property
Fishkill
8.8 out of 10, Excellent, (1,002 reviews)
"Everything was great"
United States
Ann
The price is AU$185
includes taxes & fees
21 Jan - 22 Jan
HYATT house Fishkill/Poughkeepsie
View from property

Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (737 reviews)
"Yes everything was superb "
United States
Joe
The price is AU$178
includes taxes & fees
23 Jan - 24 Jan
Courtyard by Marriott Fishkill
Outdoor spa tub

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.6 out of 10, Exceptional, (95 reviews)
"Great property, room, location & staff."
United States
Joseph
The Herwood Inn
Reception

Newburgh Inn

Newburgh Inn
2.0 star property
Newburgh
5.4 out of 10, (115 reviews)
"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 AU$178
includes taxes & fees
22 Jan - 23 Jan
Newburgh Inn
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, (1,001 reviews)
"Very kind and courteous staff, very clean rooms. "
United States
John
The price is AU$144
includes taxes & fees
21 Jan - 22 Jan
Americas Best Value Inn New Paltz
Exterior

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (977 reviews)
"Place was amazing "
United States
Neydi
The price is AU$183
includes taxes & fees
25 Jan - 26 Jan
Best Western Fishkill Inn & Suites
Porch

Cold Spring Hotel

Cold Spring Hotel
3.0 star property
Cold Spring
8.6 out of 10, Excellent, (155 reviews)
"The owner is so warm and kind. The room was clean. Great place to stay for the weekend! "
United States
Wydayessi
The price is AU$401
includes taxes & fees
30 Jan - 31 Jan
Cold Spring Hotel
Aerial view

Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (81 reviews)
"Great staff and stay for work"
United States
Paul
The price is AU$379
includes taxes & fees
21 Jan - 22 Jan
Millbrook Country House Bed & Breakfast
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Franklin D Roosevelt Library & Museum

The first presidential library in America houses FDR's personal papers and New Deal artefacts. Explore interactive exhibits chronicling the Great Depression and World War II through Roosevelt's leadership.
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
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

Recent Reviews in Highland

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"Room was very clean, safe and quiet hotel. Friendly and helpful staff"
Melissa 2-night trip
Posted 2 days ago
Quality Inn Hyde Park Poughkeepsie North

More cheap accommodation in Highland

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY
The price is AU$126 per night from 1 Feb to 2 Feb
AU$126
1 Feb - 2 Feb
includes taxes & fees
7.6/10 Good! (957 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 Courtyard by Marriott Poughkeepsie and Residence Inn by Marriott Kingston. See all available top hotels, or vacation rentals in Highland.
What are some of the best holiday rentals that Highland has to offer?
Our home is perfect for relaxing and having lots of fun, with near by activity's: This highly rated holiday home rental in Highland offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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 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?
Wildflower Farms, Auberge Collection: Features a full-service spa, a seasonal outdoor pool and 3 bars. Hampton Inn Kingston 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 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 Apple Greens Golf Course. 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.

Explore a world of travel with Expedia