Search Hotels in Town of Highlands

  • 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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Town of Highlands hotels

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,003 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is AED 372
AED 420 total
includes taxes & fees
15 Mar - 16 Mar
Overlook Lodge at Bear Mountain

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (694 reviews)
"Beautiful architecture, friendly and profesional staff. Great dinning at MacArthur’s Riverview. Convenient and accesible for those visiting USMA."
United States
Sandra M
The price is AED 671
AED 855 total
includes taxes & fees
16 Mar - 17 Mar
The Thayer Hotel at West Point

Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
2.5 star property
Fort Montgomery
9.0 out of 10, Wonderful, (234 reviews)
"Breakfast was great!"
United States
Todd
The price is AED 466
AED 528 total
includes taxes & fees
15 Mar - 16 Mar
Holiday Inn Express West Point by IHG

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (676 reviews)
"Always a great stay. Easy access to West Point. Clean. It’s a great simple stay for your cadet to get off base for a day or two. "
United States
Stephanie
The price is AED 367
AED 416 total
includes taxes & fees
22 Mar - 23 Mar
West Point Motel

FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.2 out of 10, (805 reviews)
"Excellent staff, super neat and clean room, very quiet and pleasant stay."
United States
Katherine
The price is AED 311
AED 370 total
includes taxes & fees
22 Mar - 23 Mar
FairBridge Inn & Suites at West Point

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (131 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is AED 691
AED 1,126 total
includes taxes & fees
8 Mar - 9 Mar
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Holiday Inn Express & Suites West Point - Fort Montgomery

Holiday Inn Express & Suites West Point - Fort Montgomery
2.0 star property
Fort Montgomery
10.0 out of 10, Exceptional, (2 reviews)
"Updated facilities, quiet, and close to West Point."
United States
Pamela
Holiday Inn Express & Suites West Point - Fort Montgomery

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is AED 312
AED 1,000 total
includes taxes & fees
8 Mar - 9 Mar
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AED 343
AED 692 total
includes taxes & fees
16 Mar - 17 Mar
Cozy 1-bedroom retreat minutes from West Point!

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.8 out of 10, Exceptional, (6 reviews)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is AED 466
AED 1,607 total
includes taxes & fees
12 Mar - 13 Mar
Sleek Escape: Modern 3 BR- 4 Min from West Point !

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is AED 331
AED 1,275 total
includes taxes & fees
8 Mar - 9 Mar
House on the Babbling Brook- Quiet 2BR + King Bed!

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (5 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is AED 517
AED 946 total
includes taxes & fees
23 Mar - 24 Mar
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is AED 422
AED 1,494 total
includes taxes & fees
17 Mar - 18 Mar
Local Artist Inspired | Walk to WestPoint + King Bed

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (21 reviews)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
The price is AED 764
AED 1,258 total
includes taxes & fees
16 Mar - 17 Mar
Walk to WP Gate + Free Parking!

Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is AED 690
AED 1,282 total
includes taxes & fees
23 Mar - 24 Mar
Lovely 3BR Home with parking-Walk to WP Gate!

Family friendly 4-bedroom home, 2 miles from West Point, loaded with amenities

Family friendly 4-bedroom home, 2 miles from West Point, loaded with amenities
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"Very nice. Very classy. Really appreciate all the thoughtfulness and hospitality. Great place and great hosts!"
United States
kyle w.
Family friendly 4-bedroom home, 2 miles from West Point, loaded with amenities

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.2 out of 10, Wonderful, (5 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is AED 721
AED 1,253 total
includes taxes & fees
7 Apr - 8 Apr
Fabulous 3bdrm Home w/parking!

3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 10, Very Good, (6 reviews)
"Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. "
United States
Penny D.
3BR West Point Retreat-3min to Back Gate+ King Bed

Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi

Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
Highland Falls
9.8 out of 10, Exceptional, (34 reviews)
"Well maintained property extremely close to all things West Point! Would definitely stay again!"
United States
Brian M.
Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi

Cozy 3bedroom home in Highland Falls, only a five-minute walk from West Point NY

Cozy 3bedroom home in Highland Falls, only a five-minute walk from West Point NY
Highland Falls
10.0 out of 10, Exceptional, (2 reviews)
"We are a family of 5 and it was perfect for our visit. The check in was easy and the host communicated and responded to my questions in a timely manner. "
United States
Danielle S.
Cozy 3bedroom home in Highland Falls, only a five-minute walk from West Point NY
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.

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Town of Highlands Hotel Reviews