Search Town of Highlands Hotels

  • 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

Top Cities in Town of Highlands

Check prices for these dates

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, (1,011 reviews)
"Amazing stay with great amenities!"
United States
Audrey
The price is CA $152
CA $187 total
includes taxes & fees
May 10 - May 11
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, (703 reviews)
"Quaint room in an iconic setting!"
United States
Gerald
The price is CA $288
CA $376 total
includes taxes & fees
Apr 23 - Apr 24
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, (244 reviews)
"What a nice place to stay and the breakfast is very delicious "
United States
Wai Peng
The price is CA $218
CA $257 total
includes taxes & fees
Apr 26 - Apr 27
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, (686 reviews)
"Room was clean, staff was courteous and very good location "
United States
Georgina
The price is CA $138
CA $170 total
includes taxes & fees
Apr 28 - Apr 29
West Point Motel

FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.4 out of 10, (809 reviews)
"Excellent staff, super neat and clean room, very quiet and pleasant stay."
United States
Katherine
The price is CA $118
CA $152 total
includes taxes & fees
Apr 16 - Apr 17
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, (134 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is CA $259
CA $372 total
includes taxes & fees
Apr 16 - Apr 17
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, (19 reviews)
"Great Unit."
United States
Rudy R.
The price is CA $158
CA $422 total
includes taxes & fees
Apr 16 - Apr 17
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 CA $118
CA $248 total
includes taxes & fees
May 5 - May 6
Cozy 1-bedroom retreat minutes 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, (8 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is CA $172
CA $540 total
includes taxes & fees
Apr 16 - Apr 17
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 CA $222
CA $401 total
includes taxes & fees
May 6 - May 7
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

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

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.2 out of 10, Wonderful, (7 reviews)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is CA $252
CA $698 total
includes taxes & fees
May 6 - May 7
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Luxury home near West Point

Luxury home near West Point
Highland Falls
10.0 out of 10, Exceptional, (2 reviews)
"The accommodations are great—Very nice townhouse, lots of room, clean, comfortable, and pet-friendly."
United States
Suzy
The price is CA $274
CA $328 total
includes taxes & fees
May 3 - May 4
Luxury home near West Point

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.2 out of 10, Wonderful, (15 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 CA $208
CA $638 total
includes taxes & fees
Apr 20 - Apr 21
Local Artist Inspired | Walk to WestPoint + King Bed

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 CA $200
CA $414 total
includes taxes & fees
Apr 16 - Apr 17
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, (3 reviews)
"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

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, (35 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

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (22 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 CA $189
CA $356 total
includes taxes & fees
Apr 16 - Apr 17
Walk to WP Gate + Free Parking!

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 CA $237
CA $452 total
includes taxes & fees
May 5 - May 6
Fabulous 3bdrm Home w/parking!

Luxury House Near West Point

Luxury House Near West Point
Highland Falls
The price is CA $275
CA $452 total
includes taxes & fees
Apr 16 - Apr 17
Luxury House Near West Point
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

Top Town of Highlands Hotel Reviews

Explore a world of travel with Expedia