Search Hotels in Town of Highlands

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • 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, (1,003 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
$94 nightly
The price is $107
Mar 19 - Mar 20
Total with taxes and fees
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
$198 nightly
The price is $225
Mar 17 - Mar 18
Total with taxes and fees
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
$123 nightly
The price is $139
Apr 2 - Apr 3
Total with taxes and fees
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
$100 nightly
The price is $113
Mar 24 - Mar 25
Total with taxes and fees
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
$99 nightly
The price is $111
Mar 11 - Mar 12
Total with taxes and fees
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, (132 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
$269 nightly
The price is $304
Mar 11 - Mar 12
Total with taxes and fees
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.
$254 nightly
The price is $258
Mar 11 - Mar 12
Total with taxes and fees
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.
$176 nightly
The price is $191
Apr 7 - Apr 8
Total with taxes and fees
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.
$428 nightly
The price is $434
Mar 12 - Mar 13
Total with taxes and fees
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.
$348 nightly
The price is $367
Mar 17 - Mar 18
Total with taxes and fees
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.
$234 nightly
The price is $258
Mar 23 - Mar 24
Total with taxes and fees
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.
$390 nightly
The price is $394
Mar 11 - Mar 12
Total with taxes and fees
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.
$284 nightly
The price is $321
Mar 23 - Mar 24
Total with taxes and fees
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

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
$269 nightly
The price is $298
Mar 23 - Mar 24
Total with taxes and fees
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.
$279 nightly
The price is $306
Mar 23 - Mar 24
Total with taxes and fees
Fabulous 3bdrm Home w/parking!

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

Luxury home near West Point

Luxury home near West Point
Highland Falls
10.0 out of 10, Exceptional, (1 review)
$469 nightly
The price is $497
Mar 11 - Mar 12
Total with taxes and fees
Luxury home near West Point

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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. 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

Explore a world of travel with Expedia