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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, (1001)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is AU$169
includes taxes & fees
1 Jan - 2 Jan 2026
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, (667)
"Location was great & staying at a historic hotel was delightful."
United States
Bobby
The price is AU$290
includes taxes & fees
30 Dec - 31 Dec
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
9.2 out of 10, Wonderful, (212)
"Wonderful stay…excellent staff!"
United States
John
The price is AU$192
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express West Point by IHG

FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
2.0 star property
Highland Falls
6.2 out of 10, (795)
"Excellent staff, super neat and clean room, very quiet and pleasant stay."
United States
Katherine
The price is AU$171
includes taxes & fees
2 Jan - 3 Jan 2026
FairBridge Inn & Suites at West Point

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (661)
"Clean room and so close to West Point!! Great experience 👍 "
United States
SHANNON
The price is AU$171
includes taxes & fees
1 Jan - 2 Jan 2026
West Point Motel

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, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is AU$465
includes taxes & fees
30 Dec - 31 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

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)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
Cozy 1-bedroom retreat minutes from West Point!

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, (14)
"Great Unit."
United States
Rudy R.
The price is AU$426
includes taxes & fees
21 Dec - 22 Dec
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Holiday Inn Express & Suites West Point - Fort Montgomery

Holiday Inn Express & Suites West Point - Fort Montgomery
Fort Montgomery
10.0 out of 10, Exceptional, (1)
"Updated facilities, quiet, and close to West Point."
United States
Pamela
Holiday Inn Express & Suites West Point - Fort Montgomery

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)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
The price is AU$375
includes taxes & fees
21 Dec - 22 Dec
Beautiful First Flr, 2-Bedroom Apt w/ 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)
"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"
United States
Molly s.
The price is AU$577
includes taxes & fees
5 Jan - 6 Jan 2026
Lovely 3BR Home with parking-Walk to WP Gate!

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

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
7.6 out of 10, Good, (5)
"We were supposed to check out at 10 AM, and everyone was still sleeping. But at 8 AM, very loud noises suddenly started. It felt like the whole roof was shaking and the house might fall down. We went outside and saw that workers were cleaning the roof. No one told us anything about this before. When we asked the cleaning manager, he said the landlord booked this cleaning two weeks ago, but we, the guests, were never informed. Also, our car was parked in the driveway, and the things falling from...
United States
Lixing
The price is AU$650
includes taxes & fees
20 Dec - 21 Dec
3BR West Point Retreat-3min to Back Gate+ King Bed

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, (5)
"A clean and convenient place to stay for visiting our cadet at West Point. Our hosts were very communicative and helpful. The home and parking situation was just as described. Nice quiet neighborhood, well maintained home. Hearing the babbling broom outside the living room window was very relaxing. Plan on staying here again!"
United States
Maria L.
The price is AU$539
includes taxes & fees
20 Dec - 21 Dec
House on the Babbling Brook- Quiet 2BR + King Bed!

Updated Home w/ Patio Half Mile to West Point

Updated Home w/ Patio Half Mile to West Point
3.0 star property
Highland Falls
Updated Home w/ Patio Half Mile to West Point

West Point Family Retreat, 5 min walk to Thayer!

West Point Family Retreat, 5 min walk to Thayer!
2.0 star property
Highland Falls
9.8 out of 10, Exceptional, (7)
"Nice houseAwesome kitchen Granddaughter loved the bunk bed and the many games"
United States
Randall T.
West Point Family Retreat, 5 min walk to Thayer!

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.0 out of 10, Wonderful, (4)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is AU$421
includes taxes & fees
21 Dec - 22 Dec
Fabulous 3bdrm Home w/parking!

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (20)
"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 AU$507
includes taxes & fees
5 Jan - 6 Jan 2026
Walk to WP Gate + Free Parking!

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
2.0 star property
Highland Falls
10.0 out of 10, Exceptional, (1)
"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

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

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
10.0 out of 10, Exceptional, (3)
"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 AU$667
includes taxes & fees
13 Jan - 14 Jan 2026
Sleek Escape: Modern 3 BR- 4 Min from 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, (9)
"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 AU$617
includes taxes & fees
14 Jan - 15 Jan 2026
Local Artist Inspired | Walk to WestPoint + King Bed
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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Top Town of Highlands Hotel Reviews

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