Top Town of Highlands Hotels: 2026 Best Hotels in Town of Highlands - Expedia

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Town of Highlands
New York
United States of America
Hotels
Expedia.com

Vacation Rentals in Town of Highlands Car Rentals in Town of Highlands Town of Highlands Vacations

A suspension bridge over a river with a sunset in the background.

A suspension bridge over a river with a sunset in the background.

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Top Cities in Town of Highlands

A large green field with historic buildings and a castle on a hill.

A forested hiking trail with rocky steps and fallen leaves.

A lake surrounded by hills with autumn foliage.

A mountainous landscape with a bridge in the distance.

Fort Montgomery

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Our top choices for Town of Highlands hotels

A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.

A table set for a formal event with candles, flowers, and glassware.

A large outdoor swimming pool surrounded by trees and a covered pavilion.

A wooden reception desk with a man standing behind it, a staircase, and a wooden interior.

1. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property

Bear Mountain

8.4 out of 10, Very Good, (1,015 reviews)

8.4/10

Very Good

(1,015 reviews)

"This was a great place to stay."

"This was a great place to stay."

United States

randall

$108 nightly

The price is $133

$133 total

Sep 7 - Sep 8

Total with taxes and fees

Overlook Lodge at Bear Mountain

A lobby with a grand chandelier, two large arched windows, and a central fireplace with a portrait above it.

A spacious lobby with a high ceiling, wooden beams, chandeliers, a fireplace, and a flag.

A courtyard with a brick building, a tree, and flower beds.

An outdoor seating area with tables and chairs, a black carpet with text, and potted plants.

2. The Thayer Hotel at West Point

The Thayer Hotel at West Point

3.5 star property

West Point

9.0 out of 10, Wonderful, (792 reviews)

9.0/10

Wonderful

(792 reviews)

"Great place to stay!"

"Great place to stay!"

United States

Libna

$231 nightly

The price is $273

$273 total

Sep 13 - Sep 14

Total with taxes and fees

The Thayer Hotel at West Point

A spacious lobby with a fireplace, seating area, and a large wall mural.

A large, two-story building with a symmetrical facade, large windows, and a central entrance with a door.

A hotel room with a bed, a desk, a wardrobe, and a bathroom.

A modern hotel lobby with a seating area, a reception desk, and a large TV screen.

3. 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, (301 reviews)

9.0/10

Wonderful

(301 reviews)

"Amazing location to stay"

"Amazing location to stay"

United States

Jonathan

$118 nightly

The price is $139

$139 total

Sep 27 - Sep 28

Total with taxes and fees

Holiday Inn Express West Point by IHG

A hotel room with two beds, a wooden desk, a television, and a dining area.

A compact kitchenette with a microwave, a small sink, and a window with blinds.

A cozy living room with blue patterned sofas, a coffee table with a red vase, and a television.

A compact living space with a kitchenette, a dining area with patterned chairs, and a small table.

4. FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point

2.0 star property

Highland Falls

6.2 out of 10, (841 reviews)

6.2/10

(841 reviews)

"Horrible hotel for the price per night. Wouldn’t pay more than $25 a night"

"Horrible hotel for the price per night. Wouldn’t pay more than $25 a night"

United States

Robert

$110 nightly

The price is $134

$134 total

Sep 7 - Sep 8

Total with taxes and fees

FairBridge Inn & Suites at West Point

A hotel with a parking lot, a swimming pool, and a view of a lake and mountains.

A hotel room with two beds, a desk, a television, and a bathroom visible through an open door.

A motel with a covered parking area, a small lawn, and a view of a mountainous landscape.

5. West Point Motel

West Point Motel

2.5 star property

Highland Falls

8.6 out of 10, Excellent, (735 reviews)

8.6/10

Excellent

(735 reviews)

"Stayed here numerous times friendly staff and very nice place close to post."

"Stayed here numerous times friendly staff and very nice place close to post."

United States

Michael

$100 nightly

The price is $123

$123 total

Sep 20 - Sep 21

Total with taxes and fees

West Point Motel

A stone structure with an arched entrance, surrounded by a grassy area and a body of water in the background.

A modern lobby with a seating area, a desk, and a large abstract mural.

A modern hotel lobby with a seating area, a reception desk, and a large TV screen.

A spacious lobby with a fireplace, seating area, and a large wall mural.

6. Holiday Inn Express & Suites West Point - Fort Montgomery

Holiday Inn Express & Suites West Point - Fort Montgomery

2.0 star property

Fort Montgomery

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

"Close to West Point Adequate for sleeping and cleaning up Convenient location"

"Close to West Point Adequate for sleeping and cleaning up Convenient location"

United States

Paula

Holiday Inn Express & Suites West Point - Fort Montgomery

A house with a view of a bridge and mountains.

A kitchen with a marble table, white chairs, wooden cabinets, a microwave, a toaster, and a clock on the wall.

A room with a wooden dresser, a mirror, a red chair, and a patterned rug.

A two-story house with a stone foundation and a patio with outdoor furniture.

7. 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, (144 reviews)

9.8/10

Exceptional

(144 reviews)

"We had a great stay!!"

"We had a great stay!!"

United States

Jasmine

$280 nightly

The price is $331

$331 total

Sep 8 - Sep 9

Total with taxes and fees

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

A bed with a quilted headboard and a stack of folded towels.

A living room with a ceiling fan, a flat-screen TV, a coffee table, a sofa, and a window with a view.

A two-story house with a porch, a flag, and a fenced yard.

8. 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, (11 reviews)

10/10

Exceptional

(11 reviews)

"Good stay, awesome place"

"Good stay, awesome place"

United States

Scott G.

$378 nightly

The price is $400

$400 total

Sep 8 - Sep 9

Total with taxes and fees

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

A kitchen with white cabinets, a granite countertop, a built-in microwave, and a window with a black valance.

A two-story house with a garage, a parked car, and an American flag.

A compact kitchen with a refrigerator, stove, and bar stools.

9. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!

Highland Falls

9.0 out of 10, Wonderful, (4 reviews)

9.0/10

Wonderful

(4 reviews)

"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "

"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "

United States

Zack C.

$216 nightly

The price is $240

$240 total

Sep 9 - Sep 10

Total with taxes and fees

Cozy 1-bedroom retreat minutes from West Point!

The exterior of Highland Falls Library with a white facade, two wooden benches in front, and a sign above the entrance.

A compact kitchen with a stainless steel refrigerator, a microwave, and a trash bin.

A modern living room with a wooden floor, a black and white striped chair, a dark sofa with cushions, a small wooden coffee table, and a ceiling fan.

A living room with a black sofa, a wooden coffee table, and a chair. There is a door leading to another room.

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

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

Highland Falls

9.6 out of 10, Exceptional, (36 reviews)

9.6/10

Exceptional

(36 reviews)

"Good location and had a great stay!"

"Good location and had a great stay!"

United States

James M.

$468 nightly

The price is $576

$576 total

Sep 7 - Sep 8

Total with taxes and fees

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

A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

A modern living room with a grey sofa, a wooden side table, a blue and white patterned chair, and a cityscape painting on the wall.

A two-story house with a covered porch and a gated driveway.

A kitchen cabinet with shelves holding plates, bowls, glasses, and mugs.

11. 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, (7 reviews)

10/10

Exceptional

(7 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."

"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.

$337 nightly

The price is $375

$375 total

Sep 9 - Sep 10

Total with taxes and fees

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

A room with a wooden floor, a white door with a number, and a window with blinds.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a dishwasher, a microwave, and a coffee maker.

A wooden staircase with a handrail, leading upwards.

A bed with white bedding and three pillows with different patterns.

12. 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)

10/10

Exceptional

(7 reviews)

"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "

"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.

$376 nightly

The price is $429

$429 total

Sep 9 - Sep 10

Total with taxes and fees

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

A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

A living room with a grey sofa, a round coffee table, a TV mounted on the wall, and a large plant.

A kitchen with white cabinets, a tiled backsplash, and a sink.

A stone building with a door labeled '6' and a pathway leading to a covered area.

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

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

Highland Falls

9.4 out of 10, Exceptional, (24 reviews)

9.4/10

Exceptional

(24 reviews)

"Exactly what we needed for two people prior to an early morning touring West Point. "

"Exactly what we needed for two people prior to an early morning touring West Point. "

United States

Andrew L.

$299 nightly

The price is $307

$307 total

Sep 7 - Sep 8

Total with taxes and fees

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

The exterior of Highland Falls Library with two wooden benches in front.

A living room with a sofa, a coffee table, a ceiling fan, and large windows with curtains.

A kitchen with teal cabinets, a white countertop, a microwave, a stove, and a sink.

A bunk bed with a lower bunk and a top bunk, both with blue bedding. There is a painting of a tree on the wall above the top bunk.

14. West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking

West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking

Highland Falls

9.4 out of 10, Exceptional, (30 reviews)

9.4/10

Exceptional

(30 reviews)

"We had such a great visit and the host was amazing!! We will definitely be back!!"

"We had such a great visit and the host was amazing!! We will definitely be back!!"

United States

Michelle s.

West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking

A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

A green sofa set with a glass coffee table and a small wooden side table.

A living room with a green sectional sofa, a coffee table, and a ceiling fan.

A kitchen with a dining table, a refrigerator, and a door leading to another room.

15. Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed

Highland Falls

9.4 out of 10, Exceptional, (20 reviews)

9.4/10

Exceptional

(20 reviews)

"Great location! Easy checkin, checkout process. We would stay again"

"Great location! Easy checkin, checkout process. We would stay again"

United States

Morgan S.

$461 nightly

The price is $467

$467 total

Sep 29 - Sep 30

Total with taxes and fees

Local Artist Inspired | Walk to WestPoint + King Bed

A house with a white front door, a small porch with a white railing, and a window with a green curtain.

A kitchen with dark cabinets, a white tiled backsplash, a blue microwave, a stainless steel faucet, and a coffee maker.

A wooden staircase with a white handrail, leading upwards.

A house with a wooden deck, a white railing, and a front door.

16. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!

Highland Falls

9.4 out of 10, Exceptional, (12 reviews)

9.4/10

Exceptional

(12 reviews)

"House was exactly as described. Would stay again."

"House was exactly as described. Would stay again."

United States

Beth M.

$413 nightly

The price is $460

$460 total

Sep 29 - Sep 30

Total with taxes and fees

Fabulous 3bdrm Home w/parking!

A staircase with a wooden handrail and a white wall.

A modern bedroom with a large bed, a nightstand, a dresser, and a window with curtains.

A modern living room with a grey sectional sofa, a coffee table, and a TV mounted on the wall.

A house with a grey exterior, a window, and a door.

17. Discover Nature’s Glory! Perfect Family Home

Discover Nature’s Glory! Perfect Family Home

Highland Falls

8.8 out of 10, Excellent, (6 reviews)

8.8/10

Excellent

(6 reviews)

"Wonderful location to amazing hikes and West Point. "

"Wonderful location to amazing hikes and West Point. "

United States

Erica L.

Discover Nature’s Glory! Perfect Family Home

A living room with a leather sofa, a round coffee table, a bench, and a ceiling fan.

A sign for the Pershing Center with a stone building and a green fence in the background.

A modern kitchen with a round marble table, black chairs, and a stainless steel refrigerator.

A bedroom with a large bed, a dresser, a mirror, and three windows.

18. Updated Home w/ Patio Half Mile to West Point

Updated Home w/ Patio Half Mile to West Point

Highland Falls

10.0 out of 10, Exceptional, (35 reviews)

10/10

Exceptional

(35 reviews)

"Great location, good communication, and wonderfully appointed."

"Great location, good communication, and wonderfully appointed."

United States

george l.

Updated Home w/ Patio Half Mile to West Point

A modern kitchen with white cabinetry, a central island, and a dining area with a chandelier.

A cozy outdoor seating area with a sectional sofa, a glass coffee table, and a wicker side table.

A covered outdoor dining area with a round table and chairs, wooden beams, and string lights.

A modern kitchen with white cabinets, stainless steel appliances, a large island, and a chandelier.

19. 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

9.6 out of 10, Exceptional, (4 reviews)

9.6/10

Exceptional

(4 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. "

"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

A living room with a brown leather sofa, a coffee table, and a blue armchair. There is a large window with blinds, a floor lamp, and a television on a stand.

A modern living room with a TV, a dining area with a table and chairs, and a kitchen in the background.

A kitchen with wooden cabinets, a stainless steel refrigerator, and a coffee maker.

A kitchen with wooden cabinets, a stainless steel stove, a dishwasher, and a dining table with a basket of fruit.

20. Charming Highland Falls Home < 2 Mi to West Point!

Charming Highland Falls Home < 2 Mi to West Point!

Highland Falls

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"Great stay! Very comfortable home for our large family. Would stay here again!"

"Great stay! Very comfortable home for our large family. Would stay here again!"

United States

Karin P.

Charming Highland Falls Home < 2 Mi to 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.

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

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"Had a wonderful 2-night stay. I was a returning guest. The hotel is great, convenient, and very clean. Highly recommended 10/10!"

Jaitaysia 2-night trip

Posted 16 hours ago

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

8/10 Good

"The property was clean and attractive. The location was quiet, but close enough to the city. My only real complaint was that the mattresses were not comfortable."

Julie 1-night trip

Posted 18 hours ago

Sleepy Hollow Hotel, a Dolce by Wyndham

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent

"Overall good stay"

Jose 2-night trip

Posted 1 day ago

DoubleTree by Hilton Hotel Nanuet

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good

"Hotel is in good shape with a good breakfast."

John 1-night trip

Posted 1 day ago

Holiday Inn Express Poughkeepsie by IHG

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent

"Muy lindo hotel, limpio y con gran desayuno. El hall es impresionante y los jardines muy lindos. El gym chico pero sirve. Le falta a la zona un poco mas de opciones de comida. Pero vale la pena."

Jose roman 2-night trip

Posted 3 days ago

Crowne Plaza Suffern - Mahwah by IHG

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent

"Beds so comfy and love the bathroom layout"

Carolle 1-night trip

Posted 3 days ago

Hotel Nyack, a JdV by Hyatt Hotel

Mirbeau Inn & Spa Beacon

Mirbeau Inn & Spa Beacon

10/10 Excellent

"Great stay overall, highly recommend!"

Karen 2-night trip

Posted 7 days ago

Mirbeau Inn & Spa Beacon

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