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Town of Highlands
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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

Check prices for these dates

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10 Oct - 11 Oct

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11 Oct - 12 Oct

Next weekend

16 Oct - 18 Oct

In two weeks

23 Oct - 25 Oct

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

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

A large, multi-story stone building with a prominent arched entrance and multiple windows.

1. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property

Bear Mountain

8.4 out of 10, Very good, (1,005 reviews)

8.4/10

Very good

(1,005 reviews)

"This was a great place to stay."

"This was a great place to stay."

United States

randall

The price is S$155

S$155

includes taxes & fees

3 Nov - 4 Nov

Overlook Lodge at Bear Mountain

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

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

A stone building with a flag, a paved entrance, and potted plants.

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

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, (807 reviews)

9.0/10

Wonderful

(807 reviews)

"Great stay, especially is you are visiting West Point in any capacity."

"Great stay, especially is you are visiting West Point in any capacity."

United States

franco

The price is S$303

S$303

includes taxes & fees

25 Oct - 26 Oct

The Thayer Hotel at West Point

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

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

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

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, (314 reviews)

9.0/10

Wonderful

(314 reviews)

"Convenient location, clean and comfortable room. Nice breakfast."

"Convenient location, clean and comfortable room. Nice breakfast."

United States

Deborah

The price is S$150

S$150

includes taxes & fees

8 Nov - 9 Nov

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

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

4. FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point

2.0 star property

Highland Falls

6.2 out of 10, (857 reviews)

6.2/10

(857 reviews)

"Good location, does the job."

"Good location, does the job."

United States

Aaron

The price is S$230

S$230

includes taxes & fees

11 Oct - 12 Oct

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 a desk, chair, refrigerator, and a large mirror above the sink.

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, (749 reviews)

8.6/10

Excellent

(749 reviews)

"Not your regular motel . More like a lodge . Pretty cool place . Relaxing and comfortable ."

"Not your regular motel . More like a lodge . Pretty cool place . Relaxing and comfortable ."

United States

Christopher

The price is S$158

S$158

includes taxes & fees

25 Oct - 26 Oct

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

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

An indoor swimming pool with clear signage, a clock, and a fire extinguisher.

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, (7 reviews)

9.8/10

Exceptional

(7 reviews)

"Room was large and clean, as was the bathroom. Breakfast was excellent."

"Room was large and clean, as was the bathroom. Breakfast was excellent."

United States

Paulette

Holiday Inn Express & Suites West Point - Fort Montgomery

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 living room with a sofa, coffee table, TV, bookshelf, and fireplace.

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.

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

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property

Highland Falls

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Fabulous place - great for our family weekend at West Point. Plenty of room, lovely kitchen, and lots of seating - whole group of us could watch the baseball playoffs. Terrific - not a single problem or complaint!!"

"Fabulous place - great for our family weekend at West Point. Plenty of room, lovely kitchen, and lots of seating - whole group of us could watch the baseball playoffs. Terrific - not a single problem or complaint!!"

United States

Mia

Charming Highland Falls Home < 2 Mi to West Point!

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

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.

A sign for the Pershing Center Visitors Center with a stone wall and a green lamp post.

8. 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

A kitchen with wooden bar stools, a wooden island, and a dining area with a table and chairs.

A room with a wooden ceiling, large windows, and a sliding glass door leading to a dining area.

A room with a wooden ceiling, a ceiling fan, a light fixture, a white door, a window, a light blue wall, a beige sofa with pillows, and a tiled floor.

A spacious living area with a large wooden dining table, a gray sofa, and a kitchen in the background.

9. Home: 2 Mi to Thayer Gate at U.s. Military Academy

Home: 2 Mi to Thayer Gate at U.s. Military Academy

3.0 star property

Highland Falls

Home: 2 Mi to Thayer Gate at U.s. Military Academy

A historic stone building with a turret, arched entrance, and a covered patio area.

A spacious lobby with a staircase, seating area, and large windows offering a view of the outdoors.

A large building with a white facade and columns, surrounded by a lawn with outdoor seating and string lights.

A large, historic building with a red roof, surrounded by a well-maintained garden with statues and flower beds.

10. Tarrytown House Estate

Tarrytown House Estate

3.5 star property

Tarrytown

8.2 out of 10, Very good, (1,341 reviews)

8.2/10

Very good

(1,341 reviews)

"Good rooms and great location"

"Good rooms and great location"

United States

RAMESH

The price is S$265

S$265

includes taxes & fees

8 Nov - 9 Nov

Tarrytown House Estate

A spacious room with a stone fireplace, white sofas, and a large window offering a view of the outdoors.

An indoor swimming pool with a wooden ceiling and brick walls.

An outdoor patio with tables and chairs, surrounded by large umbrellas.

A modern building with a stone facade and wooden beams, surrounded by a well-maintained lawn and trees.

11. Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

3.5 star property

Tarrytown

7.0 out of 10, Good, (1,009 reviews)

7.0/10

Good

(1,009 reviews)

"Beautiful hotel with friendly staff"

"Beautiful hotel with friendly staff"

United States

Michelle

The price is S$207

S$207

includes taxes & fees

18 Oct - 19 Oct

Sleepy Hollow Hotel, a Dolce by Wyndham

A checkered floor, a potted plant, and two metal ladders in a room with large windows.

A restaurant with a counter, stools, and a menu board.

A modern office space with a large desk, multiple printers, and comfortable seating.

A hotel lobby with a sofa, armchairs, a glass table, and lamps.

12. West Gate Inn Nyack

West Gate Inn Nyack

3.0 star property

Nyack

7.4 out of 10, Good, (1,464 reviews)

7.4/10

Good

(1,464 reviews)

"Good property for the value breakfast is nice staff nice Good location A bit older property but I would stay again"

"Good property for the value breakfast is nice staff nice Good location A bit older property but I would stay again"

United States

Dale

The price is S$140

S$140

includes taxes & fees

8 Nov - 9 Nov

West Gate Inn Nyack

A modern kitchen with a large island, bar stools, a flat-screen TV, and a stone backsplash.

A lobby with teal patterned chairs, a fireplace, and a flat-screen TV mounted above it.

A snack and beverage vending area with a refrigerator and shelves stocked with various snacks and drinks.

A gym with treadmills, elliptical machines, and weightlifting equipment.

13. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3.0 star property

Elmsford

8.0 out of 10, Very good, (1,709 reviews)

8.0/10

Very good

(1,709 reviews)

"Nice hotel and great staff"

"Nice hotel and great staff"

United States

James

The price is S$179

S$179

includes taxes & fees

9 Nov - 10 Nov

Hampton Inn White Plains/Tarrytown

A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

A modern building with a glass facade, a red door, and a staircase leading to the entrance.

Room

A modern dining area with a wooden table, cushioned seating, pendant lighting, and a large window offering a view of the outdoors.

14. Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property

Nyack

8.6 out of 10, Excellent, (1,313 reviews)

8.6/10

Excellent

(1,313 reviews)

"Great hotel!"

"Great hotel!"

United States

Jessica

The price is S$198

S$198

includes taxes & fees

1 Nov - 2 Nov

Hotel Nyack, a JdV by Hyatt Hotel

A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.

A modern hotel lobby with a seating area, a kitchen, and a bar.

An indoor swimming pool with a glass ceiling, clear signage indicating depth, and lounge chairs along the sides.

A hotel corridor with a patterned carpet, a railing, and a reception desk with a glass partition.

15. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 star property

Elmsford

8.4 out of 10, Very good, (1,880 reviews)

8.4/10

Very good

(1,880 reviews)

"Awesome place to stay."

"Awesome place to stay."

United States

Ebony

The price is S$198

S$198

includes taxes & fees

2 Nov - 3 Nov

Baymont by Wyndham White Plains - Elmsford

A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.

A Sheraton hotel with a modern facade, multiple floors, and a prominent entrance.

An indoor swimming pool with a 3 feet 10 inches deep sign, surrounded by a white tiled area, benches, and a glass door leading to another room.

A modern office space with two monitors, a white desk, black chairs, and a large abstract painting on the wall.

16. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

3.5 star property

Tarrytown

8.4 out of 10, Very good, (1,006 reviews)

8.4/10

Very good

(1,006 reviews)

"Conveniently located and reasonably priced."

"Conveniently located and reasonably priced."

United States

Andrew

The price is S$210

S$210

includes taxes & fees

1 Nov - 2 Nov

Sheraton Tarrytown Hotel

A spacious lobby with a high ceiling, wooden beams, a central green wall with plants, seating areas, and a bar.

A spacious indoor area with multiple seating arrangements, including sofas and round tables, and a central decorative table with flowers.

A modern lobby with a fireplace, four armchairs, a coffee table, and a desk with a computer.

A modern hotel lobby with a self-service beverage station, a small refrigerator, and a reception desk.

17. Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 star property

Suffern

9.0 out of 10, Wonderful, (1,047 reviews)

9.0/10

Wonderful

(1,047 reviews)

"An excellent location for the purpose of our visit - clean and quiet with a very helpful staff."

"An excellent location for the purpose of our visit - clean and quiet with a very helpful staff."

United States

mary

The price is S$182

S$182

includes taxes & fees

8 Nov - 9 Nov

Crowne Plaza Suffern - Mahwah by IHG

An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.

Lounge

A modern lobby with a reception desk, seating area, and a kitchen in the background.

A bar area with a long counter, multiple shelves with bottles, and several bar stools.

18. Westchester Marriott

Westchester Marriott

4.5 star property

Tarrytown

9.0 out of 10, Wonderful, (666 reviews)

9.0/10

Wonderful

(666 reviews)

"Awesome hotel"

"Awesome hotel"

United States

Robert

The price is S$273

S$273

includes taxes & fees

1 Nov - 2 Nov

Westchester Marriott

A stone building with a tower, surrounded by a garden with large rocks and various plants.

A room with wooden rocking chairs, a coffee maker, and a view of trees through large windows.

A dining area with large windows, wooden tables, and chairs.

A hotel room with two beds, a dining area with a table and chairs, a TV mounted on the wall, and a large window with a view of trees.

19. The Abbey Inn & Spa

The Abbey Inn & Spa

4.0 star property

Peekskill

9.2 out of 10, Wonderful, (279 reviews)

9.2/10

Wonderful

(279 reviews)

"Room was clean, staff was pleasant... overall great stay"

"Room was clean, staff was pleasant... overall great stay"

United States

Lina

The price is S$608

S$608

includes taxes & fees

9 Nov - 10 Nov

The Abbey Inn & Spa

A spacious lobby with a modern design, featuring a seating area with sofas and armchairs, a decorative wall panel, and a large window providing natural light.

A hotel lobby with a reception desk, seating area, and a large window allowing natural light.

A hotel room with a large bed, a bedside table with a lamp, a TV, and a bathroom with a mirror and sink.

A modern restaurant interior with a bar area, seating, and a dessert display.

20. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4.0 star property

Nanuet

9.0 out of 10, Wonderful, (1,192 reviews)

9.0/10

Wonderful

(1,192 reviews)

"nice place to stay overnight .. friendly people."

"nice place to stay overnight .. friendly people."

United States

Linda

The price is S$201

S$201

includes taxes & fees

2 Nov - 3 Nov

DoubleTree by Hilton Hotel Nanuet

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

West Gate Inn Nyack

West Gate Inn Nyack

8/10 Good

"Staff was great, breakfast was great, needs some updating"

Sharon 5-night trip

Posted 2 hours ago

West Gate Inn Nyack

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

10/10 Excellent

"Location, cleanliness and quiet"

charles 4-night trip

Posted 2 hours ago

Comfort Suites Fishkill near Interstate 84

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent

"Very nice place to stay. Very beautiful"

Lawrence 1-night trip

Posted 4 hours ago

Overlook Lodge at Bear Mountain

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent

"Newer property, well kept and very clean."

Maureen 1-night trip

Posted 5 hours ago

Sleep Inn & Suites Monroe - Woodbury

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"Guest room was designed well. Very clean. Comfortable bed. Great shower, strong pressure, like a massage. Breakfast was excellent , fresh and hot. Will be back"

Norman 1-night trip

Posted 20 hours ago

Hyatt Place Poughkeepsie / Hudson Valley

Inn on the Hudson

Inn on the Hudson

8/10 Good

"Staff was very helpful"

Susan 1-night trip

Posted 1 day ago

Inn on the Hudson

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent

"Front desk people very professional and polite ."

Francisco 5-night trip

Posted 1 day ago

DoubleTree by Hilton Hotel Nanuet

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent

"Incredible staff. Great location. Attention to guests superlative.West Point tours were fantastic. Only complaint was that it is extremely pricey. Which is understandable considering where we stayed. We ate there for 2 dinners, one lunch, and 1 breakfast. Meals are expensive but were great except for a breakfast that was stone-cold for $24 each."

Cameron 3-night trip

Posted 2 days ago

The Thayer Hotel at West Point

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

10/10 Excellent

"The breakfast was the best I’ve had in any hotel."

Maureen 2-night trip

Posted 3 days ago

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

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