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Town of Highlands
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Top Cities in Town of Highlands

A cityscape with historic buildings by a lake, surrounded by hills.

A stone tower with a green roof and antenna, surrounded by rocky terrain and sparse trees.

A suspension bridge over a river, surrounded by dense forest and hills.

A person sitting on a concrete bench overlooking a river and hills.

Fort Montgomery

Check prices for these dates

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14 Nov - 15 Nov

Tomorrow

15 Nov - 16 Nov

Next weekend

20 Nov - 22 Nov

In two weeks

27 Nov - 29 Nov

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Our top choices for Town of Highlands hotels

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

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

A banquet hall with tables set for a formal event, featuring gold-rimmed plates, wine glasses, and candles.

A long dining table set with multiple place settings, including plates, glasses, and candles.

1. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property

Bear Mountain

8.4 out of 10, Very good, (1,003 reviews)

8.4/10

Very good

(1,003 reviews)

"Great place, but was super crowded."

"Great place, but was super crowded."

United States

Mike P

The price is NZ$228

NZ$228

includes taxes & fees

16 Nov - 17 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.

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

A large, historic building with a stone facade, multiple windows, and a prominent entrance.

A window with a view of trees and a building.

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, (822 reviews)

9.0/10

Wonderful

(822 reviews)

"Clean, friendly, great location, great restaurants"

"Clean, friendly, great location, great restaurants"

United States

Caroline

The price is NZ$478

NZ$478

includes taxes & fees

16 Nov - 17 Nov

The Thayer Hotel at West Point

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

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

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

A buffet with labeled containers of scrambled eggs, egg white & veggie omelet, turkey sausage, and pork sausage.

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, (330 reviews)

9.0/10

Wonderful

(330 reviews)

"Amazing location to stay"

"Amazing location to stay"

United States

Jonathan

The price is NZ$235

NZ$235

includes taxes & fees

13 Dec - 14 Dec

Holiday Inn Express West Point by IHG

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

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

A compact kitchen with a microwave, coffee maker, and a small refrigerator.

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, (868 reviews)

6.2/10

(868 reviews)

"Good location, does the job."

"Good location, does the job."

United States

Aaron

The price is NZ$192

NZ$192

includes taxes & fees

15 Nov - 16 Nov

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

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, (773 reviews)

8.6/10

Excellent

(773 reviews)

"Stayed here many time great place great staff"

"Stayed here many time great place great staff"

United States

Michael

The price is NZ$222

NZ$222

includes taxes & fees

29 Nov - 30 Nov

West Point Motel

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

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

A buffet with labeled containers of scrambled eggs, egg white & veggie omelet, turkey sausage, and pork sausage.

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, (8 reviews)

9.8/10

Exceptional

(8 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 house with a view of a bridge and mountains.

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

A room with a telescope on a tripod near a window with a view of a mountainous landscape.

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

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, (150 reviews)

9.8/10

Exceptional

(150 reviews)

"We had a great stay!!"

"We had a great stay!!"

United States

Jasmine

The price is NZ$548

NZ$548

includes taxes & fees

16 Nov - 17 Nov

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Living area

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

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

A bedroom with a bed, two bedside tables, a window with blinds, and a ceiling light.

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

Cozy 1-bedroom retreat minutes from West Point!

Highland Falls

8.4 out of 10, Very good, (5 reviews)

8.4/10

Very good

(5 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.

The price is NZ$358

NZ$358

includes taxes & fees

8 Dec - 9 Dec

Cozy 1-bedroom retreat minutes from West Point!

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

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.

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

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

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

Highland Falls

9.2 out of 10, Wonderful, (25 reviews)

9.2/10

Wonderful

(25 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.

The price is NZ$504

NZ$504

includes taxes & fees

18 Nov - 19 Nov

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

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

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

A staircase with carpeted steps and wooden handrails, leading to a door with glass panels.

A guitar leaning against a wall in a room with a bed and a nightstand.

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

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

Highland Falls

9.8 out of 10, Exceptional, (16 reviews)

9.8/10

Exceptional

(16 reviews)

"Host was available and communicated very well. The house was very clean too."

"Host was available and communicated very well. The house was very clean too."

United States

Erika

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

A bathroom with a black vanity, a glass bowl sink, and a mirror above it.

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with stools.

A modern kitchen with a stainless steel sink, a dishwasher, and wooden cabinets.

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.

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.

The price is NZ$552

NZ$552

includes taxes & fees

17 Nov - 18 Nov

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

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

A dining table with four white chairs.

A kitchen with dark cabinets, a white countertop, a coffee maker, a toaster, a teal microwave, and a utensil holder.

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

12. 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.

The price is NZ$652

NZ$652

includes taxes & fees

15 Dec - 16 Dec

Fabulous 3bdrm Home w/parking!

A room with hardwood flooring, a flat-screen TV on a stand, a white door, and a staircase leading to another level.

A wooden deck with white railings, leading to a white building with a brown roof.

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

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

13. 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.

The price is NZ$633

NZ$633

includes taxes & fees

15 Dec - 16 Dec

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

A hallway with a wooden door, a black table with a sign, and large green plants.

A kitchen with wooden cabinets, a coffee machine, a coffee bar sign, and a microwave.

A modern living room with a sofa, a coffee table, a TV mounted on a black wall, and framed pictures on the wall.

A bedroom with a bed, bedside table, lamp, chair, and a door.

14. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6

Highland Falls

9.6 out of 10, Exceptional, (4 reviews)

9.6/10

Exceptional

(4 reviews)

"Clean and convenient near West Point golf course"

"Clean and convenient near West Point golf course"

United States

mario b.

The price is NZ$713

NZ$713

includes taxes & fees

15 Nov - 16 Nov

3BR Near West Point | Coffee Bar | Sleeps 6

A modern kitchen with stainless steel appliances, white cabinetry, a coffee station, and a dining area with a wooden table and bench.

A kitchen with white cabinets, a stainless steel refrigerator, a stove, and a tiled backsplash.

A white door with a small window, flanked by grey curtains, leading to a room with wooden flooring.

A living room with a green sofa set, a glass coffee table, and a wall-mounted TV.

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

Local Artist Inspired | Walk to WestPoint + King Bed

Highland Falls

9.6 out of 10, Exceptional, (21 reviews)

9.6/10

Exceptional

(21 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.

The price is NZ$729

NZ$729

includes taxes & fees

15 Nov - 16 Nov

Local Artist Inspired | Walk to WestPoint + King Bed

A staircase with a wooden handrail and a white wall.

A staircase with wooden balusters and a handrail, leading to a bathroom with a white vanity and a mirror.

A modern living room with a grey sofa, a wooden coffee table, and a fluffy rug. There is a flat-screen TV mounted on the wall, a dining area with a table and chairs, and a staircase leading to another level.

A stone wall with two cylindrical objects labeled 'DEREW ENERGY' and a dense green foliage area.

16. 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

An outdoor patio with a stone wall, a wooden fence, and a table with chairs.

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

A modern kitchen with white cabinets, a stainless steel refrigerator, and a dishwasher.

A bedroom with a large bed, a wooden headboard, a bedside table, a nightstand, a window, and a door.

17. 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, (40 reviews)

10/10

Exceptional

(40 reviews)

"Awesome stay in Highland Falls will stay again."

"Awesome stay in Highland Falls will stay again."

United States

Thomas M.

Updated Home w/ Patio Half Mile to West Point

An outdoor covered patio with a wooden ceiling, a ceiling fan, a dining table with chairs, a cushioned sofa, and a coffee table.

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 staircase with wooden steps and black balusters, a white console table with a vase of flowers, and a patterned rug on the floor.

18. 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

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 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 two-story house with a porch and a gated driveway.

A wooden staircase with white handrails, leading upwards.

A modern kitchen with wooden cabinets, a stainless steel stove, a microwave, and a toaster. There are stools and a small island with a plant.

A wooden coffee table with two decorative planters in a living room.

19. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!

Highland Falls

9.8 out of 10, Exceptional, (26 reviews)

9.8/10

Exceptional

(26 reviews)

"Clean, modern, functional, comfortable. Great stay"

"Clean, modern, functional, comfortable. Great stay"

United States

Jerell T.

The price is NZ$594

NZ$594

includes taxes & fees

15 Dec - 16 Dec

Walk to WP Gate + Free Parking!

A deck with a fire pit, chairs, and a grill.

No hallway trips needed! Your own en-suite bathroom is just steps from your bed.

A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, a microwave, and a wooden dining table with two chairs.

A modern kitchen with a stainless steel refrigerator, a wooden dining table with chairs, and a hallway leading to a living area with a sofa and a coffee table.

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

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

Highland Falls

9.4 out of 10, Exceptional, (8 reviews)

9.4/10

Exceptional

(8 reviews)

"Great location and super host. "

"Great location and super host. "

United States

James U.

Sleek Escape: Modern 3 BR- 4 Min from 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

8/10 Good

"The room was clean. Staff was super helpful and the breakfast area was huge with lots of options."

Arlene 2-night trip

Posted 2 hours ago

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah

8/10 Good

"Updating hotel. Breakfast was extremely limited and place is in a disarray."

George 2-night trip

Posted 12 hours ago

Hampton Inn & Suites Mahwah

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent

"O no No You. No"

Frank 2-night trip

Posted 15 hours ago

DoubleTree by Hilton Hotel Nanuet

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

10/10 Excellent

"Clean facility, friendly staff"

Braden 1-night trip

Posted 19 hours ago

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent

"We have stayed at the hotel many nights. Have celebrated special occasions and holidays here. We have always have a great experience and great service! The food and drinks and on point!! The balcony rooms have beautiful views of the bridge and river."

Ryan 1-night trip

Posted 23 hours ago

Hotel Nyack, a JdV by Hyatt Hotel

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