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

Town of Highlands Travel Guide Town of Highlands Flights Things to do in Town of Highlands Car Rentals in Town of Highlands Town of Highlands Vacations Vacation Rentals in Town of Highlands

A river winding through a mountainous landscape with autumn foliage.

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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

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Nov 12 - Nov 13

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Nov 20 - Nov 22

Map of Town of Highlands

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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, (1,001 reviews)

8.4/10

Very good

(1,001 reviews)

"Great place, but was super crowded."

"Great place, but was super crowded."

United States

Mike P

$106 nightly

The price is $125

$125 total

Nov 22 - Nov 23

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 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, (821 reviews)

9.0/10

Wonderful

(821 reviews)

"Amazing Place absolutely wonderful place to stay"

"Amazing Place absolutely wonderful place to stay"

United States

Michael

$217 nightly

The price is $257

$257 total

Nov 22 - Nov 23

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 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

$110 nightly

The price is $130

$130 total

Dec 13 - Dec 14

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 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

$107 nightly

The price is $121

$121 total

Nov 15 - Nov 16

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 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, (772 reviews)

8.6/10

Excellent

(772 reviews)

"Stayed here many time great place great staff"

"Stayed here many time great place great staff"

United States

Michael

$100 nightly

The price is $123

$123 total

Nov 29 - Nov 30

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 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

$257 nightly

The price is $304

$304 total

Nov 16 - Nov 17

Total with taxes and fees

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.

$182 nightly

The price is $200

$200 total

Dec 8 - Dec 9

Total with taxes and fees

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.

$275 nightly

The price is $280

$280 total

Nov 17 - Nov 18

Total with taxes and fees

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.

$264 nightly

The price is $294

$294 total

Nov 17 - Nov 18

Total with taxes and fees

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.

$324 nightly

The price is $360

$360 total

Dec 8 - Dec 9

Total with taxes and fees

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.

$310 nightly

The price is $355

$355 total

Dec 8 - Dec 9

Total with taxes and fees

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.

$402 nightly

The price is $409

$409 total

Nov 15 - Nov 16

Total with taxes and fees

3BR Near West Point | Coffee Bar | Sleeps 6

Stretch out on the emerald sectional and relax under the ceiling fan.

Relax in a bright king suite with a plush bed, natural light, and bold art.

A cozy table with two stools is perfect for coffee, quick bites, or cards.

Bathroom

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.

$411 nightly

The price is $418

$418 total

Nov 15 - Nov 16

Total with taxes and fees

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.

$298 nightly

The price is $333

$333 total

Dec 8 - Dec 9

Total with taxes and fees

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.

View all properties

Get last-minute hotel deals in Town of Highlands and save more

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Showing deals for:

Showing deals for:

Nov 12 - Nov 13

Nov 12 - Nov 13

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.

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property

Bear Mountain

8.4 out of 10, Very good, (1,001 reviews)

8.4/10

Very good

(1,001 reviews)

We have 6 left at

$154 nightly

The price is $182

$182 total

Total with taxes and fees

Overlook Lodge at Bear Mountain

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.

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)

$94 nightly

The price is $115

$115 total

Total with taxes and fees

Sign in for extra savings

Sign in for extra savings

FairBridge Inn & Suites 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.

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)

We have 1 left at

$259 nightly

The price is $306

$306 total

Total with taxes and fees

Holiday Inn Express West Point by IHG

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.

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)

Holiday Inn Express & Suites West Point - Fort Montgomery

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.

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)

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

Stretch out on the emerald sectional and relax under the ceiling fan.

Relax in a bright king suite with a plush bed, natural light, and bold art.

A cozy table with two stools is perfect for coffee, quick bites, or cards.

Bathroom

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)

Local Artist Inspired | Walk to WestPoint + King Bed

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.

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)

3BR Near West Point | Coffee Bar | Sleeps 6

A blue house with a white porch, a welcome sign, and a mailbox.

A blue house with a white porch, a welcome sign, and a covered window.

A modern kitchen with wooden cabinets, a granite countertop, and a built-in stove.

A kitchen with wooden cabinets, a central island, and a refrigerator.

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

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

Highland Falls

8.4 out of 10, Very good, (7 reviews)

8.4/10

Very good

(7 reviews)

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

Showing deals for:

Showing deals for:

Nov 20 - Nov 22

Nov 20 - Nov 22

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.

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)

We have 6 left at

$434 nightly

The price is $1,025

$1,025 total

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 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.

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)

$350 nightly

The price is $792

$792 total

Total with taxes and fees

FairBridge Inn & Suites at West Point

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.

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)

We have 1 left at

$355 nightly

The price is $801

$801 total

Total with taxes and fees

Cozy 1-bedroom retreat minutes from West Point!

A dining area with a table, chairs, a vase with flowers, a hanging light fixture, and wall decorations.

A kitchen with teal cabinets, a microwave, a stove, and a refrigerator.

A multi-story building with a storefront labeled 'Benny Havens.'

A bedroom with a bed, bedside tables, a ceiling fan, a window with curtains, and a door leading to another room.

Mountain-View 2BR Steps from Thayer Gate

Mountain-View 2BR Steps from Thayer Gate

Highland Falls

We have 1 left at

$519 nightly

The price is $1,186

$1,186 total

Total with taxes and fees

Mountain-View 2BR Steps from Thayer Gate

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.

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)

We have 1 left at

$529 nightly

The price is $1,210

$1,210 total

Total with taxes and fees

Walk to WP Gate + Free Parking!

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

A modern kitchen with stainless steel appliances, a marble countertop, and a dining area with white chairs.

A living room with a sofa, a chair, and a coffee table. There is a window with a view of houses and trees.

Revo1 master closet

Hudson Valley/West Point Retreat w/ parking!

Hudson Valley/West Point Retreat w/ parking!

Highland Falls

We have 1 left at

$651 nightly

The price is $1,544

$1,544 total

Total with taxes and fees

Hudson Valley/West Point Retreat w/ parking!

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.

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)

Holiday Inn Express & Suites West Point - Fort Montgomery

Top Town of Highlands Hotel Reviews

A bar area with a long counter, multiple stools, and a variety of bottles and glasses.

A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a large window with curtains.

A row of brick buildings with arched windows and a covered outdoor seating area.

A multi-story hotel with balconies, outdoor seating, and a well-lit facade.

The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel

Goshen

10/10 Excellent

Well maintained and clean property , inside and out. We could have gotten more of an overview of the property when we checked in, but we managed. Ample parking available in their parking lot in the back. One thing I was surprised about -for a luxury inn , they had polyester sheets instead of cotton sheets. Overall great stay.

Well maintained and clean property , inside and out. We could have gotten more of an overview of the property when we checked in, but we managed. Ample parking available in their parking lot in the back. One thing I was surprised about -for a luxury inn , they had polyester sheets instead of cotton sheets. Overall great stay.

United States

Kevin

Reviewed November 2, 2026Reviewed November 2, 2026

The Orange Inn Boutique Hotel

An outdoor patio area with a stone fire pit, seating, and a Marriott sign in the background.

A hotel with multiple buildings, a parking lot, and a body of water in the foreground.

A spacious lobby with a fireplace, seating area, and a reception desk.

A spacious lobby with a fireplace, comfortable seating, and a high ceiling with skylights.

SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill

Fishkill

10/10 Excellent

The hotel was clean and the free breakfast was delicious. The staffs were also approachable and friendly. Would highly recommend.

The hotel was clean and the free breakfast was delicious. The staffs were also approachable and friendly. Would highly recommend.

United States

MICHELLE

Reviewed November 5, 2026Reviewed November 5, 2026

SpringHill Suites by Marriott Fishkill

A conference room with a stone wall, a large arched window, and a television on the wall.

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

A balcony with wicker furniture and a view of a river and distant hills.

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

The Abbey Inn & Spa

The Abbey Inn & Spa

Peekskill

10/10 Excellent

Very nice hotel although immediate hotel surroundings not that attractive.

Very nice hotel although immediate hotel surroundings not that attractive.

United States

Ralph

Reviewed November 9, 2024Reviewed November 9, 2024

The Abbey Inn & Spa

A swimming pool with a deck, surrounded by potted plants and outdoor furniture.

A large, two-story white house with a wrap-around porch and a small front garden.

A large white house with a porch, surrounded by trees and a stone wall.

A garden with a stone fountain, a wooden gazebo, and various shrubs and flowers.

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

Chester

10/10 Excellent

Lovely period home. Owners were friendly, courteous and informative. Breakfast was delicious. Overall stay was very enjoyable and would stay again.

Lovely period home. Owners were friendly, courteous and informative. Breakfast was delicious. Overall stay was very enjoyable and would stay again.

United States

Cindy

Reviewed November 26, 2019Reviewed November 26, 2019

The Dominion House Bed & Breakfast

A covered outdoor area with a fire pit, wooden chairs, and a view of a building with multiple windows.

A Sleep Inn & Suites building with a covered entrance, stone facade, and multiple windows.

A hotel lobby with a sofa bed, two side tables, a potted plant, and a patterned carpet.

A modern restaurant with high tables, bar stools, and blue cushioned seating.

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

Monroe

10/10 Excellent

Everything was great! From the actual rooms to the delicious breakfast served every morning.

Everything was great! From the actual rooms to the delicious breakfast served every morning.

United States

Lisyani

Reviewed November 11, 2026Reviewed November 11, 2026

Sleep Inn & Suites Monroe - Woodbury

A hot tub with a digital control panel, surrounded by potted plants.

A row of cylindrical planters with various plants and flowers.

A building with a balcony, a door, and a small garden area with a lamp post.

A modern bathroom with a freestanding bathtub, a mirror, and a green curtain.

The Factory

Beacon

10/10 Excellent

The hotel has style! They've done a great job repurposing an old factory into a boutique hotel. The room I stayed in was spacious and colorfully decorated, with a lovely balcony and very large shower. The staff people were friendly and helpful. I was there for just a night, but this place would be perfect for a long weekend.

The hotel has style! They've done a great job repurposing an old factory into a boutique hotel. The room I stayed in was spacious and colorfully decorated, with a lovely balcony and very large shower. The staff people were friendly and helpful. I was there for just a night, but this place would be perfect for a long weekend.

United States

JAYANTI

Reviewed August 16, 2024Reviewed August 16, 2024

A spacious balcony with wooden flooring, a ceiling fan, and a view of the city.

Point of interest

Point of interest

Point of interest

Brinckerhoff Inn

Brinckerhoff Inn

Fishkill

10/10 Excellent

I loved the historical aspect of it, as well as the breakfast! Bob was very hospitable as well.

I loved the historical aspect of it, as well as the breakfast! Bob was very hospitable as well.

United States

Meredith

Reviewed September 30, 2019Reviewed September 30, 2019

Brinckerhoff Inn

An outdoor seating area with stone walls, a fire feature, and yellow chairs.

A modern interior with a sofa, chairs, tables, a TV, and a kitchen area.

A multi-story hotel with a modern design, featuring a covered outdoor seating area and a parking lot.

A hotel room with a bed, a desk, a television, a chair, and a sofa.

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Poughkeepsie

10/10 Excellent

Comfy. Homey. Clean. Brightly lit and cheery lobby area. Great breakfast setup. Nice bedding. Spacious suite style. Easy and quick drive to Marist. Very small downers: Parking lot a tad cramped and narrow. Muddy construction lot in front. Desk staff tends to stray away from the desk and there was no telling when they would be back. Could use a desk sign or something saying "Back in 15 minutes."

Comfy. Homey. Clean. Brightly lit and cheery lobby area. Great breakfast setup. Nice bedding. Spacious suite style. Easy and quick drive to Marist. Very small downers: Parking lot a tad cramped and narrow. Muddy construction lot in front. Desk staff tends to stray away from the desk and there was no telling when they would be back. Could use a desk sign or something saying "Back in 15 minutes."

United States

David

Reviewed October 2, 2024Reviewed October 2, 2024

Home2 Suites By Hilton Poughkeepsie

A large brick building with a symmetrical facade, multiple chimneys, and a central entrance with an archway.

A library with bookshelves, a chandelier, and a fireplace.

A bar area with a seating arrangement, a bartender, and a wine rack in the background.

A room with a chandelier, a red sofa, a green armchair, and a tufted ottoman.

Mirbeau Inn & Spa Beacon

Mirbeau Inn & Spa Beacon

Beacon

10/10 Excellent

Gorgeous property

Gorgeous property

United States

EDUARD

Reviewed October 21, 2026Reviewed October 21, 2026

Mirbeau Inn & Spa Beacon

An outdoor dining area with a table set for six, surrounded by chairs, and a large house in the background.

A large, two-story house with a covered patio area and a well-maintained lawn.

A cozy living room with a fireplace, wooden paneling, a patterned rug, and a dining area with a chandelier.

A dining area with a fireplace, white tablecloths, and a variety of decorative plates on the walls.

Stagecoach Inn

Goshen

10/10 Excellent

This Inn is a relaxation paradise.Warm & welcoming staff, beautiful & extremely comfortable room ,with a choice of elegantly designed rooms throughout the Inn to enjoy a drink or dinner .The food is delicious!Everything we order from apps to entrees ,desserts & drinks right down to the bkfst was wonderful!I highly recommend booking a night or 2 here.We will definitely be back!

This Inn is a relaxation paradise.Warm & welcoming staff, beautiful & extremely comfortable room ,with a choice of elegantly designed rooms throughout the Inn to enjoy a drink or dinner .The food is delicious!Everything we order from apps to entrees ,desserts & drinks right down to the bkfst was wonderful!I highly recommend booking a night or 2 here.We will definitely be back!

United States

Alissa

Reviewed November 2, 2020Reviewed November 2, 2020

A modern hotel building with a prominent sign, a covered entrance, and a parking area.

A modern hotel lobby with seating areas, a reception desk, and a large mural.

A hotel lobby with orange seating, a dining area, and a TV screen.

A reception area with a modern design, featuring a large wall mural, two reception counters with patterned backdrops, and a storage area with shelves on the left.

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

10/10 Excellent

I loved how clean my room was. It was simple but had everything you needed. It was very quiet and I didn’t not hear anything from outside my room while I was in there.

I loved how clean my room was. It was simple but had everything you needed. It was very quiet and I didn’t not hear anything from outside my room while I was in there.

United States

Jordan

Reviewed October 17, 2023Reviewed October 17, 2023

La Quinta Inn & Suites by Wyndham Middletown-Goshen

A buffet with labeled trays of turkey sausage and cookies.

A Holiday Inn Express & Suites sign with a bench and flower beds in front.

A Holiday Inn Express & Suites building with a covered entrance, multiple windows, and a landscaped area with plants and a fire hydrant.

A hotel room with two beds, a desk with a television, and a window with curtains.

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Peekskill

10/10 Excellent

Very nice lodging across the street from a riverside park and walking trail.

Very nice lodging across the street from a riverside park and walking trail.

United States

David Allen

Reviewed May 5, 2023Reviewed May 5, 2023

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.

A modern kitchen with a central island, bar stools, a microwave, and a dishwasher.

A modern living room with a large TV, comfortable seating, and a patterned rug.

A modern living room with a sofa, coffee table, and a TV. There is a kitchen area with cabinets and a microwave.

Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG

Middletown

10/10 Excellent

Very Good

Very Good

United States

Moraivic

Reviewed November 3, 2026Reviewed November 3, 2026

Candlewood Suites Middletown Goshen by IHG

A hotel entrance with a black door, a brick facade, and red flowers in front.

A rooftop terrace with wicker furniture, a glass table, and a view of green mountains under a partly cloudy sky.

A cozy living room with a dark leather sofa, a glass coffee table, and a fireplace. There are framed pictures on the walls and a large mirror above the fireplace.

A living room with a fireplace, a sofa, a coffee table, and a view of the street through large windows.

The Dutchess Inn and Spa at Beacon

The Dutchess Inn and Spa at Beacon

Beacon

10/10 Excellent

The cleanliness, courteous and friendly staffers.

The cleanliness, courteous and friendly staffers.

United States

Marjorie

Reviewed April 18, 2025Reviewed April 18, 2025

The Dutchess Inn and Spa at Beacon

An outdoor patio with a stone fire pit surrounded by wicker chairs and a table.

A hotel with multiple buildings, a parking lot, and a body of water in the foreground.

A spacious lobby with a fireplace, seating area, and a reception desk.

A spacious lobby with a fireplace, comfortable seating, and a large TV screen.

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill

Fishkill

10/10 Excellent

Great stay

Great stay

United States

Renaud

Reviewed July 14, 2024Reviewed July 14, 2024

Residence Inn by Marriott Fishkill

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