The Best Hotels with a Pool in Highland Falls, NY from ￥15,492 in 2026

Q: What are some accommodations with pools in Highland Falls?

FairBridge Inn & Suites at West Point : Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. West Point Motel : Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. West Gate Inn Nyack : Offers a snack bar/deli, an indoor pool, and free self parking. Overlook Lodge at Bear Mountain : Provides buffet, an indoor pool, and free self parking. Hotel Nyack, a JdV by Hyatt Hotel : Offers a snack bar/deli, an indoor pool, and buffet.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Highland Falls hotels with a pool

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

1. Holiday Inn Express West Point by IHG

Fort Montgomery

Splash into an indoor pool paradise with mountain views at this hotel near Bear Mountain State Park.

￥21,343 total

includes taxes & fees

Nov 9 - Nov 10

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

2. Overlook Lodge at Bear Mountain

Bear Mountain

Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.

￥19,975 total

includes taxes & fees

Nov 16 - Nov 17

An indoor swimming pool with clear blue water, surrounded by tiled flooring and furnished with chairs and tables.

3. Hampton Inn Harriman Woodbury

Central Valley

Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets.

￥23,056 total

includes taxes & fees

Nov 15 - Nov 16

A hotel lobby with a bar area, a television screen displaying news, and decorative metal sculptures.

4. Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

Splash into year-round relaxation at this hotel's indoor swimming oasis, just minutes from Algonquin Park and local attractions.

￥24,573 total

includes taxes & fees

Nov 29 - Nov 30

An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.

5. Comfort Suites Fishkill near Interstate 84

Fishkill

Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.

￥17,912 total

includes taxes & fees

Nov 29 - Nov 30

A large, historic building with a prominent tower, surrounded by well-maintained gardens and a parking area.

6. The Abbey Inn & Spa

Peekskill

Swim surrounded by lush gardens and historic charm at this peaceful abbey-turned-hotel retreat.

￥68,508 total

includes taxes & fees

Nov 29 - Nov 30

An indoor swimming pool with clear blue water, sunlit windows, and lounge chairs along the poolside.

7. SpringHill Suites by Marriott Fishkill

Fishkill

Soak up relaxation at this family-friendly hotel with a pristine indoor pool for year-round swims.

￥32,803 total

includes taxes & fees

Nov 30 - Dec 1

A spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.

8. Homewood Suites Stewart Airport

New Windsor

Dive into blissful relaxation at this hotel's indoor pool oasis with bubbling hot tub escape.

￥33,133 total

includes taxes & fees

Nov 27 - Nov 28

A swimming pool with lounge chairs, a fenced patio, and a building with a brick facade.

9. Best Western Fishkill Inn & Suites

Fishkill

Seasonal outdoor pool for summer dips makes this hotel a perfect family-friendly getaway.

￥19,554 total

includes taxes & fees

Dec 3 - Dec 4

An indoor swimming pool with tiled edges, a metal ladder, and chairs around the pool.

10. HYATT house Fishkill/Poughkeepsie

Fishkill

Sleek indoor pool sanctuary with bubbling hot tub invites relaxation, complete with plush loungers for ultimate comfort.

￥24,409 total

includes taxes & fees

Nov 15 - Nov 16

View all properties

Choose what matters most at hotels with a pool in Highland Falls

Breakfast included

4 stars

Top Highland Falls Hotel Reviews

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

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

Peekskill

10/10 Excellent

David Allen

SpringHill Suites by Marriott Fishkill

Fishkill

10/10 Excellent

Diane

Overlook Lodge at Bear Mountain

Bear Mountain

10/10 Excellent

The property is well tucked away in the wilderness of Bear Mountain State Park. It's designed to blend with the surrounding nature. The hotel has very rustic look and feel but in a good way. It definitely gives nostalgic vibes of being in a log and stone cabin in the woods. The rooms and property are very clean and cozy and updated without ruining the rustic feel. The only two complaints I have about the property and it's very minor is that 1) the walls are extremely thin and noise from...

Arie

Homewood Suites Stewart Airport

New Windsor

10/10 Excellent

Needed a place to stay when moving to the area. This hotel was conveniently located and very affordable - especially considering what you get! The suites were fantastic - spacious, everything we needed, kitchenettes. On top of that they serve a good hot breakfast every morning and a manager's reception (which is essentially a meal) four nights a week. What a deal! Friendly, helpful staff too. I truly don't have anything negative to say about this hotel.

Anonymous traveler

An indoor swimming pool with clear water, surrounded by walls with a blue and white color scheme, and equipped with safety railings and seating areas.

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

10/10 Excellent

Jordan

HYATT house Fishkill/Poughkeepsie

Fishkill

10/10 Excellent

Monica

Best Western Fishkill Inn & Suites

Fishkill

10/10 Excellent

MHD Amar

A swimming pool with a tiled deck, a few lounge chairs, and a stone wall outside.

Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

10/10 Excellent

It was a special stay for us, Marist graduation weekend 2025. Unfortunately, there was a mixup with our reservation. The fabulous front desk staff did not let us down, Kat, Julia & Tianna went above & beyond to “fix” the situation quickly! In addition, Jason, the hotel manager made sure we were super comfortable & had an enjoyable weekend with our son! Hotel was super clean, comfortable & breakfast was great! I would highly recommend this well run Hyatt!

Richard

A rectangular swimming pool with a metal ladder, surrounded by a low fence and trees.

Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

10/10 Excellent

jonathan

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

Hampton Inn Fishkill

Fishkill

10/10 Excellent

James

An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.

Residence Inn by Marriott Middletown Goshen

Middletown

10/10 Excellent

Everything was beautiful, it looks like a new property. My only complaint was after shutting off the air conditioner/heater it still remained on and was very noisy keeping my wife and I up most of the night. Even switching the circuit breaker off didn’t solve the problem. I’m not one to complain though and didn’t bother the staff at the late hour. I still wouldn’t hesitate to stay at a residence inn property in the future.

Joseph

Frequently Asked Questions

What are some accommodations with pools in Highland Falls?

FairBridge Inn & Suites at West Point: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. West Point Motel: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. West Gate Inn Nyack: Offers a snack bar/deli, an indoor pool, and free self parking. Overlook Lodge at Bear Mountain: Provides buffet, an indoor pool, and free self parking. Hotel Nyack, a JdV by Hyatt Hotel: Offers a snack bar/deli, an indoor pool, and buffet.

What is there to see and do in Highland Falls?

Explore places like Woodbury Common Premium Outlets while you're in the area. Enjoy a stroll along the shore at Lake Tiorati Beach and Lake Welch Beach.

When is the best time to book a hotel with a pool in Highland Falls?

You may want to think about a place to stay with an outdoor swimming pool if you're planning to visit Highland Falls in the warmest months of July, August, or June when the average temp is 69°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 33°F.

Find Hotels with a Pool in Highland Falls, NY

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Highland Falls hotels with a pool

1. Holiday Inn Express West Point by IHG

2. Overlook Lodge at Bear Mountain

3. Hampton Inn Harriman Woodbury

4. Hampton Inn & Suites Newburgh Stewart Airport

5. Comfort Suites Fishkill near Interstate 84

6. The Abbey Inn & Spa

7. SpringHill Suites by Marriott Fishkill

8. Homewood Suites Stewart Airport

9. Best Western Fishkill Inn & Suites

10. HYATT house Fishkill/Poughkeepsie

Choose what matters most at hotels with a pool in Highland Falls

Top Highland Falls Hotel Reviews

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

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Highland Falls?

What is there to see and do in Highland Falls?

When is the best time to book a hotel with a pool in Highland Falls?