A calm lake at sunset with trees and grass along the shore.

Hotels with Swimming Pool in Highland Mills, New York

  • 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 availability on Highland Mills Hotels with Swimming Pool

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Highland Mills hotels with a pool

An indoor swimming pool with clear blue water, surrounded by tiled flooring and furnished with chairs and tables.
A hotel lobby with a sofa, table, chairs, and a large window offering a view of greenery.
A lobby with a fireplace, seating area, and a reception desk.
An outdoor patio with brick flooring, round tables, and blue umbrellas.

1. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
Central Valley
  • Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets.
P7,130
P8,778 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Harriman Woodbury
An indoor swimming pool with clear signage, a clock, and a fire extinguisher.
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.

2. Holiday Inn Express West Point by IHG

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.
P6,881
P8,128 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express West Point by IHG
A hotel lobby with a reception desk, bar area, and a television displaying news.
A hotel room with a bed, desk, TV, and a sofa.
A hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.
A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.

3. Hampton Inn & Suites Newburgh Stewart Airport

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.
P8,668
P10,240 total
includes taxes & fees
Oct 28 - Oct 29
Hampton Inn & Suites Newburgh Stewart Airport
A hotel indoor pool with lounge chairs, a hot tub, and a warning sign.
A conference room with a desk, two monitors, a chair, and a blue sofa.
A spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.
A spacious living area with a curved sofa, a fireplace, and a modern chandelier.

4. Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
New Windsor
  • Dive into blissful relaxation at this hotel's indoor pool oasis with bubbling hot tub escape.
P9,190
P10,855 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites Stewart Airport
A rectangular swimming pool with a metal ladder, surrounded by a low fence and trees.
A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.
An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.
A modern restaurant with a long counter, wooden chairs, and pendant lighting.

5. Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
Goshen
  • Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.
P8,069
P9,935 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Goshen Middletown
A large outdoor swimming pool surrounded by trees and a covered pavilion.
A table set for a formal event with candles, flowers, and glassware.
A long dining table set with multiple place settings, including plates, glasses, and candles.
A wooden reception desk with a man standing behind it, a staircase, and a wooden interior.

6. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
  • Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
P5,447
P6,706 total
includes taxes & fees
Nov 3 - Nov 4
Overlook Lodge at Bear Mountain
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.
A modern lounge area with a stone wall, a flat-screen TV, and blue seating.
A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.
A modern breakfast bar with a wooden wall, a coffee machine, and a juice dispenser.

7. Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
Fishkill
  • Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.
P6,114
P7,070 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Suites Fishkill near Interstate 84
An indoor swimming pool with a tiled edge, surrounded by lounge chairs and a seating area with tables.
A hotel room with two beds, a desk, a TV, and a chair.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.
A modern bathroom with a large mirror, a sink, and a shower.

8. La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
  • Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.
P7,125
P8,416 total
includes taxes & fees
Nov 1 - Nov 2
La Quinta Inn & Suites by Wyndham Middletown-Goshen
An indoor swimming pool with a tiled edge, surrounded by orange and teal chairs, and large windows allowing natural light.
A modern restaurant with a central island, multiple tables, and chairs.
An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.

9. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
  • Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
P9,694
P11,670 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites by Hilton Middletown
A pool area with clear signage, including a 'NO DIVING' sign, and a 'SPA RULES' notice.
A modern hotel room with a flat-screen TV, a desk with drawers, a comfortable sofa, a bed, and a large window with curtains.
A hotel lobby with a seating area, a bar, and a view of the city.
A modern living room with a sectional sofa, two armchairs, a coffee table, and a TV.

10. Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
Newburgh
  • Splash into comfort at this airport hotel's indoor oasis with plush loungers and spa-like relaxation.
P8,720
P10,300 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Newburgh Stewart Airport
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Highland Mills Hotel Reviews

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah

10/10 Excellent
"We’d stay again! Especially for those biscuits and gravy!"
Linda 1-night trip
Posted 3 hours ago
Hampton Inn & Suites Mahwah
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"The hotel was great. The only problem was there is an internal bar that was supposed to close at 11:00 pm but there was a lot of noise from the bar until after midnight."
Douglas 2-night trip
Posted 2 days ago
Crowne Plaza Suffern - Mahwah by IHG

Frequently asked questions

What are some accommodations with pools in Highland Mills?
Overlook Lodge at Bear Mountain: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Sleep Inn & Suites Middletown - Goshen: Offers continental, an indoor pool, and complimentary wired internet access. Crowne Plaza Suffern - Mahwah by IHG: Features a snack bar/deli, an indoor pool, and free self parking. Hyatt Place Poughkeepsie / Hudson Valley: Offers buffet, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Offers a snack bar/deli, an indoor pool, and buffet.
What is there to see and do in Highland Mills?
Explore places like Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions like Arrow Park Lake and Lodge and Storm King Art Center.
When is the best time to book a hotel with a pool in Highland Mills?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Highland Mills in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 32°F.

Explore a world of travel with Expedia