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

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Check availability on Highland Mills Hotels with a Pool

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

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 lobby with a fireplace, seating area, and a reception desk.
A hotel room with a large bed, a sofa, a desk, and a bathroom.
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.
₩168,161
₩207,049 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Harriman Woodbury
An indoor swimming pool with a 9-foot depth warning.
A modern hotel lobby with a large map mural, seating areas, and a reception desk.
A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.
A Simon Premium Outlet sign at Woodbury Commons.

2. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
  • Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
₩167,913
₩206,741 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express Hotel & Suites Chester by IHG
A large outdoor swimming pool surrounded by trees and a covered pavilion.
A large, multi-story stone building with a prominent arched entrance and multiple windows.
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.

3. 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.
₩209,341
₩257,752 total
includes taxes & fees
Aug 31 - Sep 1
Overlook Lodge at Bear Mountain
An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.
A Red Roof Inn & Suites building with a two-story structure, a balcony, and an American flag.
A Red Roof Inn & Suites with a two-story building, a balcony, and a flagpole.
A hotel room with a large bed, bedside tables, a desk, and a television.

4. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
New Windsor
  • Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
₩122,618
₩144,818 total
includes taxes & fees
Sep 13 - Sep 14
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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.
A modern restaurant with a long counter, wooden chairs, and pendant lighting.
A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.

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.
₩177,548
₩218,604 total
includes taxes & fees
Sep 13 - Sep 14
Fairfield Inn & Suites by Marriott Goshen Middletown
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 hotel room with a kitchenette, a living area with a sofa and a TV, and a large window with curtains.

6. 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.
₩179,447
₩211,972 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn & Suites Newburgh Stewart Airport
A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern hotel lobby with a seating area, large windows, and a television screen.
A modern hotel lobby with a fireplace, comfortable seating, and a television.

7. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
  • Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
₩139,217
₩164,449 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Middletown Goshen
A pool area with clear signage, including a 'NO DIVING' sign, and a 'SPA RULES' notice.
A modern living room with a sectional sofa, two armchairs, a coffee table, and a TV.
A Courtyard Marriott hotel with a covered entrance, outdoor seating area, and multiple balconies.
A modern hotel room with a flat-screen TV, a desk with drawers, a comfortable sofa, a bed, and a large window with curtains.

8. 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.
₩162,615
₩192,090 total
includes taxes & fees
Sep 20 - Sep 21
Courtyard by Marriott Newburgh Stewart Airport
A hotel room with two beds, a desk, a TV, and a chair.
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

9. 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.
₩183,328
₩216,567 total
includes taxes & fees
Aug 31 - Sep 1
La Quinta Inn & Suites by Wyndham Middletown-Goshen
An indoor swimming pool with lounge chairs and a stone wall.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.
A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

10. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
  • Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
₩150,916
₩178,269 total
includes taxes & fees
Sep 27 - Sep 28
Sleep Inn & Suites Middletown - Goshen
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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"We always enjoy our stay. The rooms are very clean and the staff is very pleasant and attentive to our needs."
Sherry A. 1-night trip
Posted 17 hours ago
Sleep Inn & Suites Middletown - Goshen
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent
"nice place to stay overnight .. friendly people."
Linda 1-night trip
Posted 19 hours ago
DoubleTree by Hilton Hotel Nanuet
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

8/10 Good
"Really pleasant stay. Thank you"
graham 3-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Goshen Middletown
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

10/10 Excellent
"Excellent stay from start to finish. It’s near nearby restaurants Chili’s, outback steakhouse and there’s an old-fashioned diner that was superb. This was one of the best things IExcellent stay from start to finish. It’s near nearby restaurants Chili’s, outback steakhouse and there’s a old-fashioned diner that was superb. This was one of the best days I had in the courtyard Marriott"
Tamara 3-night trip
Posted 2 days ago
Courtyard by Marriott Middletown Goshen
Inn on the Hudson

Inn on the Hudson

8/10 Good
"I enjoyed it very much."
Michael 1-night trip
Posted 5 days ago
Inn on the Hudson

Frequently asked questions

What are some accommodations with pools in Highland Mills?
Crowne Plaza Suffern - Mahwah by IHG: Offers continental, an indoor pool, and complimentary wired internet access. Sleep Inn & Suites Middletown - Goshen: Provides a snack bar/deli, an indoor pool, and free self parking. Hyatt Place Poughkeepsie / Hudson Valley: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Overlook Lodge at Bear Mountain: Offers daily, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Hotel steps from LEGOLAND® New York. Offers full, a seasonal outdoor pool, and complimentary wireless internet access.
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.

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