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

Hotels with Swimming Pools in Highland Mills

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Check availability on Highland Mills Hotels with Swimming Pools

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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.
A hotel lobby with a sofa, table, chairs, and a large window offering a view of greenery.

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.
S$191
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Harriman Woodbury
An indoor swimming pool with a 9-foot depth warning.
A Simon Premium Outlet sign at Woodbury Commons.
A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.
A hotel with a central entrance pavilion, a flag, and a landscaped garden.

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.
S$191
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express Hotel & Suites Chester by IHG
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 wooden reception desk with a man standing behind it, a staircase, and a wooden interior.
A long dining table set with multiple place settings, including plates, glasses, and candles.

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.
S$207
includes taxes & fees
30 Aug - 31 Aug
Overlook Lodge at Bear Mountain

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.
S$134
includes taxes & fees
20 Sept - 21 Sept
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 modern restaurant with a long counter, wooden chairs, and pendant lighting.
An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.
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.
S$210
includes taxes & fees
13 Sept - 14 Sept
Fairfield Inn & Suites by Marriott Goshen Middletown
A hotel lobby with a reception desk, bar area, and a television displaying news.
A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.
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.

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.
S$196
includes taxes & fees
13 Sept - 14 Sept
Hampton Inn & Suites Newburgh Stewart Airport
A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern bar area with a curved counter, bar stools, and a television screen.
A modern hotel lobby with a seating area, large windows, and a television screen.

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.
S$152
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Middletown Goshen
A pool area with clear signage, including a 'NO DIVING' sign, and a 'SPA RULES' notice.
A hotel lobby with a seating area, a bar, and a view of the city.
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.
S$177
includes taxes & fees
20 Sept - 21 Sept
Courtyard by Marriott Newburgh Stewart Airport
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A modern bathroom with a large mirror, a sink, and a shower.
A hotel room with two beds, a desk, a TV, and a chair.

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.
S$195
includes taxes & fees
30 Aug - 31 Aug
La Quinta Inn & Suites by Wyndham Middletown-Goshen
An indoor swimming pool with lounge chairs and a stone wall.
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.
A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.

10. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
  • Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
S$165
includes taxes & fees
27 Sept - 28 Sept
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

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

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

10/10 Excellent
"shshsn"
jay n 1-night trip
Posted 1 hour ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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 5 hours ago
Fairfield Inn & Suites by Marriott Goshen Middletown
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

8/10 Good
"Sleep Inn & Suites in Middletown was a great choice for our family of three. We needed a clean, comfortable place to stay overnight, and this hotel met our needs perfectly. We chose it because many reviews mentioned its cleanliness and safe location, and we were not disappointed. We felt comfortable throughout our stay and would recommend it to other families looking for a convenient overnight stay."
Josefa 1-night trip
Posted 7 hours ago
Sleep Inn & Suites Middletown - Goshen
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 8 hours 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 3 days ago
Inn on the Hudson

Frequently asked questions

What are some accommodation options with pools in Highland Mills?
Crowne Plaza Suffern - Mahwah by IHG: Offers a snack bar/deli, an indoor pool and free self parking. Hyatt Place Poughkeepsie / Hudson Valley: Provides continental, an indoor pool and complimentary high-speed (wired) Internet access. Sleep Inn & Suites Middletown - Goshen: 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 such as Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions such as 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 with an outdoor swimming pool if you'll be visiting Highland Mills in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation 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 temp is 0°C.

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