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

Find Hotels with a Pool in Highland Mills, NY

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Check availability on Highland Mills Hotels with a Pool

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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.
An outdoor patio with brick flooring, round tables, and blue umbrellas.
A hotel room with a large bed, a sofa, a desk, and a bathroom.

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.
₩158,634
₩195,319 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Harriman Woodbury
An indoor swimming pool with a 9-foot depth warning.
A hotel with a central entrance pavilion, a flag, and a landscaped garden.
A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.
A modern hotel lobby with a large map mural, seating areas, and a reception desk.

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.
₩143,664
₩176,887 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Hotel & Suites Chester by IHG
A Hampton Inn & Suites by Hilton hotel with a large illuminated sign, modern architecture, and a well-lit facade.
A modern bathroom with a walk-in shower, grab bars, and a white towel hanging on the wall.
A store interior with shelves stocked with various snacks and treats, a chalkboard with a message, and a wall with a circular design.
A reception desk with a large poster on the wall and a person seated behind it.

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.
₩192,872
₩227,830 total
includes taxes & fees
Oct 28 - Oct 29
Hampton Inn & Suites Newburgh Stewart Airport
A large outdoor swimming pool surrounded by trees and a covered pavilion.
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.
A table set for a formal event with candles, flowers, and glassware.

4. 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.
₩156,009
₩184,285 total
includes taxes & fees
Nov 10 - Nov 11
Overlook Lodge at Bear Mountain
A hotel indoor pool with lounge chairs, a hot tub, and a warning sign.
A spacious living area with a curved sofa, a fireplace, and a modern chandelier.
A multi-story hotel with a prominent entrance, stone pillars, and a well-maintained lawn.
A conference room with a desk, two monitors, a chair, and a blue sofa.

5. 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.
₩204,452
₩241,509 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.
An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.
A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.
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.

6. 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.
₩173,202
₩213,256 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Goshen Middletown
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.
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.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

7. 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.
₩146,080
₩172,557 total
includes taxes & fees
Nov 10 - Nov 11
La Quinta Inn & Suites by Wyndham Middletown-Goshen
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.
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 lounge area with a stone wall, a flat-screen TV, and blue seating.
A modern breakfast bar with a wooden wall, a coffee machine, and a juice dispenser.

8. 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.
₩131,244
₩151,751 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Suites Fishkill near Interstate 84
A stone building with a tower, surrounded by a garden with large rocks and various plants.
A room with wooden rocking chairs, a coffee maker, and a view of trees through large windows.
A dining area with large windows, wooden tables, and chairs.
A hotel room with two beds, a dining area with a table and chairs, a TV mounted on the wall, and a large window with a view of trees.

9. The Abbey Inn & Spa

The Abbey Inn & Spa
Peekskill
  • Swim surrounded by lush gardens and historic charm at this peaceful abbey-turned-hotel retreat.
₩504,498
₩638,497 total
includes taxes & fees
Nov 9 - Nov 10
The Abbey Inn & Spa
An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.
A hotel room with a sofa, a small table, a TV, a desk with a chair, and a bed.
A hotel room with a desk, two chairs, a printer, and a sign indicating free Wi-Fi in all rooms.
A bathroom with a toilet, sink, and mirror.

10. 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.
₩119,617
₩141,274 total
includes taxes & fees
Nov 15 - Nov 16
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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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

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Had a pleasant stay. Lovely relaxing indoor area with restaurant & bar. Clean room & staff were very attentive & helpful."
Sharon 1-night trip
Posted 3 hours ago
Crowne Plaza Suffern - Mahwah by IHG
Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah

10/10 Excellent
"An excellent, centrally located hotel choice for families."
Richard 4-night trip
Posted 4 hours ago
Hampton Inn & Suites Mahwah
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

8/10 Good
"Parking was great"
Kathie Campbell 3-night trip
Posted 2 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Inn on the Hudson

Inn on the Hudson

10/10 Excellent
"Common balcony was nice but it was a surprise."
joyce 1-night trip
Posted 3 days ago
Inn on the Hudson

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.

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