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
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

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 room with a large bed, a sofa, a desk, and a bathroom.
An outdoor patio with brick flooring, round tables, and blue umbrellas.
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.
￥18,532
￥22,819 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn Harriman Woodbury
An indoor swimming pool with clear signage, a clock, and a fire extinguisher.
A stone structure with an arched entrance, surrounded by a grassy area and a body of water in the background.
A spacious lobby with a fireplace, seating area, and a large wall mural.
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.
￥18,354
￥21,680 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express West Point by IHG
A hotel lobby with a bar area, a television screen displaying news, and decorative metal sculptures.
A hotel room with a kitchenette, a flat-screen TV, a sofa, and a large window with curtains.
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 seating area.

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.
￥21,201
￥25,044 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Newburgh Stewart Airport
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.

4. 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.
￥20,236
￥24,914 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 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 large, multi-story stone building with a prominent arched entrance and multiple windows.

5. 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.
￥16,615
￥19,626 total
includes taxes & fees
Nov 3 - Nov 4
Overlook Lodge at Bear Mountain
A hotel indoor pool with lounge chairs, a hot tub, and a warning sign.
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.
A conference room with a desk, two monitors, a chair, and a blue sofa.

6. 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.
￥23,868
￥28,193 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites Stewart Airport
A pool area with a hot tub, a pool lift, and safety signs on the walls.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.
A hotel entrance with a covered walkway, a prominent sun logo, and a modern facade.
A hotel lobby with orange seating, a dining area, and a TV screen.

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.
￥16,534
￥19,530 total
includes taxes & fees
Nov 18 - Nov 19
La Quinta Inn & Suites by Wyndham Middletown-Goshen
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.
A hotel room with a sofa, ottoman, a bed with a red blanket, a chair, and framed pictures on the wall.
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.

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.
￥16,534
￥19,117 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Suites Fishkill near Interstate 84
A poolside area with red umbrellas, a pool, and a fenced patio with chairs and tables.
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
A gym with exercise equipment, treadmills, and weight machines.
A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

9. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
  • Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
￥12,534
￥14,805 total
includes taxes & fees
Nov 18 - Nov 19
Hampton Inn by Hilton Middletown
An indoor swimming pool area with chairs and a sign that reads 'POOLSIDE IS MY VIBE'.
A hotel room with two beds, a desk, a chair, and a bathroom visible through an open door.
An outdoor seating area with a fire feature, wicker furniture, and potted plants.
A modern hotel lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

10. 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.
￥17,601
￥21,341 total
includes taxes & fees
Nov 4 - Nov 5
Home2 Suites by Hilton Middletown
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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

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

8/10 Good
"The room was clean but hall was less impressive. There was an odor. Staff was cordial but not knowledgeable. Advertisement says, continental breakfast not even hot tea was available."
Philip 1-night trip
Posted 8 hours ago
Ramada by Wyndham Newburgh/West Point
Inn on the Hudson

Inn on the Hudson

10/10 Excellent
"Un gran servicio el personal muy atento"
Pamela 1-night trip
Posted 8 hours 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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