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

Highland Mills Hotel Guide - Hotels with Pool in Highland Mills, New York

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Check availability on Highland Mills Hotels with Pool

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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.
€130
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn Harriman Woodbury
An indoor swimming pool with a 9-foot depth warning.
A Simon Premium Outlet sign at Woodbury Commons.
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.

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.
€123
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Express Hotel & Suites Chester by IHG
A large outdoor swimming pool surrounded by trees and a covered pavilion.
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.
A table set for a formal event with candles, flowers, and glassware.

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.
€122
includes taxes & fees
10 Nov - 11 Nov
Overlook Lodge at Bear Mountain
A swimming pool with a deck, surrounded by potted plants and outdoor furniture.
A large, two-story white house with a wrap-around porch and a small front garden.
A traditional living room with a chandelier, vintage furniture, and a fireplace.
A dining table set outdoors with white chairs, a floral tablecloth, and a vase of flowers.

4. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
Chester
  • Dive into summer fun at this bed & breakfast's refreshing outdoor pool, surrounded by garden views.
€109
includes taxes & fees
9 Nov - 10 Nov
The Dominion House Bed & Breakfast
A swimming pool with colorful umbrellas and lounge chairs.
A restaurant with multiple dining tables and chairs, a central counter with a chef figure, and colorful hanging lights.
A family inside an elevator with a blue patterned floor and a wall with cartoon characters.
A hotel room with a large bed, a bookshelf, a mural, and a window with curtains.

5. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
Goshen
  • Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.
€251
includes taxes & fees
18 Oct - 19 Oct
LEGOLAND Hotel NEW York
An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.
A bathroom with a toilet, sink, and mirror.
A hotel room with a desk, two chairs, a printer, and a sign indicating free Wi-Fi in all rooms.
A hotel room with two beds, a desk, a chair, a television, and a door.

6. 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.
€94
includes taxes & fees
1 Nov - 2 Nov
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.
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.

7. 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.
€142
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Goshen Middletown
A swimming pool with chairs and sun loungers, large windows, and a tiled wall with a wavy pattern.
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 fireplace, comfortable seating, and a television.

8. 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.
€107
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Middletown Goshen
A hotel lobby with a reception desk, bar area, and a television displaying news.
A hotel room with a kitchenette, a living area with a sofa and a TV, 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 a sofa.

9. 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.
€151
includes taxes & fees
11 Nov - 12 Nov
Hampton Inn & Suites Newburgh Stewart Airport
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 with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

10. 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.
€115
includes taxes & fees
10 Nov - 11 Nov
La Quinta Inn & Suites by Wyndham 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

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah

8/10 Good
"IT WAS HARD FINDING A PARKING SPOT. I TFOUND THE PERSON AT THE FRONT DESK NOT VERY WELCOMING."
betty 1-night trip
Posted 3 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 6 hours 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 1 day ago
Inn on the Hudson

Frequently asked questions

What are some accommodation options 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 high-speed (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 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.