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

Search Hotels with Swimming Pool in Highland Mills

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Check availability on Highland Mills Hotels with Swimming Pool

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 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 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.
₹10,892
₹13,411 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Harriman Woodbury
An indoor swimming pool with a 9-foot depth warning.
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.
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.
₹10,034
₹12,354 total
includes taxes & fees
17 Sept - 18 Sept
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 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.

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.
₹9,593
₹11,811 total
includes taxes & fees
14 Oct - 15 Oct
Overlook Lodge at Bear Mountain
An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.
A hotel room with two beds, a desk, a television, and a chair.
A hotel room with a flat-screen TV mounted on a cabinet, a desk with a chair, and a small refrigerator.
A Red Roof Inn & Suites with a two-story building, a balcony, and a flagpole.

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.
₹8,513
₹10,055 total
includes taxes & fees
4 Oct - 5 Oct
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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 hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.
A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.

5. 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.
₹13,243
₹15,643 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn & Suites Newburgh Stewart Airport
A rectangular swimming pool with a metal ladder, surrounded by a low fence and trees.
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.
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.

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.
₹13,283
₹16,354 total
includes taxes & fees
27 Sept - 28 Sept
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 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.
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.
₹10,072
₹11,897 total
includes taxes & fees
12 Oct - 13 Oct
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 modern hotel room with a flat-screen TV, a desk with drawers, a comfortable sofa, a bed, and a large window with curtains.
A Courtyard Marriott hotel with a covered entrance, outdoor seating area, and multiple balconies.

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.
₹11,290
₹13,337 total
includes taxes & fees
20 Sept - 21 Sept
Courtyard by Marriott Newburgh Stewart Airport
A pool area with a hot tub, a pool lift, and safety signs on the walls.
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
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.

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.
₹12,814
₹15,137 total
includes taxes & fees
17 Sept - 18 Sept
La Quinta Inn & Suites by Wyndham Middletown-Goshen
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 garden with a stone fountain, a wooden gazebo, and various shrubs and flowers.
A traditional living room with a chandelier, vintage furniture, and a fireplace.

10. 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.
₹20,545
₹23,242 total
includes taxes & fees
23 Sept - 24 Sept
The Dominion House Bed & Breakfast
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 Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Miguel I believe at the front desk is just amazing at Customer Service"
Kalpana 2-night trip
Posted 1 hour ago
Hampton Inn & Suites Poughkeepsie
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"Great time with family"
Monifah 2-night trip
Posted 14 hours ago
Sleep Inn & Suites Middletown - Goshen
Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet

10/10 Excellent
"Clean room."
urice 1-night trip
Posted 16 hours ago
Hilton Garden Inn Nanuet
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

8/10 Good
"Our complaint was the outlets in the room were too loose so our devices didn't charge. Perfectly acceptable hotel otherwise."
Linda 1-night trip
Posted 23 hours ago
DoubleTree by Hilton Hotel Nanuet
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"Non"
bhaeldin 2-night trip
Posted 2 days ago
Ramada by Wyndham Newburgh/West Point
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"This location and its history made this Inn a great stopover night for us as we travelled down the East Coast. The scenery is beautiful and the staff are helpful and friendly. This would would be a great place to meet with family members and/or friends to enjoy sharing a cottage (with 6 rooms and a common area) to enjoy a few nights or week together. There is a lot to do in the area and the porch of the cottage lends itself to just sitting and admiring the natural surroundings, especially the lake!"
Nancy 1-night trip
Posted 2 days ago
Overlook Lodge at Bear Mountain
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

10/10 Excellent
"This Red Roof Inn is very clean and the staff is friendly. Minor complain is that the floors feels like there is a film on it that feels a bit slippery, probably from build up of cleaning agent, but room is clean. I enjoyed my stay."
Adrienne 1-night trip
Posted 6 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Frequently asked questions

What are some accommodation options with pools in Highland Mills?
Sleep Inn & Suites Middletown - Goshen: Features continental, an indoor pool and complimentary high-speed (wired) Internet access. Crowne Plaza Suffern - Mahwah by IHG: Hotel, 1-minute walk from Bear Mountain State Park. Provides a full-service spa, a seasonal outdoor pool and a snack bar/deli. Overlook Lodge at Bear Mountain: Features a snack bar/deli, an indoor pool and free self parking. Hyatt Place Poughkeepsie / Hudson Valley: Offers free self parking, an indoor pool and complimentary wireless Internet access. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Hotel steps from LEGOLAND® New York. Features 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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