Hotels with Swimming Pools in Highland Mills

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Highland Mills Hotels with Swimming Pools

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun

Our top choices for Highland Mills hotels with a pool

Indoor pool

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation.
The price is S$150
includes taxes & fees
2 Jun - 3 Jun
Hyatt Place Poughkeepsie / Hudson Valley
Indoor pool, pool loungers

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
The price is S$171
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express Hotel & Suites Chester by IHG
Seasonal outdoor pool

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
The price is S$231
includes taxes & fees
10 Jun - 11 Jun
Overlook Lodge at Bear Mountain
BBQ/picnic Area

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
The price is S$153
includes taxes & fees
15 Jun - 16 Jun
Hampton Inn by Hilton Middletown
Indoor pool

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
The price is S$178
includes taxes & fees
17 Jun - 18 Jun
Courtyard by Marriott Middletown Goshen
Outdoor spa tub

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.
The price is S$187
includes taxes & fees
31 May - 1 Jun
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Indoor pool

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
The price is S$142
includes taxes & fees
14 Jun - 15 Jun
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Porch

Brinckerhoff Inn

Brinckerhoff Inn
4.0 star property
Fishkill
9.6 out of 10, Exceptional, (60 reviews)
The price is S$432
includes taxes & fees
31 May - 1 Jun
Brinckerhoff Inn
Indoor pool

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,018 reviews)
  • cleanliness
    Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
The price is S$185
includes taxes & fees
15 Jun - 16 Jun
Sleep Inn & Suites Middletown - Goshen
Seasonal outdoor pool

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.
The price is S$226
includes taxes & fees
1 Jun - 2 Jun
Fairfield Inn & Suites by Marriott Goshen Middletown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Highland Mills

Breakfast included
4 stars

Top Highland Mills Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"It had enough space and we were able to eat breakfast. Great place to stay near Legoland"
Stacey 1-night trip
Posted 15 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG

Frequently asked questions

What are some accommodation options with pools in Highland Mills?
Studio 6 Extended Stay Fishkill Route 9 NY: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool and a snack bar/deli. Overlook Lodge at Bear Mountain: Features continental, an indoor pool and complimentary high-speed (wired) Internet access. Sonesta Simply Suites Nanuet: Offers a snack bar/deli, a pool and free self parking. Sleep Inn & Suites Middletown - Goshen: Features a snack bar/deli, an indoor pool and free self parking. DoubleTree by Hilton Hotel Nanuet: Offers daily, an indoor pool and free self parking.
What is there to see and do in Highland Mills?
The picturesque settings of Arrow Park Lake and Lodge and Lake Tiorati Beach showcase the area's natural beauty. Discover sights such as United States Military Academy, Palaia Vineyards Winery and Schunnemunk State Park during your stay.
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.

Explore a world of travel with Expedia