🏊 Top 10 New Windsor Hotels with Swimming Pool

Check availability on New Windsor Hotels with Swimming Pools

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for New Windsor hotels with a pool

Seasonal outdoor pool, pool umbrellas, pool loungers

LEGOLAND Hotel NEW York

Goshen

Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.

RM1,945 total

includes taxes & fees

14 Jul - 15 Jul

Overlook Lodge at Bear Mountain

Bear Mountain

Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.

RM850 total

includes taxes & fees

8 Jul - 9 Jul

Holiday Inn Express Hotel & Suites Chester by IHG

Chester

Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.

RM614 total

includes taxes & fees

26 Jul - 27 Jul

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.

RM473 total

includes taxes & fees

26 Jul - 27 Jul

Homewood Suites Stewart Airport

New Windsor

Dive into blissful relaxation at this hotel's indoor pool oasis with bubbling hot tub escape.

RM1,230 total

includes taxes & fees

17 Jul - 18 Jul

Hampton Inn & Suites Poughkeepsie

Crown Heights

Family-friendly hotel features a clean, warm pool with ample towels for a serene, refreshing retreat.

RM502 total

includes taxes & fees

21 Jul - 22 Jul

Brinckerhoff Inn

Fishkill

RM1,377 total

includes taxes & fees

10 Jul - 11 Jul

Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.

RM724 total

includes taxes & fees

19 Jul - 20 Jul

View all properties

Choose what matters most at hotels with a pool in New Windsor

Breakfast included

Hot tub

Top New Windsor Hotel Reviews

Inn on the Hudson

10/10 Excellent

"Great place to stay and watch the fireworks for the 4th of July! Staff was very helpful and accommodating. Room was clean and had everything we needed. Location is very accessible to main roads and ready to find."

Sleep Inn & Suites Middletown - Goshen

8/10 Good

"We took our grandchildren to Legoland and chose this hotel for its proximity to the park, indoor pool and breakfast features. Well, it was 20 minutes away, which wasn’t as close as I thought. I thought I had read it was 9 minutes away but it must have been 9 miles, which took 20+ minutes. My mistake, I’m sure. The indoor pool was heavily chlorinated. It was also occupied our entire time there (approximately 1.5 hours) with children taking swimming lessons. Our grandchildren were still able to swim but needed to stay at one end of the pool and be overly mindful of the little ones as they came swimming into “our side” of the pool. Again, no big deal but not ideal. Breakfast was fine-the kids really enjoyed making their own waffles. As far as the hotel goes, it was okay-dated but clean. The staff was friendly and helpful. There is no restaurant on premise but we were given a sheet with names of nearby restaurants. None were in walking distance so we chose to order in and had pizza (and beer!) delivered. Overall, our stay was fine-not great but it worked for us."

Frequently asked questions

What are some accommodation options with pools in New Windsor?

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Features free self parking, an indoor pool and complimentary wireless Internet access. Homewood Suites Stewart Airport: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Hyatt Place Poughkeepsie / Hudson Valley: Provides a snack bar/deli, an indoor pool and free self parking. Spark by Hilton Fishkill: 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.

What is there to see and do in New Windsor?

Explore places such as Woodbury Common Premium Outlets and LEGOLAND® New York while you're in the area. Make a point to visit attractions such as Canopus Beach and Algonquin Park. Travellers love New Windsor for its array of dining options.

When is the best time to book a hotel with a pool in New Windsor?

You may want to think about accommodation with an outdoor swimming pool if you plan to visit New Windsor in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is 0°C.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on New Windsor Hotels with Swimming Pools

Our top choices for New Windsor hotels with a pool

LEGOLAND Hotel NEW York

Overlook Lodge at Bear Mountain

Holiday Inn Express Hotel & Suites Chester by IHG

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

Homewood Suites Stewart Airport

Hampton Inn & Suites Poughkeepsie

Brinckerhoff Inn

Fairfield Inn & Suites by Marriott Goshen Middletown

Hyatt Place Poughkeepsie / Hudson Valley

Comfort Suites Fishkill near Interstate 84

Choose what matters most at hotels with a pool in New Windsor

Top New Windsor Hotel Reviews

Inn on the Hudson

Sleep Inn & Suites Middletown - Goshen

Holiday Inn Express Hotel & Suites Chester by IHG

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

Holiday Inn Express Poughkeepsie by IHG

Overlook Lodge at Bear Mountain

Ramada by Wyndham Newburgh/West Point

Frequently asked questions

Explore a world of travel with Expedia