TOP Hotels with Pool in Monroe, NY for 2026

A snow-covered town with historic buildings and a church steeple.

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Our top choices for Monroe hotels with a pool

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Monroe

13.570.565 ₫ total

includes taxes & fees

6 Aug - 7 Aug

Holiday Inn Express Hotel & Suites Chester by IHG

Chester

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

3.169.682 ₫ total

includes taxes & fees

26 Jul - 27 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.

5.466.087 ₫ total

includes taxes & fees

15 Jul - 16 Jul

Hampton Inn by Hilton Middletown

Middletown

Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.

3.249.798 ₫ total

includes taxes & fees

4 Aug - 5 Aug

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.

3.043.526 ₫ total

includes taxes & fees

26 Jul - 27 Jul

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.

3.853.959 ₫ total

includes taxes & fees

26 Jul - 27 Jul

Sleep Inn & Suites Middletown - Goshen

Middletown

Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.

3.802.963 ₫ total

includes taxes & fees

2 Aug - 3 Aug

Courtyard by Marriott Middletown Goshen

Middletown

Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.

3.402.468 ₫ total

includes taxes & fees

26 Jul - 27 Jul

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Choose what matters most at hotels with a pool in Monroe

Breakfast included

Hot tub

Top Monroe Hotel Reviews

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

8/10 Good

"Not bad for the price"

Inn on the Hudson

8/10 Good

"I booked two rooms for me, my adult daughter and her two teen daughters, one teen son, and my daughter's two dogs, for my grandson's graduation from Air Assault school at West Point. Each room had two double beds. The rooms were generally clean, but worn. The air conditioning worked noisily but well, which was important for the early July weather. My room had water on the floor upon arrival next to the refrigerator, but an extra towel quickly took care of that. The water was due to the refrigerator freezer defrosting because it was turned off prior to our arrival. Bed and bathroom linens were clean and a check of the beds revealed no surprises. The free breakfast was mostly some hard boiled eggs, breakfast cereal, and make your own waffles. I asked about water and was told the bathroom sinks had some. There was a vending machine with drinks and snacks in the lobby area adjacent to the breakfast stuff. In case it's not clear, the pool has been closed for years. There was a $50 charge for each dogs per day, which I knew was coming, so I was not surprised. I was thankful they allowed them. I did not detect any bad smells in our room which sometimes happens with pet-friendly hotels. The lack of bad smells is probably due to the fact that the floors are wood or lvp tile, not carpet. Water pressure and temperature was good for showers. The bathtub lining was cracked/peeling up in a few areas, but not horrible. All in all, not the greatest, but I don't regret staying there."

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent

"Our room was really clean. The pullout bed didn’t have linen on it but housekeeping came rather quickly at 10:30pm and gave it to us. The free breakfast was really good. All the staff were really friendly. The pool was a little cloudy. But overall we enjoyed our stay here and would stay again. It’s only 7 minutes from LegoLand and we paid less than half the price of the resort."

Days Inn by Wyndham Nanuet / Spring Valley

8/10 Good

"Room was very clean and looked like it was remodeld. The gentlemen at checkin was polite and friendly. It is a continental breakfast, that is located in the small checkin room. One has to sit on a high stool to put their food on the counter. Air Conditioning not working that day in that room. The parking is good."

Frequently asked questions

What is there to see and do in Monroe?

Explore places such as Woodbury Common Premium Outlets and LEGOLAND® New York while you're in the area. Spend some time experiencing the great outdoors at Arrow Park Lake and Lodge and Sterling Forest State Park.

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

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

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Check availability on Monroe Hotels with Pool

Our top choices for Monroe hotels with a pool

Hudson Valley Retreat w/ Pool Near Greenwood Lake