Book the Best Hotels with POOL in Montgomery in 2026

Q: What are some accommodations with pools in Montgomery?

Holiday Inn Express & Suites Montgomery by IHG : Hotel located near Resorts World Catskills. Features a children's pool, an indoor pool, and a water park. Super 8 by Wyndham Montgomery Maybrook : Features continental, an indoor pool, and complimentary wired internet access. Borland House Inn : Hotel, 4-minute walk from Resorts World Catskills. Offers 6 restaurants, a pool, and a full-service spa. The Kartrite Resort & Indoor Waterpark : 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. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli.

Autumn foliage in the Mohawk Valley, Montgomery County, New York State, USA.

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 Montgomery Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Montgomery hotels with a pool

Historic Cabin with Pool & Fire Pit

Montgomery

CA $292 total

includes taxes & fees

May 14 - May 15

Overlook Lodge at Bear Mountain

Bear Mountain

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

CA $233 total

includes taxes & fees

Jun 7 - Jun 8

Seasonal outdoor pool, pool umbrellas, sun loungers

LEGOLAND Hotel NEW York

Goshen

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

CA $537 total

includes taxes & fees

May 26 - May 27

The Alder at Resorts World Catskills

Monticello

Enjoy all-season splashes in the indoor aquatic oasis, where relaxation flows as freely as the water at this Catskills retreat.

CA $247 total

includes taxes & fees

May 14 - May 15

Hampton Inn by Hilton Middletown

Middletown

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

CA $171 total

includes taxes & fees

Jun 8 - Jun 9

Holiday Inn Express Hotel & Suites Chester by IHG

Chester

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

CA $199 total

includes taxes & fees

May 17 - May 18

Hampton Inn Monticello

Monticello

Splash into indoor pool comfort at this Hampton Inn with fitness centre and free breakfast buffet.

CA $244 total

includes taxes & fees

May 25 - May 26

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.

CA $201 total

includes taxes & fees

May 26 - May 27

View all properties

Choose what matters most at hotels with a pool in Montgomery

Breakfast included

Hot tub

Top Montgomery Hotel Reviews

Americas Best Value Inn New Paltz

10/10 Excellent

"El servicio fue mejor de lo esperado! Lo recomiendo totalmente."

Overlook Lodge at Bear Mountain

10/10 Excellent

"The hotel is a bit dated to some but that’s what keeps the city rif raff away. Hikers and outdoor enthusiasts stay here so be prepared to use the grounds and stay outside most of the time. When you finally do crash inside you will find very comfortable beds, amazing views and complimentary water. Internet was good. Main Inn restaurant food was delicious. Catering food fantastic. Shared areas with fireplaces were perfect. No elevator but only 2 floors. "

Frequently asked questions

What are some accommodations with pools in Montgomery?

Holiday Inn Express & Suites Montgomery by IHG: Hotel located near Resorts World Catskills. Features a children's pool, an indoor pool, and a water park. Super 8 by Wyndham Montgomery Maybrook: Features continental, an indoor pool, and complimentary wired internet access. Borland House Inn: Hotel, 4-minute walk from Resorts World Catskills. Offers 6 restaurants, a pool, and a full-service spa. The Kartrite Resort & Indoor Waterpark: 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. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli.

What is there to see and do in Montgomery?

Surround yourself with nature at Thomas Bull Memorial Park and Orange County Arboretum. During your stay, check out sights such as City Winery Hudson Valley, Highland Lakes State Park, and Orange County Tennis Center. You'll also discover lots of options for restaurants in Montgomery.

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

Taking into account the local weather in Montgomery is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Montgomery are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.

Explore a world of travel with Expedia

Book Hotels with a Pool in Montgomery on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Montgomery Hotels with a Pool