The Best Montgomery Hotels with Pools from $101 - Hotels with indoor pools in Montgomery, NY

Q: What are some accommodations with pools in Montgomery?

Holiday Inn Express & Suites Montgomery by IHG : Hotel located near Resorts World Catskills. Provides a children's pool, an indoor pool, and a water park. Super 8 by Wyndham Montgomery Maybrook : Hotel, 7-minute walk from Vassar College. Features daily, an indoor pool, and free self parking. The Kartrite Resort & Indoor Waterpark : Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Quality Inn Poughkeepsie : Features continental, an indoor pool, and complimentary wired internet access. Overlook Lodge at Bear Mountain : Hotel, 4-minute walk from Resorts World Catskills. Offers 6 restaurants, a pool, and a full-service spa.

Two large silos, a barn, and a green field under a blue sky.

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Our top choices for Montgomery hotels with a pool

A swimming pool with a wooden deck, lounge chairs, and a red umbrella.

1. Historic Cabin with Pool & Fire Pit

Montgomery

$200 nightly

Nov 1 - Nov 2

Total with taxes and fees

An indoor swimming pool with clear water, surrounded by walls with a blue and white color scheme, and equipped with safety railings and seating areas.

2. 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.

$111 nightly

Nov 8 - Nov 9

Total with taxes and fees

A poolside area with red umbrellas, a pool, and a fenced patio with chairs and tables.

3. Hampton Inn by Hilton Middletown

Middletown

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

$86 nightly

Nov 18 - Nov 19

Total with taxes and fees

A pool area with lounge chairs and a hot tub.

4. Courtyard by Marriott Middletown Goshen

Middletown

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

$93 nightly

Nov 8 - Nov 9

Total with taxes and fees

An indoor swimming pool area with chairs and a sign that reads 'POOLSIDE IS MY VIBE'.

5. Home2 Suites by Hilton Middletown

Middletown

Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.

$112 nightly

Nov 11 - Nov 12

Total with taxes and fees

A hotel lobby with a bar area, a television screen displaying news, and decorative metal sculptures.

6. 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.

$133 nightly

Nov 29 - Nov 30

Total with taxes and fees

A Red Roof Inn & Suites building with a two-story structure, a balcony, and an American flag.

7. 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.

$99 nightly

Nov 1 - Nov 2

Total with taxes and fees

A spacious hotel lobby with a high ceiling, wooden beams, a large mural, and a seating area with a sofa and chairs.

8. Harvest Inn

Pine Bush

Seasonal outdoor pool creates an idyllic summer retreat near nature's breathtaking trails.

$184 nightly

Nov 8 - Nov 9

Total with taxes and fees

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Choose what matters most at hotels with a pool in Montgomery

Breakfast included

Hot tub

Top Montgomery Hotel Reviews

Hampton Inn by Hilton New Paltz

10/10 Excellent

"Lovely property, a very nice Hampton Inn"

Frequently asked questions

What are some accommodations with pools in Montgomery?

Holiday Inn Express & Suites Montgomery by IHG: Hotel located near Resorts World Catskills. Provides a children's pool, an indoor pool, and a water park. Super 8 by Wyndham Montgomery Maybrook: Hotel, 7-minute walk from Vassar College. Features daily, an indoor pool, and free self parking. The Kartrite Resort & Indoor Waterpark: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Quality Inn Poughkeepsie: Features continental, an indoor pool, and complimentary wired internet access. Overlook Lodge at Bear Mountain: Hotel, 4-minute walk from Resorts World Catskills. Offers 6 restaurants, a pool, and a full-service spa.

What is there to see and do in Montgomery?

Explore places like Woodbury Common Premium Outlets while you're in the area. The picturesque setting of Thomas Bull Memorial Park and Orange County Arboretum showcase the area's natural beauty. 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.

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