The Best Montgomery Hotels with Pools from $114 - Hotels with indoor pools in Montgomery, NY

Q: What are some accommodations with pools in Montgomery?

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

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

1. Historic Cabin with Pool & Fire Pit

Montgomery

$207 nightly

Aug 9 - Aug 10

Total with taxes and fees

2. Hampton Inn by Hilton Middletown

Middletown

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

$98 nightly

Aug 17 - Aug 18

Total with taxes and fees

3. Courtyard by Marriott Middletown Goshen

Middletown

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

$105 nightly

Aug 23 - Aug 24

Total with taxes and fees

4. 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.

$122 nightly

Aug 30 - Aug 31

Total with taxes and fees

5. Sun Retreats Birchwood Acres

Greenfield Park

$150 nightly

Sep 2 - Sep 3

Total with taxes and fees

Indoor pool, open 6 AM to 11 PM, sun loungers

6. Courtyard by Marriott Newburgh Stewart Airport

Newburgh

Splash into comfort at this airport hotel's indoor oasis with plush loungers and spa-like relaxation.

$118 nightly

Aug 30 - Aug 31

Total with taxes and fees

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.

$97 nightly

Aug 16 - Aug 17

Total with taxes and fees

8. 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.

$124 nightly

Aug 16 - Aug 17

Total with taxes and fees

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Top Montgomery Hotel Reviews

Ramada by Wyndham Newburgh/West Point

10/10 Excellent

"Was there for a 5 day conference and this was the best location other than the Super 8 next door for the price. Hotel was convenient to everything and almost walking distance to: stores, dinning, etc. I did have one little issue...the shower had only hot scowling water."

Overlook Lodge at Bear Mountain

8/10 Good

"Breakfast options were poor. Most Europeans would be dismayed faced with the dismal packaged items and pathetic looking baked goods. We stayed in Echo Lodge where all other occupants were part of a reunion group, so we didn’t feel comfortable using the common living room or porch. (Apparently, this group thought they had reserved all the rooms in the lodge, and their group had been split up into different accommodations. This was an issue for another group when we were checking in.) Room and bathroom clean, but much smaller than anticipated. Some lights in the parking area weren’t functioning, so returning from dinner at the Inn was a bit treacherous. Leaving the parking lot and finding the path to our lodge was an adventure. Rooms in the off-site lodges need coffee machines! Staff —mainly teenagers— were friendly, mannerly and hard-working. "

Frequently asked questions

What are some accommodations with pools in Montgomery?

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

What is there to see and do in Montgomery?

Explore places like LEGOLAND® New York and Woodbury Common Premium Outlets while you're in the area. The picturesque setting of Orange County Arboretum and Thomas Bull Memorial Park 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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