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Find Hotels with a Pool in Montgomery, NY

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Our top choices for Montgomery hotels with a pool

1. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
$207 nightly
The price is $234
Aug 9 - Aug 10
Total with taxes and fees
Historic Cabin with Pool & Fire Pit

2. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very Good, (1,004 reviews)
  • cleanliness
    Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
$98 nightly
The price is $115
Aug 17 - Aug 18
Total with taxes and fees
Hampton Inn by Hilton Middletown

3. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,004 reviews)
  • cleanliness
    Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
$105 nightly
The price is $125
Aug 23 - Aug 24
Total with taxes and fees
Courtyard by Marriott Middletown Goshen

4. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Splash into year-round relaxation at this hotel's indoor swimming oasis, just minutes from Algonquin Park and local attractions.
$122 nightly
The price is $144
Aug 30 - Aug 31
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport

5. Sun Retreats Birchwood Acres

Sun Retreats Birchwood Acres
2.0 star property
Greenfield Park
$150 nightly
The price is $168
Sep 2 - Sep 3
Total with taxes and fees
Sun Retreats Birchwood Acres

6. Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.2 out of 10, Very Good, (790 reviews)
  • cleanliness
    Splash into comfort at this airport hotel's indoor oasis with plush loungers and spa-like relaxation.
$118 nightly
The price is $140
Aug 30 - Aug 31
Total with taxes and fees
Courtyard by Marriott Newburgh Stewart Airport

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
$97 nightly
The price is $114
Aug 16 - Aug 17
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

8. La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1,005 reviews)
  • cleanliness
    Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.
$124 nightly
The price is $147
Aug 16 - Aug 17
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen

9. Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
Middletown
8.8 out of 10, Excellent, (749 reviews)
  • cleanliness
    Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.
$116 nightly
The price is $137
Aug 23 - Aug 24
Total with taxes and fees
Holiday Inn Express & Suites Middletown - Goshen by IHG

10. Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.
$134 nightly
The price is $165
Sep 1 - Sep 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at hotels with a pool in Montgomery

Top Montgomery Hotel Reviews

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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