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Find Hotels with a Pool in Montgomery, NY

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Check availability on Montgomery Hotels with a Pool

Tonight
Sep 3 - Sep 4
Tomorrow
Sep 4 - Sep 5
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Montgomery hotels with a pool

1. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
$189 nightly
$214 total
Sep 8 - Sep 9
Total with taxes and fees
Historic Cabin with Pool & Fire Pit

2. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
  • Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
$101 nightly
$119 total
Sep 8 - Sep 9
Total with taxes and fees
Courtyard by Marriott Middletown Goshen

3. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
  • Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
$103 nightly
$122 total
Sep 21 - Sep 22
Total with taxes and fees
Hampton Inn by Hilton Middletown

4. Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
Newburgh
  • Splash into comfort at this airport hotel's indoor oasis with plush loungers and spa-like relaxation.
$110 nightly
$130 total
Oct 4 - Oct 5
Total with taxes and fees
Courtyard by Marriott Newburgh Stewart Airport

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

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.
$132 nightly
$156 total
Sep 8 - Sep 9
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen

6. Hampton Inn & Suites Newburgh Stewart Airport

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.
$130 nightly
$154 total
Sep 13 - Sep 14
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport

7. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
  • Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
$93 nightly
$115 total
Sep 7 - Sep 8
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG

8. Harvest Inn

Harvest Inn
Pine Bush
  • Seasonal outdoor pool creates an idyllic summer retreat near nature's breathtaking trails.
Harvest Inn

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

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
$117 total
Sep 13 - Sep 14
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10. Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
Goshen
  • Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.
$129 nightly
$159 total
Sep 13 - Sep 14
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
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Choose what matters most at hotels with a pool in Montgomery

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Montgomery Hotel Reviews

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

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

8/10 Good
"This is an excellent basic hotel, Room was clean. Bed was comfortable. Staff was helpful and friendly. Check-in was very efficient. No complaints!"
Cassandra 1-night trip
Posted 10 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"The staff were so warm and welcoming! Deana at the front desk was absolutely awesome and made us feel right at home. The hotel was very clean, comfortable, and well maintained throughout our stay. The pool was a little cold, but nonetheless, the kids still had a great time swimming and enjoying themselves. Overall, we had a wonderful experience and really appreciated how friendly and helpful everyone was. We would definitely stay here again when visiting the Chester area!"
Melissa 2-night trip
Posted 16 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"Everything was clean and perfect for us. Thanks"
sengmin 1-night trip
Posted 16 hours ago
Hampton Inn by Hilton New Paltz

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: Hotel, 4-minute walk from Resorts World Catskills. Features 6 restaurants, a pool, and a full-service spa. The Kartrite Resort & Indoor Waterpark: Offers a snack bar/deli, an indoor pool, and free self parking. Resorts World Catskills Casino: Features continental, an indoor pool, and complimentary wired internet access. Hyatt Place Poughkeepsie / Hudson Valley: Offers daily, an indoor pool, and free self parking.
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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