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Hotels with Swimming Pools in Montgomery

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Check availability on Montgomery Hotels with Swimming Pools

Our top choices for Montgomery hotels with a pool

Indoor pool, pool loungers

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,024 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
The price is S$162
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express Hotel & Suites Chester by IHG
Seasonal outdoor pool

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,008 reviews)
  • cleanliness
    Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
The price is S$223
includes taxes & fees
12 Jul - 13 Jul
Overlook Lodge at Bear Mountain
Indoor pool

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,009 reviews)
  • cleanliness
    Family-friendly hotel features a clean, warm pool with ample towels for a serene, refreshing retreat.
The price is S$159
includes taxes & fees
9 Aug - 10 Aug
Hampton Inn & Suites Poughkeepsie
Indoor pool

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
The price is S$167
includes taxes & fees
26 Jul - 27 Jul
Courtyard by Marriott Middletown Goshen
Indoor pool

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,006 reviews)
  • cleanliness
    Immerse in aquatic serenity at this New Paltz hotel's pristine indoor pool retreat.
The price is S$212
includes taxes & fees
30 Jul - 31 Jul
Hampton Inn by Hilton New Paltz
Indoor pool

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (487 reviews)
  • cleanliness
    Splash into year-round swimming at this hotel near Vassar College with indoor pool sanctuary.
The price is S$208
includes taxes & fees
16 Jul - 17 Jul
Home2 Suites By Hilton Poughkeepsie
Seasonal outdoor pool, pool umbrellas, pool loungers

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.6 out of 10, Excellent, (65 reviews)
  • cleanliness
    Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.
The price is S$591
includes taxes & fees
26 Jul - 27 Jul
LEGOLAND Hotel NEW York
Indoor pool

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, (1,009 reviews)
  • cleanliness
    Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
The price is S$150
includes taxes & fees
2 Aug - 3 Aug
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Outdoor spa tub

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, (1,010 reviews)
  • cleanliness
    Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.
The price is S$190
includes taxes & fees
26 Jul - 27 Jul
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Seasonal outdoor pool

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (630 reviews)
  • cleanliness
    Take a dip in the seasonal outdoor pool, a refreshing retreat with mountain views.
The price is S$168
includes taxes & fees
23 Jul - 24 Jul
Days Inn by Wyndham Wurtsboro
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.
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Choose what matters most at hotels with a pool in Montgomery

Breakfast included
Hot tub

Top Montgomery Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Our room was really clean. The pullout bed didn’t have linen on it but housekeeping came rather quickly at 10:30pm and gave it to us. The free breakfast was really good. All the staff were really friendly. The pool was a little cloudy. But overall we enjoyed our stay here and would stay again. It’s only 7 minutes from LegoLand and we paid less than half the price of the resort."
Jasmine 2-night trip
Posted 18 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG

Frequently asked questions

What are some accommodation options with pools in Montgomery?
Super 8 by Wyndham Montgomery Maybrook: Hotel steps from The Kartrite Resort & Indoor Waterpark. 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: Hotel, 4-minute walk from Resorts World Catskills. Features 6 restaurants, a pool and a full-service spa. Hyatt Place Poughkeepsie / Hudson Valley: Offers continental, an indoor pool and complimentary high-speed (wired) Internet access. Spark by Hilton Fishkill: Hotel, 1-minute walk from Bear Mountain State Park. Provides a full-service spa, a seasonal outdoor pool and a snack bar/deli.
What is there to see and do in Montgomery?
Explore places such as 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 the local weather in Montgomery into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Montgomery are January, February, March and April, with each month seeing an average of 16 cm of snowfall.

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