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Hotels with Swimming Pool in Montgomery, New York

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Check availability on Montgomery Hotels with Swimming Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Montgomery hotels with a pool

A hotel lobby with a reception desk, bar area, and a television displaying news.
A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.
A hotel room with a bed, desk, TV, and a sofa.
A hotel room with a kitchenette, a living area with a sofa and a TV, and a large window with curtains.

1. 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.
P8,668
P10,240 total
includes taxes & fees
Oct 28 - Oct 29
Hampton Inn & Suites Newburgh Stewart Airport
A pool area with clear signage, including a 'NO DIVING' sign, and a 'SPA RULES' notice.
A Courtyard Marriott hotel with a covered entrance, outdoor seating area, and multiple balconies.
A hotel lobby with a seating area, a bar, and a view of the city.
A modern hotel room with a flat-screen TV, a desk with drawers, a comfortable sofa, a bed, and a large window with curtains.

2. 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.
P8,720
P10,300 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Newburgh Stewart Airport
A hotel indoor pool with lounge chairs, a hot tub, and a warning sign.
A spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.
A multi-story hotel with a prominent entrance, stone pillars, and a well-maintained lawn.
A conference room with a desk, two monitors, a chair, and a blue sofa.

3. Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
New Windsor
  • Dive into blissful relaxation at this hotel's indoor pool oasis with bubbling hot tub escape.
P9,190
P10,855 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites Stewart Airport
An indoor swimming pool with a tiled edge, surrounded by lounge chairs and a seating area with tables.
A modern bathroom with a large mirror, a sink, and a shower.
A hotel room with two beds, a desk, a TV, and a chair.
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

4. 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.
P7,125
P8,416 total
includes taxes & fees
Nov 1 - Nov 2
La Quinta Inn & Suites by Wyndham Middletown-Goshen
An indoor swimming pool with a tiled edge, surrounded by orange and teal chairs, and large windows allowing natural light.
An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.
A modern restaurant with a central island, multiple tables, and chairs.
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.

5. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
  • Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
P9,697
P11,673 total
includes taxes & fees
Oct 26 - Oct 27
Home2 Suites by Hilton Middletown
A spacious hotel lobby with a high ceiling, wooden beams, a large mural, and a seating area with a sofa and chairs.
A neatly made bed with white bedding and a pillow with the text "Be Our Guest." There are two bedside lamps on wooden nightstands, one on each side of the bed.
An outdoor patio area with tables and chairs, colorful umbrellas, and a building with stone and concrete exterior.
A living room with a sectional sofa, a wooden coffee table, a dining table with chairs, and a wall clock.

6. Harvest Inn

Harvest Inn
Pine Bush
  • Seasonal outdoor pool creates an idyllic summer retreat near nature's breathtaking trails.
P10,269
P11,618 total
includes taxes & fees
Oct 6 - Oct 7
Harvest Inn
An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.
A modern reception area with a wooden desk, two chairs, a colorful striped artwork on the wall, and a patterned carpet.
A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.
A modern breakfast area with a blue wall, wooden cabinets, and a tiled floor.

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

Holiday Inn Express & Suites Middletown - Goshen by IHG
Middletown
  • Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.
P6,943
P8,202 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Inn Express & Suites Middletown - Goshen by IHG
An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.
A spacious lobby with modern seating, a stone accent wall, and large windows offering views.
A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

8. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
Middletown
  • Take a dip in the modern indoor pool at this Goshen hotel, offering year-round swimming in a spotlessly clean aquatic retreat.
P11,760
P13,891 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Middletown Goshen
A poolside area with red umbrellas, a pool, and a fenced patio with chairs and tables.
A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.
A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

9. 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.
P5,591
P6,604 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn by Hilton Middletown
A swimming pool with chairs and sun loungers, large windows, and a tiled wall with a wavy pattern.
A modern bar area with a curved counter, bar stools, and a television screen.
A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern hotel lobby with a seating area, large windows, and a television screen.

10. 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.
P6,327
P7,474 total
includes taxes & fees
Oct 28 - Oct 29
Courtyard by Marriott Middletown Goshen
View all properties

Choose what matters most at hotels with a pool in Montgomery

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Montgomery Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Great place to stay and go for a hike and explore the towns of cold spring and beacon"
Joanna 2-night trip
Posted less than an hour ago
Overlook Lodge at Bear Mountain
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"It was quiet and front desk was helpful."
Bernadette 1-night trip
Posted 18 hours ago
Holiday Inn Express Poughkeepsie by IHG
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

8/10 Good
"Room was great. All facilities were clean and decor is very nice, modern and not old or worn out. Breakfast was above average. Only big problem was the use of the ev charger. My daughter has an ev and the front desk person was not helpful at all to my daughter in trying to turn in the power for the charger. It took way too many calls, downstairs visits and back and forth questions until front desk staff finally turned it on. Not sure why this was such a problem but it took way too away from everything else that was very good."
patricia m. 1-night trip
Posted 2 days ago
Hampton Inn by Hilton New Paltz
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

10/10 Excellent
"Very clean and friendly"
Darwin 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Montgomery by IHG

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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