Two large silos, a barn, and a green field under a blue sky.

Montgomery Hotel with Pool

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Check availability on Montgomery Hotel with Pool

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Montgomery hotels with a pool

A swimming pool with a wooden deck, lounge chairs, and a red umbrella.
A wooden cabin with a covered deck, outdoor seating, and a fire pit.
A wooden ladder in a room with a patterned rug, wooden cabinets, and a view of a red barn through a door.
A small wooden cabin with a deck, outdoor seating, and a view of a lake.

1. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
HK$966
HK$1,920 total
includes taxes & fees
12 Oct - 13 Oct
Historic Cabin with Pool & Fire Pit
An indoor swimming pool with a tiled edge, surrounded by lounge chairs and a seating area with tables.
A hotel room with two beds, a desk, a TV, and a chair.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.
A modern bathroom with a large mirror, a sink, and a shower.

2. 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.
HK$939
HK$1,110 total
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A hotel indoor pool with lounge chairs, a hot tub, and a warning sign.
A spacious living area with a curved sofa, a fireplace, and a modern chandelier.
A spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.
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.
HK$1,153
HK$1,362 total
includes taxes & fees
1 Nov - 2 Nov
Homewood Suites Stewart Airport
A hotel lobby with a reception desk, bar area, and a television displaying news.
A hotel room with a kitchenette, a living area with a sofa and a TV, and a large window with curtains.
A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.
A hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.

4. 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.
HK$1,087
HK$1,284 total
includes taxes & fees
29 Oct - 30 Oct
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.

5. 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.
HK$1,130
HK$1,335 total
includes taxes & fees
4 Oct - 5 Oct
Courtyard by Marriott Newburgh Stewart Airport
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.
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
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.

6. 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.
HK$1,475
HK$1,743 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Middletown Goshen
An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.
A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.
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.

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.
HK$957
HK$1,131 total
includes taxes & fees
7 Oct - 8 Oct
Holiday Inn Express & Suites Middletown - Goshen by IHG
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 black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.

8. 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.
HK$1,216
HK$1,464 total
includes taxes & fees
1 Nov - 2 Nov
Home2 Suites by Hilton Middletown
A rectangular swimming pool with a metal ladder, surrounded by a low fence and trees.
A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.
A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.
A modern restaurant with a long counter, wooden chairs, and pendant lighting.

9. 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.
HK$1,012
HK$1,246 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Goshen 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 bathroom with a granite countertop sink, a mirror, a towel rack with folded towels, a toilet paper holder, and a trash can.

10. Harvest Inn

Harvest Inn
Pine Bush
  • Seasonal outdoor pool creates an idyllic summer retreat near nature's breathtaking trails.
HK$1,288
HK$1,457 total
includes taxes & fees
6 Oct - 7 Oct
Harvest Inn
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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

8/10 Good
"Good hotel for the price, breakfast very good"
Mark 1-night trip
Posted 4 hours ago
Sleep Inn & Suites Middletown - Goshen
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"Have stayed few times. It is our pick. Clean, great location."
THERESA 1-night trip
Posted 8 hours ago
Hampton Inn by Hilton New Paltz
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Friendly staff, quick check in, easy parking. Room was clean and comfortable. Easy access to Bear Mountain. Nice restaurant. No elevator in Overlook Lodge so a few trips required to bring luggage upstairs."
Mary 1-night trip
Posted 3 days ago
Overlook Lodge at Bear Mountain
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

8/10 Good
"Overall good stay staff was good rooms were clean. Will stay again"
Thomas 3-night trip
Posted 3 days ago
Holiday Inn Express & Suites Montgomery by IHG

Frequently asked questions

What are some accommodation options 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 high-speed (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 such as 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 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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