Hotels with Pool & Resorts in Montgomery from AU$134

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Check availability on Montgomery Hotels with Pool

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Best Montgomery Hotels with Pool

Exterior
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Montgomery
10.0 out of 10, Exceptional, (2)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
The price is AU$435
includes taxes & fees
11 Dec - 12 Dec
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
BBQ/picnic Area
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (1004)
"Room was clean and staff was great!"
United States
Annemarie
The price is AU$134
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn by Hilton Middletown
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.8 out of 10, Excellent, (32)
"We loved everything from the staff to the stay "
United States
Arnassia
The price is AU$522
includes taxes & fees
22 Dec - 23 Dec
LEGOLAND Hotel NEW York
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, (1007)
"Great for a quick stay 👍"
United States
Jerry
The price is AU$165
includes taxes & fees
11 Dec - 12 Dec
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, (1005)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is AU$168
includes taxes & fees
16 Dec - 17 Dec
Overlook Lodge at Bear Mountain
Indoor pool
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1007)
"Lovely property, wonderful staff will definitely return back."
United States
Dennis
The price is AU$177
includes taxes & fees
10 Dec - 11 Dec
Hyatt Place Poughkeepsie / Hudson Valley
Sports facility
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1004)
"Brayden was great"
United States
Will
The price is AU$156
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Fishkill
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, (1008)
"The hotel is quiet and clean and had a very comfortable bed."
United States
Carolyn
The price is AU$188
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn by Hilton New Paltz
Indoor pool
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, (931)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is AU$207
includes taxes & fees
21 Dec - 22 Dec
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Indoor pool
Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (389)
"pleasant, quick check in, lovely room, excellent breakfast"
United States
Peter
The price is AU$190
includes taxes & fees
15 Dec - 16 Dec
Home2 Suites By Hilton Poughkeepsie
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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Top Montgomery Hotel Reviews

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"He was excellent our two nights and thank again, see you soon."
Abdou karime 2-night trip
Posted 1 day ago
Hampton Inn Harriman Woodbury

Frequently asked questions

What are some accommodation options with pools in Montgomery?
Super 8 by Wyndham Montgomery Maybrook: Hotel, 7-minute walk from Resorts World Catskills. Features a children's pool, an indoor pool and a water park. Holiday Inn Express & Suites Montgomery by IHG: Offers daily, an indoor pool and free self parking. Borland House Inn: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool and a snack bar/deli. The Kartrite Resort & Indoor Waterpark: Offers a snack bar/deli, an indoor pool and buffet. Quality Inn Poughkeepsie: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Provides daily, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Montgomery?
The picturesque setting of Orange County Arboretum showcases the area's natural beauty. During your stay, visit sights such as City Winery Hudson Valley, Highland Lakes State Park and Orange County Tennis Center. 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.