Find Hotels with a Pool in Montgomery, NY

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Montgomery Hotels with a Pool

Top Montgomery Hotels with a Pool

Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.6 out of 10, Excellent, (22)
"We loved everything from the staff to the stay "
United States
Arnassia
The price is NT$3,502
NT$7,929 total
includes taxes & fees
Dec 21 - Dec 22
LEGOLAND Hotel NEW York
Indoor pool
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 star property
Crown Heights
8.8 out of 10, Excellent, (1000)
"Everything about this hotel was great would absolutely stay again "
United States
Amanda
The price is NT$3,095
NT$3,595 total
includes taxes & fees
Dec 19 - Dec 20
Hampton Inn & Suites Poughkeepsie
Sports facility
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1003)
"It was a great place to stay "
United States
Amanda
The price is NT$2,973
NT$3,363 total
includes taxes & fees
Dec 11 - Dec 12
Hilton Garden Inn Fishkill
Indoor pool
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

2.5 star property
Fishkill
8.4 out of 10, Very Good, (1001)
"This hotel had everything I wanted - a clean room, free hot breakfast and a hot tub - it was a great find in Fishkill!"
United States
Karen
The price is NT$2,811
NT$3,180 total
includes taxes & fees
Dec 19 - Dec 20
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Indoor pool
Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie

3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1002)
"Rooms were clean, comfortable and spacious."
United States
MARIA
The price is NT$3,220
NT$3,740 total
includes taxes & fees
Dec 21 - Dec 22
Homewood Suites by Hilton Poughkeepsie
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, (1004)
"Clean, comfortable, wonderful staff"
United States
Nicole
The price is NT$3,473
NT$3,889 total
includes taxes & fees
Dec 14 - Dec 15
Hampton Inn by Hilton New Paltz
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, (1009)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
The price is NT$3,713
NT$4,201 total
includes taxes & fees
Dec 2 - Dec 3
Overlook Lodge at Bear Mountain
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, (915)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is NT$3,424
NT$4,045 total
includes taxes & fees
Nov 25 - Nov 26
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, (381)
"pleasant, quick check in, lovely room, excellent breakfast"
United States
Peter
The price is NT$3,470
NT$4,030 total
includes taxes & fees
Dec 21 - Dec 22
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.
View all properties

Top Montgomery Hotel Reviews

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"Clean, comfortable, wonderful staff"
Nicole 1-night trip
Posted 1 day ago
Hampton Inn by Hilton New Paltz

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Montgomery?
Holiday Inn Express & Suites Montgomery by IHG: Hotel, 7-minute walk from Resorts World Catskills. Features a children's pool, an indoor pool, and a water park. Super 8 by Wyndham Montgomery Maybrook: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Borland House Inn: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Provides daily, an indoor pool, and complimentary wired internet access. The Kartrite Resort & Indoor Waterpark: Hotel, 4-minute walk from Resorts World Catskills. Features 6 restaurants, a pool, and a full-service spa. The Crossroads Hotel, Newburgh: Offers continental, an indoor pool, and complimentary wired internet access.
What is there to see and do in Montgomery?
Surround yourself with nature at Thomas Bull Memorial Park and Orange County Arboretum. During your stay, check out 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 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.