Photo by ViajandoconAna Rustrian
Find Hotels with a Pool in Montgomery, NY from CA $137
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Montgomery Hotels with a Pool
Top Montgomery Hotels with a Pool
Our top choices for Montgomery hotels with a pool

Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
8.8 out of 10, Excellent, (1001)
The price is CA $140
CA $172 total
includes taxes & fees
Sep 8 - Sep 9

Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
9.2 out of 10, Wonderful, (1005)
The price is CA $152
CA $187 total
includes taxes & fees
Sep 2 - Sep 3

Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
8.4 out of 10, Very good, (1003)
The price is CA $142
CA $168 total
includes taxes & fees
Sep 3 - Sep 4

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
10.0 out of 10, Exceptional, (1)
The price is CA $284
CA $423 total
includes taxes & fees
Sep 15 - Sep 16

Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
8.4 out of 10, Very good, (1001)
The price is CA $168
CA $191 total
includes taxes & fees
Aug 25 - Aug 26

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
8.4 out of 10, Very good, (1013)
The price is CA $143
CA $162 total
includes taxes & fees
Aug 24 - Aug 25

Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
8.6 out of 10, Excellent, (1002)
The price is CA $137
CA $162 total
includes taxes & fees
Aug 28 - Aug 29

Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
8.6 out of 10, Excellent, (960)
The price is CA $152
CA $180 total
includes taxes & fees
Aug 26 - Aug 27
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.
Find out more about Montgomery
Top Montgomery Hotel Reviews

Americas Best Value Inn New Paltz
10/10 Excellent
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Hotel Options in Montgomery
- Business Hotels in Montgomery
- Cheap Hotels in Montgomery
- Family Hotels in Montgomery
- Historic Hotels in Montgomery
- Hotel Wedding Venues in Montgomery
- Hotels with Bar in Montgomery
- Hotels with Free Breakfast in Montgomery
- Hotels with Free Parking in Montgomery
- Hotels with Wifi in Montgomery
- Hotels with an Indoor Pool in Montgomery
- Luxury Hotels in Montgomery
- Pet-friendly Hotels in Montgomery
- Shopping Hotels in Montgomery
- Winery Hotels in Montgomery
More Accommodation Types in Montgomery
- Vacation Homes in New York
- Apartments in New York
- Cottages in New York
- Cabin Rentals in New York
- Condo Rentals in New York
- Motels in New York
- B&B in New York
- Farmstay in New York
- Chalets in New York
- Lodges in New York
- Villas in New York
- Guest Houses in New York
- RV Parks in New York
- Aparthotels in New York
- Inns in New York
- Resorts in New York
- Hostels in New York
- Houseboats in New York
- Castles in New York
- Holiday Park Resorts in New York
- Safari Tentalow in New York
- Condo Resorts in New York
- Country Houses in New York
- Residences in New York
- Ranches in New York
- Treehouses in New York
Hotels near popular Montgomery Attractions
- Hotels near Orange County Arboretum
- Hotels near Thomas Bull Memorial Park
- Hotels near Woodbury Common Premium Outlets
- Hotels near LEGOLAND® New York
- Hotels near Resorts World Catskills
- Hotels near Bear Mountain State Park
- Hotels near Vassar College
- Hotels near Mohonk Lake
- Hotels near United States Military Academy
- Hotels near Mohonk Preserve Visitor Center
Montgomery Hotels by Star Rating
Explore more hotels
- Hampton Inn Harriman Woodbury
- Quality Inn & Suites Fishkill South near I-84
- Americas Best Value Inn New Paltz
- Courtyard by Marriott Middletown Goshen
- Hyatt Place Poughkeepsie / Hudson Valley
- HYATT house Fishkill/Poughkeepsie
- Hampton Inn by Hilton New Paltz
- DoubleTree by Hilton Poughkeepsie Convention Center
- Holiday Inn Express Poughkeepsie by IHG
- Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
- Sleep Inn & Suites Monroe - Woodbury
- Ramada by Wyndham Newburgh/West Point
- Holiday Inn Express Hotel & Suites Chester by IHG
- Wingate by Wyndham Fishkill
- Hampton Inn & Suites Poughkeepsie
- The Alder at Resorts World Catskills
- Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
- Fairfield Inn & Suites by Marriott Goshen Middletown
- Hampton Inn by Hilton Middletown
- SureStay Plus Hotel by Best Western Highland Poughkeepsie
More ways to book
Expedia's Latest Trends
Hotels
- Hotels in Niagara Falls
- Hotels in Utica
- Hotels in Lake George
- Hotels in Watertown
- Hotels in Orchard Park
- Hotels in Binghamton
- Hotels in Alexandria Bay
- Hotels with Free Airport Shuttle in Syracuse
- Hotels in Syracuse
- Hotels in Saratoga Springs
- Hotels in Lake Placid
- Hotels in Plattsburgh
- Hotels in Albany
- Hotels in Ellicottville
- Hotels in Lewiston
- Hotels in Watkins Glen
- Hotels in Ithaca
- Beach Hotel in Plattsburgh
- Hotels in Corning
Activities
Packages