Hotels with Swimming Pools in Stephentown

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Check availability on Stephentown Hotels with Swimming Pools

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Stephentown hotels with a pool

Indoor pool, seasonal outdoor pool, pool loungers
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1006)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is S$109
includes taxes & fees
4 Jan - 5 Jan, 2026
The Yankee, Trademark Collection by Wyndham
Meeting facility
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is S$134
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (887)
"Clean, Great Staff, Quiet"
United States
john
The price is S$108
includes taxes & fees
19 Jan - 20 Jan, 2026
Cozy Corner Motel
Indoor pool
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is S$194
includes taxes & fees
6 Jan - 7 Jan, 2026
Element Lenox Berkshires
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is S$150
includes taxes & fees
4 Jan - 5 Jan, 2026
Hampton Inn & Suites Berkshires-Lenox
Indoor pool
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is S$185
includes taxes & fees
2 Jan - 3 Jan, 2026
Hilton Garden Inn Lenox Pittsfield
Indoor pool
Four Points by Sheraton Albany

Four Points by Sheraton Albany

Four Points by Sheraton Albany
3.0 star property
Albany
9.0 out of 10, Wonderful, (551)
"Great stay. Highly recommend. "
United States
Robert
The price is S$165
includes taxes & fees
28 Dec - 29 Dec
Four Points by Sheraton Albany
Seasonal outdoor pool
The Springs Motel

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (88)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is S$180
includes taxes & fees
24 Dec - 25 Dec
The Springs Motel
Indoor pool, open 8:00 AM to 11:00 PM, pool loungers
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
2.5 star property
Rensselaer
8.8 out of 10, Excellent, (863)
"Breakfast area very inviting "
United States
Richard
The price is S$136
includes taxes & fees
11 Jan - 12 Jan, 2026
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
The price is S$263
includes taxes & fees
14 Jan - 15 Jan, 2026
The Red Lion Inn
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 Stephentown Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"My stay was great with no problems. "
scott 2-night trip
Posted 4 days ago
Vacation Village in the Berkshires

Frequently asked questions

What are some accommodation options with pools in Stephentown?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Hyatt Place Albany/Downtown: Provides free self parking, an indoor pool and complimentary wireless Internet access. Hotel Downstreet, an Ascend Collection Hotel: Hotel located near MVP Arena. Features full, an indoor pool and free self parking. Comfort Inn Glenmont - Albany South: Features a seasonal outdoor pool, an indoor pool and buffet. The Williams Inn: Offers a health club, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Stephentown?
Make a point to visit attractions such as Zema's Nursery. Discover sights such as Taconic Ridge State Forest during your stay.
When is the best time to book a hotel with a pool in Stephentown?
Taking the local weather in Stephentown 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 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stephentown are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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