Search Hotels with Pool in Stephentown

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Check prices for these dates

Tonight
9 Nov - 10 Nov
Tomorrow
10 Nov - 11 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Stephentown hotels with a pool

Indoor pool

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,838 reviews)
  • cleanliness
    Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
The price is Rp1.453.306
Rp1.821.780 total
includes taxes & fees
10 Nov - 11 Nov
Vacation Village in the Berkshires
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

2. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,004 reviews)
  • cleanliness
    Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.
The price is Rp2.425.735
Rp2.709.546 total
includes taxes & fees
10 Nov - 11 Nov
Jiminy Peak Mountain Resort
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

3. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is Rp2.297.303
Rp2.566.106 total
includes taxes & fees
20 Nov - 21 Nov
The Yankee Inn
Pool

4. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
The price is Rp1.983.459
Rp2.215.523 total
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn & Suites Berkshires-Lenox
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

5. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (717 reviews)
  • cleanliness
    Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
The price is Rp2.146.803
Rp2.397.878 total
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

6. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,266 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is Rp1.388.421
Rp1.954.974 total
includes taxes & fees
6 Dec - 7 Dec
Berkshire Mountain Lodge
An indoor swimming pool with clear water, tiled floors, and a blue wall.

7. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (258 reviews)
  • cleanliness
    Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
The price is Rp1.989.790
Rp2.222.595 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A poolside area with lounge chairs, umbrellas, and a swimming pool.

8. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (123 reviews)
  • cleanliness
    Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
The price is Rp1.912.912
Rp2.098.464 total
includes taxes & fees
10 Dec - 11 Dec
The Springs Motel
A swimming pool with a white fence, a flag, and a view of a town with houses and a hill in the background.

9. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (937 reviews)
  • cleanliness
    Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
The price is Rp1.429.031
Rp1.596.228 total
includes taxes & fees
10 Nov - 11 Nov
Howard Johnson by Wyndham Lenox
A large indoor swimming pool with multiple levels of balconies, surrounded by tables and chairs.

10. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,001 reviews)
  • cleanliness
    Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.
The price is Rp1.953.612
Rp2.182.185 total
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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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Choose what matters most at hotels with a pool in Stephentown

Breakfast included
4 stars

Top Stephentown Hotel Reviews

Indoor pool
Vacation Village in the Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown

10/10 Excellent

Excellent rooms in a great location
United Kingdom
Alan
Reviewed August 4, 2026
Vacation Village in the Berkshires

Frequently Asked Questions

What are some accommodation options with pools in Stephentown?

Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool and free self parking. Country Inn & Suites by Radisson, Downtown Albany New York: Offers free self parking, an indoor pool and complimentary wireless Internet access. Hampton Inn & Suites Albany-Downtown: Hotel located near Albany Medical Center. Offers full, an indoor pool and free self parking. Berkshire Mountain Lodge: Provides a seasonal outdoor pool, an indoor pool and buffet. Hyatt Place Albany/Downtown: Offers 3 restaurants, an outdoor pool and spa services.

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.