Find Hotels with a Pool in West Stockbridge, MA from CA $157

  • 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 West Stockbridge Hotels with a Pool

Tonight
Apr 29 - Apr 30
Tomorrow
Apr 30 - May 1
This weekend
May 1 - May 3
Next weekend
May 8 - May 10

Our top choices for West Stockbridge hotels with a pool

Indoor pool, seasonal outdoor pool, sun loungers

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is CA $141
CA $157 total
includes taxes & fees
May 6 - May 7
The Yankee Inn
Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (919 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is CA $118
CA $162 total
includes taxes & fees
May 28 - May 29
Berkshire Mountain Lodge
Seasonal outdoor pool

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (95 reviews)
  • cleanliness
    Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
The price is CA $144
CA $158 total
includes taxes & fees
Apr 30 - May 1
The Springs Motel
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is CA $196
CA $280 total
includes taxes & fees
May 4 - May 5
The Red Lion Inn
Indoor pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (758 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is CA $152
CA $170 total
includes taxes & fees
May 6 - May 7
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
  • cleanliness
    Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.
The price is CA $243
CA $271 total
includes taxes & fees
May 6 - May 7
Element Lenox Berkshires
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (557 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is CA $150
CA $167 total
includes taxes & fees
May 6 - May 7
The Little Lion
Seasonal outdoor pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (175 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is CA $193
CA $222 total
includes taxes & fees
May 10 - May 11
Blackberry River Inn
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
The price is CA $173
CA $194 total
includes taxes & fees
May 17 - May 18
Hampton Inn & Suites Berkshires-Lenox
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (76 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is CA $207
CA $232 total
includes taxes & fees
May 3 - May 4
Little Cat Lodge
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

Choose what matters most at hotels with a pool in West Stockbridge

Breakfast included
4 stars

Top West Stockbridge Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"The best!"
Mark 2-night trip
Posted 12 hours ago
The Red Lion Inn

Frequently asked questions

What are some accommodations with pools in West Stockbridge?
Shaker Mill Inn: Features free self parking, an indoor pool, and complimentary wireless internet access. Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: Offers a children's pool, an indoor pool, and free self parking. Berkshires Untold: Hotel, 15-minute walk from National Shrine of the Divine Mercy. Features 3 restaurants, an outdoor pool, and spa services. Berkshire Mountain Lodge: Hotel located near National Shrine of the Divine Mercy. Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Vacation Village in the Berkshires: Features buffet, an indoor pool, and complimentary wired internet access.
What is there to see and do in West Stockbridge?
Make a point to visit attractions like Stockbridge Bowl and Charles H. Baldwin & Sons. During your stay, check out sights such as Hotchkiss Mobile Studio, Ebenezer II Gifts and Antiques, and Hoffman's Pottery. The gardens and restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in West Stockbridge?
Taking into account the local weather in West Stockbridge 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 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in West Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

Explore a world of travel with Expedia