Hotels with Swimming Pool in West Stockbridge, Massachusetts

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Check availability on West Stockbridge Hotels with Swimming Pool

Top West Stockbridge Hotels with Swimming Pool

Our top choices for West Stockbridge hotels with a pool

Huttopia Berkshires
Outdoor pool

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect place for a relaxing getaway! We loved everything! "
The price is P5,584
P6,238 total
includes taxes & fees
Sep 1 - Sep 2
Huttopia Berkshires
Berkshire Mountain Lodge
Indoor pool

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (583)
"Amazing place to stay. Can’t wait to go again. "
The price is P3,749
P5,460 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge
The Springs Motel
Seasonal outdoor pool

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (61)
"I was pleasantly surprised to find this gem in the middle of town. Relatively inexpensive for the area. Clean rooms and property. Nice staff. Beautiful pool. Would definitely recommend "
The price is P8,781
P9,633 total
includes taxes & fees
Aug 26 - Aug 27
The Springs Motel
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (786)
"My stay was perfect. I can't wait to stay there again. "
The price is P4,502
P5,028 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lenox
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (20)
"Really enjoyed my stay here, definitely need a car to get around"
The price is P7,701
P8,602 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Blackberry River Inn
Seasonal outdoor pool

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (127)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is P9,365
P10,770 total
includes taxes & fees
Sep 2 - Sep 3
Blackberry River Inn
Element Lenox Berkshires
Indoor pool

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is P8,661
P9,675 total
includes taxes & fees
Sep 2 - Sep 3
Element Lenox Berkshires
Berkshire Inn
1 bedroom, desk, iron/ironing board, free WiFi

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (799)
"This is a very convenient motel -- it is easy to get to, has a nice pool, quiet area, comfortable room, "
The price is P5,128
P5,728 total
includes taxes & fees
Aug 24 - Aug 25
Berkshire Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Meeting facility

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (863)
"Consistently a clean room with welcoming staff."
The price is P6,211
P6,938 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
1 bedroom, premium bedding, pillowtop beds, in-room safe

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (649)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is P7,066
P7,892 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express Hotel & Suites Great Barrington 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.

Top West Stockbridge Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"I love the cleanliness, courteous staff. Warm pool, hot tub. Relaxing environment."
Jeanette 2-night trip
Posted 3 days ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What are some accommodations with pools in West Stockbridge?
Pleasant Valley Motel West Stockbridge: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires: Provides free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge: Features free self parking, an outdoor pool, and complimentary wireless internet access. Quality Inn: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Berkshires Untold: Provides 3 restaurants, an outdoor pool, and spa services.
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 Hoffman's Pottery, Hotchkiss Mobile Studio, and Ebenezer II Gifts and Antiques. 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.