Hotels with Swimming Pool in Stockbridge, Massachusetts

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Check availability on Stockbridge Hotels with Swimming Pool

Tonight
Jul 4 - Jul 5
Tomorrow
Jul 5 - Jul 6
This weekend
Jul 4 - Jul 6
Next weekend
Jul 11 - Jul 13

Top Stockbridge Hotels with Swimming Pool

The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"Historic property with a bunch to do.
Pool
was great!"
Braeden
The price is P12,320
P16,275 total
includes taxes & fees
Aug 4 - Aug 5
The Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business center

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"The Stockbridge Country Inn is the quintessential New England B&B! The owner, Diane, is the perfect host - very friendly and knowledgeable about the area. We stayed in The Maid's Suite which was extremely comfortable and beautifully decorated. Breakfast was always a delicious treat! The convenient location made access to sightseeing so easy."
Linda
The price is P25,813
P31,226 total
includes taxes & fees
Jul 14 - Jul 15
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (111)
"Lovely ,very clean old inn. Delicious breakfast, room very clean and comfortable. Used the
pool
while we were there .Nice grounds . Staff very nice. "
Roberta
The price is P9,352
P10,755 total
includes taxes & fees
Jul 14 - Jul 15
Blackberry River Inn
The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (84)
"There is a high-end restaurant at the Inn that has wonderful food. Delicious breakfasts (and Sunday Brunch) down the road at The Southfield Store were included. You can take a lovely back road walk past a beaver pond that starts from the parking lot. Employees were friendly and helpful. Multiple other protected area hikes in the neighborhood. We felt we lucked out picking this place."
HELEN
The price is P16,314
P19,686 total
includes taxes & fees
Jul 6 - Jul 7
The Old Inn On The Green
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (385)
"Nice quiet place with friendly people. We were allowed to use
pool
before our check in time. "
Lillian
The price is P5,344
P5,970 total
includes taxes & fees
Jul 7 - Jul 8
Sunset Inn
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
Christopher
Devonfield Inn B&B
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (664)
"We loved our stay! The apartment was excellent and the resort is in a beautiful setting and has amazing facilities and entertainment options. We loved the
pool
and mini golf."
Gergana
The price is P8,676
P10,476 total
includes taxes & fees
Jul 9 - Jul 10
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires
Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
The price is P8,559
P9,561 total
includes taxes & fees
Jul 8 - Jul 9
Holiday Inn Express & Suites Pittsfield - Berkshires
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"One night. Clean room. Kids enjoyed the hot tub and
pool
even though it’s not very large. Convenient location. "
Meaghan
The price is P12,638
P14,117 total
includes taxes & fees
Jul 13 - Jul 14
Hilton Garden Inn Lenox Pittsfield
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (747)
"Spacious and clean room that was more than large enough for our family of four. Seems relatively recently to have received a facelift. The
pool
appeared nice (we couldn't swim due to our plans) A simple breakfast was included. A good choice at a good price point for the area."
Michelle
The price is P5,569
P6,221 total
includes taxes & fees
Jul 6 - Jul 7
Howard Johnson by Wyndham Lenox
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.

Frequently asked questions

What's it like visiting Stockbridge?
If taking it easy by the pool is your idea of a great vacation, you may want to check out historic Stockbridge, which offers 5 places to stay with pools. During your trip, you can explore sights such as Naumkeag and National Shrine of the Divine Mercy, and then kick back and relax poolside at one of the accommodations in Stockbridge that guests like for their pools.
What are some accommodations with pools in Stockbridge?
The Red Lion Inn: Features 3 restaurants, an outdoor pool, and spa services. Tanglewood Suites: Provides a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires: Offers free self parking, an outdoor pool, and complimentary wireless internet access. Quality Inn: Features a health club, an indoor pool, and complimentary wired internet access. Howard Johnson by Wyndham Lenox: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli.
How many hotels with pools will I find in Stockbridge?
Expedia has 5 hotels in Stockbridge for your poolside break.
What is there to see and do in Stockbridge?
Make a point to visit attractions like Naumkeag Museum and Berkshire Botanical Garden. During your stay, check out sights such as National Shrine of the Divine Mercy, Norman Rockwell Museum, and Housatonic River. The bars and historic landmarks 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 Stockbridge?
Taking into account the local weather in 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 Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.