Stockbridge Hotel Guide - Hotels with Pool in Stockbridge, Massachusetts

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Check availability on Stockbridge Hotels with Pool

Top Stockbridge Hotels with Pool

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
The price is €93
includes taxes & fees
5 Oct - 6 Oct
Huttopia Berkshires

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (658)
"It was a great Stay where we had to it was a good area I would come back to this place again "
The price is €108
includes taxes & fees
28 Sept - 29 Sept
Berkshire Mountain Lodge

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (68)
"Quiet and quaint place. I have stayed a couple of times."
The price is €95
includes taxes & fees
28 Sept - 29 Sept
The Springs Motel

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1007)
"great place have stayed several times, and hope to return."
The price is €202
includes taxes & fees
30 Sept - 1 Oct
The Red Lion Inn

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is €319
includes taxes & fees
14 Oct - 15 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (136)
"Loved everything especially Lucas and Joe💟☮️"
The price is €160
includes taxes & fees
1 Oct - 2 Oct
Blackberry River Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (881)
"Our stay was very pleasant "
The price is €103
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (533)
"Comfy, quiet, and clean "
The price is €104
includes taxes & fees
28 Sept - 29 Sept
The Little Lion

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (803)
"Great place to stay for overnight stays. Breakfast was appreciated."
The price is €75
includes taxes & fees
28 Sept - 29 Sept
Howard Johnson by Wyndham Lenox

Element Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
The price is €168
includes taxes & fees
1 Oct - 2 Oct
Element Lenox Berkshires
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 Stockbridge Hotel Reviews

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Frequently asked questions

What are some accommodation options with pools in Stockbridge?
The Red Lion Inn: Features 3 restaurants, an outdoor pool and spa services. Tanglewood Suites: Provides full, a seasonal outdoor pool and free self parking. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Vacation Village in the Berkshires: Offers free self parking, an indoor pool and complimentary wireless Internet access. Berkshire Mountain Lodge: Features 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli.
What is there to see and do in Stockbridge?
Make a point to visit attractions such as Naumkeag Museum and Berkshire Botanical Garden. During your stay, visit 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 the local weather in Stockbridge into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.