A river surrounded by autumn-colored trees and a forested hill.

Stockbridge Hotels with Swimming Pool

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Check availability on Stockbridge Hotels with Swimming Pools

Our top choices for Stockbridge hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

1. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,015 reviews)
"Great location - hotel has an excellent dining room and there are several other restaurants within easy walking distance from hotel. A historic, old hotel with lots of curated artwork and history."
United States
Lisabeth
The price is RM639
RM915 total
includes taxes & fees
29 Nov - 30 Nov
The Red Lion Inn
A backyard with a swimming pool, surrounded by grass and trees.

2. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (110 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is RM985
RM1,155 total
includes taxes & fees
19 Nov - 20 Nov
The Inn at Stockbridge
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 Stockbridge

Breakfast included
Hot tub

Top Stockbridge Hotel Reviews

The Inn at Stockbridge

The Inn at Stockbridge

10/10 Excellent
"My husband and I stayed in one of the cottages on the property. It was very quaint, quiet and clean! The inclusive full breakfast is served hot and delicious. The presentation is amazing and the jam is homemade! You can actually purchase jars of the jam to take home, which we did! Gluten free breakfast options are available! Thumbs up to the chef, friendly staff and to the owners of the Inn at Stockbridge. The only slight negative thing is they need to update the bath towels. This is a place we would return to and feel we made a great choice while visiting the Berkshires!"
Michelle 2-night trip
Posted 2 days ago
The Inn at Stockbridge

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. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood: Provides full, a seasonal outdoor pool and free self parking. 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. Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. Quality Inn Great Barrington: Provides a seasonal outdoor pool, an indoor pool and buffet.
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 Stockbridge Bowl. 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.

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