Find Hotels with Bars in Stockbridge, MA

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Pick from 1 Stockbridge Hotels with Bars and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Red Lion Inn
Front of property

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"The feel of an old fashioned Christmas feel"
The price is SAR 774
SAR 1,032 total
includes taxes & fees
19 Dec - 20 Dec
The Red Lion Inn
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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Frequently asked questions

Searching for hotels with bars in Stockbridge?
Stockbridge offers 43 hotels and other accommodations to choose from, and likely many will have a bar where you can enjoy an evening cocktail after sightseeing. While you’re here, you can check out Naumkeag Museum and National Shrine of the Divine Mercy.
What are the best hotels with bars in Stockbridge?
Here are some favorite hotels with bars in and around Stockbridge: The Red Lion Inn: Hotel with 3 restaurants. Enjoy the bar, free WiFi, and breakfast. The Yankee, Trademark Collection by Wyndham: Enjoy the bar, free breakfast, and free WiFi. Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel: Lodge with restaurant. Enjoy the bar, free WiFi, and free parking. The Black Swan Lee - Lenox, Ascend Hotel Collection: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Stockbridge?
Consider a visit to Naumkeag Museum, National Shrine of the Divine Mercy, and Norman Rockwell Museum, and then find a cozy spot for a nightcap. Other places to see include Berkshire Botanical Garden and Beartown State Forest. Stockbridge is appreciated for its bars.
When is the best time to visit Stockbridge?
Visiting local bars in Stockbridge is more fun in good weather. These rainfall averages and temperatures can help you determine the best time for bar hopping. 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.
How can I get to Stockbridge and around the area?
Here are some of your transportation options in and around Stockbridge: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) from the heart of the city. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 20 mi (32.3 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.