Find Hotels with Bars in Stockbridge, MA

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Check availability on Stockbridge Hotels with Bars

Compare Stockbridge Hotels with Bars room rates, reviews, and availability. Most hotels are fully refundable.

The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1048)
"Loved the Inn. Great place and awesome accommodations. Staff, hotel pets, and the building are amazing."
The price is AED 393
AED 604 total
includes taxes & fees
21 Apr - 22 Apr
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 40 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. Vacation Village in the Berkshires: Lodge with restaurant. Enjoy the bar, free WiFi, and free parking. Life House Berkshires: Enjoy the bar, free breakfast, and free WiFi. The Yankee, Trademark Collection by Wyndham: Enjoy the poolside bar, 2 outdoor pools, and WiFi. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
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 Housatonic River. 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.