Find Hotels with Bar in Stockbridge, MA from CA $126

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Check availability on Stockbridge Hotels with Bar

Top Stockbridge Hotels with Bar

Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (680)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is CA $221
CA $247 total
includes taxes & fees
Aug 18 - Aug 19
Berkshires Untold
Element Lenox Berkshires
Free daily continental breakfast

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is CA $210
CA $235 total
includes taxes & fees
Sep 1 - Sep 2
Element Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (570)
"Fabulous place"
The price is CA $210
CA $235 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Lenox Berkshires
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"Loved our visit"
The price is CA $256
CA $348 total
includes taxes & fees
Aug 27 - Aug 28
The Red Lion Inn
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is CA $176
CA $251 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1006)
"Wonderful place to stay"
The price is CA $185
CA $207 total
includes taxes & fees
Sep 8 - Sep 9
The Yankee, Trademark Collection by Wyndham
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (860)
"Consistently a clean room with welcoming staff."
The price is CA $159
CA $178 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG
the Alander
Dinner served, American cuisine

the Alander

2.5 star property
9.0 out of 10, Wonderful, (155)
"Beautiful area. Quiet, peaceful and nicely appointed room. Dinner at the restaurant was excellent. "
The price is CA $221
CA $248 total
includes taxes & fees
Aug 19 - Aug 20
the Alander
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, (694)
"Pleasant stay"
The price is CA $126
CA $161 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (755)
"Staff were excellent and welcoming."
The price is CA $210
CA $235 total
includes taxes & fees
Sep 9 - Sep 10
Hotel On North
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

Hotel On North

Hotel On North

10/10 Excellent
"This is a great hotel in a rather run down town. The staff was very helpful in providing us with everything we needed and gave us good recommendations in the town. The hotel is very creative and comfortable in how they used its space. We were very content, including our dog."
Whitney 3-night trip
Posted 2 days ago
Hotel On North

Frequently asked questions

Searching for hotels with bars in Stockbridge?
Stockbridge offers 50 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. Tanglewood Suites: Lodge with restaurant. Enjoy the bar, free WiFi, and free parking. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood: Enjoy the poolside bar, 2 outdoor pools, and WiFi. Vacation Village in the Berkshires: Enjoy the bar, free breakfast, and free WiFi. Berkshire Mountain Lodge: 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.