Find Hotels with Bar in Pittsfield, MA from CA $125

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Check availability on Pittsfield Hotels with Bar

Our top choices for Pittsfield hotels with a bar

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (673 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is CA $193
CA $215 total
includes taxes & fees
Apr 5 - Apr 6
Hilton Garden Inn Lenox Pittsfield

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,000 reviews)
"Nice property. Breakfast buffet was good. Parking lot was under construction, but complimentary valet parking was offered. Friendly staff, comfortable beds.resturanton 2 nd floor was good "
United States
D
The price is CA $158
CA $177 total
includes taxes & fees
Apr 9 - Apr 10
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (841 reviews)
"The hotel was even more beautiful in person! Rooms were incredibly spacious and lovely. The staff was incredibly friendly and helpful. Great stay would definitley return. "
United States
Alessandra
The price is CA $207
CA $231 total
includes taxes & fees
Apr 7 - Apr 8
Hotel On North

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (884 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is CA $128
CA $143 total
includes taxes & fees
Apr 5 - Apr 6
Berkshires Untold

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is CA $198
CA $222 total
includes taxes & fees
Apr 15 - Apr 16
Element Lenox Berkshires

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (896 reviews)
"We love Cozy Corner. It's a snug, safe, well-maintained, home away from home. Love the ample breakfast and the genuine welcome we receive every time."
United States
Ann
The price is CA $110
CA $130 total
includes taxes & fees
Apr 7 - Apr 8
Cozy Corner Motel

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (91 reviews)
"The entire staff are very gracious hosts and very friendly. It is always a great pleasure to visit there. Dinner and Sunday Brunch food was excellent!"
United States
Richard
The price is CA $145
CA $161 total
includes taxes & fees
Apr 3 - Apr 4
Gregory House Country Inn

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean and cozy room, friendly staff, and fresh fruit for breakfast. Great location right next to Williams College."
United States
Phebe
The price is CA $112
CA $125 total
includes taxes & fees
Apr 4 - Apr 5
Willows Motel Williamstown

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful Inn, hosts are most welcome and the breakfast was perfect. Heading back for certain!"
United States
Karen
The price is CA $185
CA $213 total
includes taxes & fees
Apr 16 - Apr 17
The Cornell Inn, Lenox & The Berkshires

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (75 reviews)
"Nice rooms, very clean place"
United States
Padgett
The price is CA $211
CA $236 total
includes taxes & fees
Apr 5 - Apr 6
Little Cat Lodge
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 Pittsfield Hotel Reviews

Frequently asked questions

Searching for hotels with bars in Pittsfield?
Pittsfield offers 72 hotels and other lodging options to choose from, and likely many will have a bar where you can enjoy a beer after a day out and about exploring. While you're here, consider a visit to Berkshire Museum and Colonial Theater.
What are the best hotels with bars in Pittsfield?
Here's some of the top Pittsfield accommodations with bars: Holiday Inn & Suites Pittsfield-Berkshires by IHG: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Hotel On North: Enjoy the bar, free WiFi, and free parking. Hilton Garden Inn Lenox Pittsfield: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Pittsfield?
If you have time to explore, consider visiting Berkshire Museum, Colonial Theater, and Bousquet Ski Area, and then find a cozy spot for a nightcap. Other places to see include Hancock Shaker Village and Housatonic River. Pittsfield is appreciated for its entertainment venues.
When is the best time to visit Pittsfield?
Visiting local bars in Pittsfield is more fun when you know what the weather holds. These temperatures and rainfall averages 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 Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
How can I get to Pittsfield and around the area?
You might want to make the most of these transportation choices in and around Pittsfield: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 2.5 mi (4 km) from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To see more of the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station.

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