Pittsfield Bar Hotel

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Check availability on Pittsfield Bar Hotel

Our top choices for Pittsfield hotels with a bar

Breakfast, lunch and dinner served

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (678 reviews)
"Clean room, staff was friendly and efficient. Great breakfast"
United States
Donna
The price is HK$992
HK$1,108 total
includes taxes & fees
28 May - 29 May
Hilton Garden Inn Lenox Pittsfield
Restaurant

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)
"The room was comfortable, and clean. The staff was very courteous and helpful. Breakfast was adequate. Check in and check out went smoothly."
United States
Sharon
The price is HK$956
HK$1,068 total
includes taxes & fees
31 May - 1 Jun
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (858 reviews)
"Very nice clean hotel. Close to Colonial theater. Would definitely stay there again."
United States
KEITH AND SHIRLEY
The price is HK$1,011
HK$1,129 total
includes taxes & fees
25 May - 26 May
Hotel On North
Jetted bathtub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Breakfast ok, coffee good, staff great"
United States
Peter
The price is HK$987
HK$1,103 total
includes taxes & fees
9 Jun - 10 Jun
The Yankee Inn
Dining room

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (94 reviews)
"Comfy, cozy, quiet stay in this lovely property full of character! Thank you, hard-working staff."
United States
Leslieann H
The price is HK$881
HK$978 total
includes taxes & fees
2 Jun - 3 Jun
Gregory House Country Inn
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (952 reviews)
"Great stay!"
United States
Aditya
The price is HK$840
HK$939 total
includes taxes & fees
7 Jun - 8 Jun
Berkshires Untold
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (906 reviews)
"Facilities were excellent. Staff was very helpful and very efficient & courteous in taking care of any concerns I had."
United States
Barbara J
The price is HK$620
HK$731 total
includes taxes & fees
31 May - 1 Jun
Cozy Corner Motel
Lobby lounge

Element by Marriott Lenox Berkshires

Element by Marriott 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 HK$1,426
HK$1,592 total
includes taxes & fees
2 Jun - 3 Jun
Element by Marriott Lenox Berkshires
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (78 reviews)
"The room was very clean and was cleaned daily, staff was very friendly, breakfast buffet was excellent "
United States
John
The price is HK$1,191
HK$1,334 total
includes taxes & fees
27 May - 28 May
Little Cat Lodge
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,001 reviews)
"A nice stay at an affordable price. "
United States
Brian
The price is HK$633
HK$707 total
includes taxes & fees
31 May - 1 Jun
Willows Motel Williamstown
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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Top Pittsfield Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"The front porch. The dining rooms. The staff. Everything was perfect from the time we entered until the time we departed."
Nicholas 1-night trip
Posted 3 hours ago
The Red Lion Inn

Frequently asked questions

Searching for hotels with bars in Pittsfield?
Pittsfield offers 72 properties to choose from, and likely many will have a bar where you can enjoy an evening cocktail after exploring the city. While you're here, consider a visit to Berkshire Museum and Barrington Stage Company.
What are the best hotels with bars in Pittsfield?
Here are some of the top Pittsfield accommodation options with bars: Hotel On North: Enjoy the bar, free WiFi and free parking. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Hotel with restaurant. 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, Barrington Stage Company and Bousquet Ski Area, and then find a cosy 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 choose the best time for bar-hopping. 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 Pittsfield are January, March, February and November, with each month seeing an average of 18 cm 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) away. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To venture out into the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station.

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