𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Pittsfield (2026)

Our top choices for Pittsfield hotels

In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Anandaraja

includes taxes & fees

7 Jun - 8 Jun

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Kathleen

includes taxes & fees

14 Jun - 15 Jun

Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Pittsfield

Brian

includes taxes & fees

8 Jun - 9 Jun

Berkshire Mountain Lodge

Pittsfield

Robert

includes taxes & fees

18 Jun - 19 Jun

FairBridge Inn Express

Pittsfield

Elie

includes taxes & fees

18 Jun - 19 Jun

Hilton Garden Inn Lenox Pittsfield

Pittsfield

Donna

includes taxes & fees

7 Jun - 8 Jun

The Central Downtown Inn & Suites

Pittsfield

Aisha

includes taxes & fees

7 Jun - 8 Jun

Hotel On North

Pittsfield

KEITH AND SHIRLEY

includes taxes & fees

8 Jun - 9 Jun

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Sharon

includes taxes & fees

22 Jun - 23 Jun

Shaker Mill Inn

West Stockbridge

Mervin

includes taxes & fees

10 Jun - 11 Jun

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

The Yankee Inn

Lenox

Mark

includes taxes & fees

21 Jun - 22 Jun

Gregory House Country Inn

Averill Park

Leslieann H

includes taxes & fees

13 Jun - 14 Jun

Berkshire Lake Lodge

Lee

includes taxes & fees

9 Jun - 10 Jun

Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Great Barrington

Mark

includes taxes & fees

8 Jun - 9 Jun

Berkshires Untold

Lenox

Thomas

includes taxes & fees

8 Jun - 9 Jun

Quality Inn Great Barrington

Great Barrington

Braynd

includes taxes & fees

25 Jun - 26 Jun

The Villager Motel

Williamstown

Monica

includes taxes & fees

9 Jun - 10 Jun

Cozy Corner Motel

Williamstown

Barbara J

includes taxes & fees

8 Jun - 9 Jun

The Springs Motel

New Ashford

Shakeila

includes taxes & fees

9 Jun - 10 Jun

Becket Motel

Becket

Paul

includes taxes & fees

6 Jun - 7 Jun

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Stay near popular Pittsfield attractions

Hancock Shaker Village

4.6/5 (101 reviews)

Step back in time at this living history museum showcasing Shaker life and craftsmanship. Marvel at the iconic Round Stone Barn and explore 20 historic buildings filled with over 22,000 authentic artefacts.

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Learn more about Pittsfield

Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

See all hotels in Pittsfield

Top Pittsfield Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good

"Hi, for the most part, my stay was fantastic. The staff were excellent. Breakfast was awesome! The Restaurant and Bar were great! My one negative comment is about the lack of hot water in the morning for me to take a shower. Very disappointing. I am coming back there the next 2 weeks and I hope that the Hot Water situation will be rectified."

Berkshires Untold

8/10 Good

"Here’s what we liked: If we were just reviewing BERKSHIRES UNTOLD based on the staff, we’d be giving it a 5. The staff were extremely friendly, helpful and gracious. When we asked for extra towels and requested a room change, they accommodated those requests immediately. After we switched rooms they checked to see if we were happier. This is exactly the kind of service you want in a hotel or inn. Other good things - The bed was comfortable and there was enough counter space in the bathroom and at the desk area. We also liked that there was a breakfast seating area, bar and small indoor seating area plus outdoor seating with gas fire pits. So, why are we giving the place a 3 overall? It really needed more attention to detail. The carpet in our original room was not in good shape and the fitted bed sheet had a small rip on my side. Some of the room furniture was dinged up and a sofa in the common seating area had some shredded fabric. One thing we didn’t like (that they couldn’t exactly help) was that we were there on a late spring wedding weekend, so there were buses idling in front of our room with loud talkers and smokers nearby. It felt like they were in our room along with the smoke and fumes. The trend of turning motels into better motels is interesting. They’re less expensive and are sometimes more original. But you’re still in a motel. If you value soundproofing and consistently better quality, a mid range chain may be a better choice."

Berkshire Mountain Lodge

10/10 Excellent

"We love the Bershire Mountain Lodge. We've stayed here five other times but this time we do have a few very minor negatives. 1) The cabinet door under the kitchenette sink had a loose hinge. We messaged the staff and requested that they wait until after we checked out to repair the hinge. We hope the hinge was repaired before the next guest checked in. 2) The toilet flush handle was slightly cracked but still functional. We forgot to notify the staff; it was barely noticeable. 3) The guest or owner in the room above our room walked very loudly. We were used to hearing noises from people walking in the hall but this was our first time hearing footsteps through the ceiling. Other than those three items, our stay was excellent. The front desk staff were courteous and helpful. The housekeeping crew were unobtrusive. The long driveway to the ample parking lot gives enough distance from the busy"

More cheap stays in Pittsfield

Quality Inn Great Barrington

372 Main Street Great Barrington MA

S$133

25 Jun - 26 Jun

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Frequently asked questions

Where is the best place for a stay in Pittsfield?

Berkshire Mountain Lodge is one of the top choices for your stay based on our traveller data. This lodge offers an indoor pool and free parking. Other good choices for your visit include Hotel On North and Holiday Inn & Suites Pittsfield-Berkshires by IHG. See all available top hotels, or vacation rentals in Pittsfield.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

What's the best budget-friendly hotel in Pittsfield?

Based on our traveller reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.

What's the best family accommodation in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires by IHG is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Holiday Inn Express & Suites Pittsfield - Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites. Also, attractions such as Berkshire Museum and Bousquet Ski Area are fun for children of all ages. Find more child-friendly accommodations in Pittsfield.

What is the top LGBTQ-friendly place to stay in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and free Internet. Hilton Garden Inn Lenox Pittsfield is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Pittsfield.

What's the best dog-friendly accommodation option in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Other good choices for you and your pet's trip include Hotel On North and Best Western Plus Berkshire Hills Inn & Suites. See more pet-friendly hotel accommodations in Pittsfield.

What are some accommodation options with pools in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi and free self-parking. View all hotels with pools in Pittsfield.

What is staying in Pittsfield like?

Visitors to Pittsfield will definitely enjoy the sporting events, entertainment and theatres. Tourists can also enjoy the city's museums, lake views and ski areas. In Pittsfield, there are 72 hotels and other accommodation options to choose from. Find out more about Pittsfield.

What should I do while I'm visiting Pittsfield?

Cultural venues include Berkshire Museum, Colonial Theater and Barrington Stage Company. Landmarks like Hancock Shaker Village and Herman Melville's Arrowhead might be worth a visit. A couple of additional sights to add to your itinerary are Bousquet Ski Area and Housatonic River. Take a look at what more there is to see and do in Expedia's Pittsfield guide.

How should I get around Pittsfield?

To see more of the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. If you want to venture out around the area, you may want a rental car in Pittsfield for your journey.

What's the seasonal weather like in Pittsfield?

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.

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Our top choices for Pittsfield hotels

Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Berkshire Inn

Berkshire Mountain Lodge

FairBridge Inn Express

Hilton Garden Inn Lenox Pittsfield

The Central Downtown Inn & Suites

Hotel On North

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Shaker Mill Inn

The Yankee Inn

Gregory House Country Inn

Berkshire Lake Lodge

Monument Mountain Motel

Berkshires Untold

Quality Inn Great Barrington

The Villager Motel

Cozy Corner Motel

The Springs Motel

Becket Motel

Stay near popular Pittsfield attractions

Hancock Shaker Village

Learn more about Pittsfield

Top Pittsfield Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

More cheap stays in Pittsfield

Quality Inn Great Barrington

Frequently asked questions

Explore a world of travel with Expedia

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