𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Pittsfield (2026)

Our top choices for Pittsfield hotels

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Anandaraja

₹12,270 total

includes taxes & fees

15 Jun - 16 Jun

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

FairBridge Inn Express

Pittsfield

William

₹7,270 total

includes taxes & fees

24 Jun - 25 Jun

Berkshire Mountain Lodge

Pittsfield

Sade

₹17,372 total

includes taxes & fees

18 Jun - 19 Jun

Hilton Garden Inn Lenox Pittsfield

Pittsfield

Adeline

₹15,639 total

includes taxes & fees

14 Jun - 15 Jun

Berkshire Inn

Pittsfield

Brian

₹8,426 total

includes taxes & fees

11 Jun - 12 Jun

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Sharon

₹12,888 total

includes taxes & fees

22 Jun - 23 Jun

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

Pittsfield

Kathleen

₹14,379 total

includes taxes & fees

14 Jun - 15 Jun

Hotel On North

Pittsfield

KEITH AND SHIRLEY

₹19,065 total

includes taxes & fees

15 Jun - 16 Jun

The Central Downtown Inn & Suites

Pittsfield

Aisha

₹12,142 total

includes taxes & fees

14 Jun - 15 Jun

Quality Inn Great Barrington

Great Barrington

Braynd

₹10,017 total

includes taxes & fees

14 Jun - 15 Jun

Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

The Yankee Inn

Lenox

Mark

₹11,844 total

includes taxes & fees

14 Jun - 15 Jun

Cozy Corner Motel

Williamstown

Barbara J

₹9,491 total

includes taxes & fees

18 Jun - 19 Jun

Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Great Barrington

Yekaterina

₹8,197 total

includes taxes & fees

15 Jun - 16 Jun

The Villager Motel

Williamstown

Monica

₹9,479 total

includes taxes & fees

15 Jun - 16 Jun

Maple Terrace Motel

Williamstown

Carolyn

₹12,249 total

includes taxes & fees

24 Jun - 25 Jun

In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Heather

₹8,414 total

includes taxes & fees

14 Jun - 15 Jun

In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Lenox

robert

₹8,414 total

includes taxes & fees

11 Jun - 12 Jun

The Little Lion

Great Barrington

Mia

₹9,373 total

includes taxes & fees

14 Jun - 15 Jun

Willows Motel Williamstown

Williamstown

Matt

₹8,803 total

includes taxes & fees

30 Jun - 1 Jul

Quality Inn Lee - Lenox South

Lee

Cheri

₹13,053 total

includes taxes & fees

14 Jun - 15 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

"Everything was good but restaurant need to close later. Parking was an issue."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"The view was great. It is in 10 to 30 minutes of places I wanted to visit. The staff went out of their way to accommodate me with the personal items I needed. I didn't need to use the Kayaks or pontoon that they rent to use on Lake Laural. The only drawback is no beach."

Berkshires Untold

10/10 Excellent

"The hotel was beautiful. My room was very nice exactly what I needed. The decor was very inviting and the bathroom was amazingly beautiful as well as the lounge and grounds of the property. My only one wish was that there was coffee in the room. Although you just had to walk to the lobby to get coffee in the morning, you had to get up and get dressed first which would have been more convenient if coffee was already in the room."

The Red Lion Inn

8/10 Good

"It is a charming, historic hotel. Dinner in the tavern was delicious and service was very good. The only thing we didn't like was the mattress, which needs to be replaced as it has divits. Other than that, it's a cool place that is fun to explore. Wish we were here longer to try out the pool. We did enjoy getting a cocktail from the bar and sitting in rockers on the front porch, watching the traffic go by."

Vacation Village in the Berkshires

10/10 Excellent

"This is a big beautful modern condo complex about 20 mins outside Wiilamstown (to the north) or Pittsfield (to the south). Huge swimming pools - one indoors, one out. Beautiful views of the Berkshires. Quiet rural environment. I could hear the frogs singing and the cricketa chirp at night. Excellent value for the money. Friendly staff. I got a one-bdrm condo for the price of a standard hotel. No grocery atores nearby some come with supplies if you plan to cook."

More cheap stays in Pittsfield

Quality Inn Great Barrington

372 Main Street Great Barrington MA

₹8,968

₹10,017 total

14 Jun - 15 Jun

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

Hotels in Pittsfield with star rating

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 Express & 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 73 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 Berkshire Athenaeum and Bousquet Ski Area. 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

FairBridge Inn Express

Berkshire Mountain Lodge

Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

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

Hotel On North

The Central Downtown Inn & Suites

Quality Inn Great Barrington

The Yankee Inn

Cozy Corner Motel

Monument Mountain Motel

The Villager Motel

Maple Terrace Motel

Travelodge by Wyndham Great Barrington Berkshires

Howard Johnson by Wyndham Lenox

The Little Lion

Willows Motel Williamstown

Quality Inn Lee - Lenox South

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

Hotels in Pittsfield with star rating

Frequently asked questions

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