Pittsfield Hotels from S$96

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Check prices for these dates

Tonight
12 Apr - 13 Apr
Tomorrow
13 Apr - 14 Apr
Next weekend
17 Apr - 19 Apr
In two weeks
24 Apr - 26 Apr

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Our top choices for Pittsfield hotels

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

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,003 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is S$157
includes taxes & fees
16 Apr - 17 Apr
Best Western Plus Berkshire Hills Inn & Suites
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (901 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is S$152
includes taxes & fees
12 May - 13 May
Berkshire Mountain Lodge
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, (673 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is S$195
includes taxes & fees
16 Apr - 17 Apr
Hilton Garden Inn Lenox Pittsfield
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (852 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is S$112
includes taxes & fees
3 May - 4 May
Berkshire Inn
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (88 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is S$168
includes taxes & fees
16 Apr - 17 Apr
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (843 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 S$195
includes taxes & fees
16 Apr - 17 Apr
Hotel On North
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, (1,003 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 S$178
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (359 reviews)
"Clean room, easy checkin, loved the tea kettle. Clean, comfortable, would definitely return. "
United States
TIFFANY
The price is S$145
includes taxes & fees
13 Apr - 14 Apr
The Central Downtown Inn & Suites
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (817 reviews)
"The room was absolutely horrible and extremely dirty!"
United States
Mandy
The price is S$98
includes taxes & fees
26 Apr - 27 Apr
FairBridge Inn Express
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,003 reviews)
"Great location, friendly staff"
United States
James
The price is S$96
includes taxes & fees
28 Apr - 29 Apr
Quality Inn Great Barrington
Exterior

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (777 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is S$216
includes taxes & fees
26 Apr - 27 Apr
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (897 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 S$119
includes taxes & fees
16 Apr - 17 Apr
Cozy Corner Motel
Minibar, iron/ironing board, free WiFi, bed sheets

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (240 reviews)
"Found dead flies in the beds and the sheets were stained. I would not expect much from an inexpensive room but I do expect it to be clean."
United States
Heidi
The price is S$109
includes taxes & fees
19 Apr - 20 Apr
Rodeway Inn
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (839 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is S$85
includes taxes & fees
19 Apr - 20 Apr
Monument Mountain Motel
Exterior

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (754 reviews)
"Staff was great! Clean room, parking was always available. Breakfast was great. Had a great time!"
United States
Brigid
The price is S$152
includes taxes & fees
20 Apr - 21 Apr
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (783 reviews)
"very clean, up to day, no thrills overnighter. perfect stop from NYC to VT skiing"
United States
Martin
The price is S$112
includes taxes & fees
13 Apr - 14 Apr
The Villager Motel
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,001 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 S$115
includes taxes & fees
15 Apr - 16 Apr
Willows Motel Williamstown
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (600 reviews)
"Staff is very nice and the rooms are always clean!"
United States
Peter
The price is S$148
includes taxes & fees
13 Apr - 14 Apr
Maple Terrace Motel
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (576 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is S$107
includes taxes & fees
13 Apr - 14 Apr
Travelodge by Wyndham Great Barrington Berkshires
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (895 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 S$112
includes taxes & fees
14 Apr - 15 Apr
Berkshires Untold
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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Stay near popular Pittsfield attractions

Photo by Carolyn Baker Reck
Open Photo by Carolyn Baker Reck

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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Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Bousquet Ski Area

4.1/5 (47 reviews)
This historic ski area pioneered night skiing in America and offers 23 trails across 200 acres. Glide down gentle slopes or challenge yourself on expert runs, then warm up at the lodge with panoramic mountain views.
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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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"Wonderful views and staff are nice and attentive to rea"
Claire 1-night trip
Posted 4 hours ago
Vacation Village in the Berkshires

More cheap stays in Pittsfield

Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
The price is S$96 per night from 28 Apr to 29 Apr
S$96
28 Apr - 29 Apr
includes taxes & fees
8.4/10 Very Good! (1,003 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 Holiday Inn & Suites Pittsfield-Berkshires by IHG and Hotel On North. 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 Express & Suites Pittsfield - Berkshires by IHG is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Holiday Inn & 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?
Hotel On North is a top hotel for people travelling with their pets, and offers a bar/lounge and concierge services for its human guests. Other good choices for you and your pet's trip include Holiday Inn & Suites Pittsfield-Berkshires by IHG 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 71 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 Hancock Shaker Village. 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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