Find hotels in Pittsfield, MA from 1.840.149 ₫

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Top 10 Pittsfield hotels and places to stay

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, (975)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is 2.449.153 ₫
2.735.703 ₫ total
includes taxes & fees
5 Dec - 6 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (776)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge
Lobby sitting area
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, (64)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is 2.404.853 ₫
2.686.220 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Front of property – evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (803)
"Clean room and staff was super friendly"
United States
Yuen
The price is 3.518.142 ₫
3.929.765 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hotel On North
Lobby sitting area
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, (1004)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is 2.464.974 ₫
2.753.377 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Best Western Plus Berkshire Hills Inn & Suites
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (657)
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
The price is 2.721.281 ₫
3.039.671 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Lenox Pittsfield
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is 2.354.752 ₫
2.630.308 ₫ total
includes taxes & fees
4 Dec - 5 Dec
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, (810)
"Room spotless and staff helpful."
United States
William
The price is 2.112.157 ₫
2.359.279 ₫ total
includes taxes & fees
16 Dec - 17 Dec
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

2.0 star property
Pittsfield
7.8 out of 10, Good, (839)
"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 2.267.470 ₫
2.532.765 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Berkshire Inn
Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2160)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is 2.149.917 ₫
2.690.725 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Vacation Village in the Berkshires
Lobby
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very good, (1001)
"Room was spotless, staff very friendly."
United States
amber
The price is 2.549.144 ₫
2.829.551 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Comfort Inn & Suites East Greenbush - Albany
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1014)
"Great stay!"
United States
Ann
The price is 1.647.403 ₫
1.840.149 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Yankee, Trademark Collection by Wyndham
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (806)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is 2.891.281 ₫
3.229.561 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Berkshires Untold
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is 2.578.156 ₫
2.879.800 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is 3.734.114 ₫
5.201.901 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Cornell Inn, Lenox & The Berkshires
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
9.0 out of 10, Wonderful, (794)
"Place was great!"
United States
Benjamin
The price is 2.808.299 ₫
3.504.981 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1013)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is 2.824.763 ₫
3.155.261 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, an Ascend Collection Hotel
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1004)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is 4.299.125 ₫
5.980.532 ₫ total
includes taxes & fees
16 Dec - 17 Dec
The Red Lion Inn
Double Room | Egyptian cotton sheets, premium bedding, memory-foam beds, desk
The Brooks Motel

The Brooks Motel

2.0 star property
Hillsdale
7.6 out of 10, Good, (117)
"Yes everything was perfect, just had a little trouble getting the WIFI for the TV set up! "
United States
Zenovia
The Brooks Motel
Suite, 2 Bedrooms | Frette Italian sheets, premium bedding, down duvets, minibar
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

3.5 star property
North Adams
9.4 out of 10, Exceptional, (444)
"It is the perfect place to stay!"
United States
Darrell
The price is 4.010.725 ₫
5.069.063 ₫ total
includes taxes & fees
8 Dec - 9 Dec
The Porches Inn at Mass MoCA
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

Hardly anyone here! Great way to spend a week day, skiing and tubing!
Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Bousquet Ski Area

4.0/5 (23 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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#Trovember Round barn at Hancock Shaker Village. I've been wanting to explore here since visiting the Shaker Village in Canterbury, NH also the one in Sabbathday Lakes, Maine. The history, culture and Shaker way of life is so interesting and appealing in its simplicity. We visited in April and were excited to meet and0wt the newly born farm animals. We took a tour to hear about daily life in a Shaker Village and then enjoyed a walking trail through woods and meadow and finished off with some delicious ice cream. "Tis a Gift to be Simple, 'Tis a Gift to be Free..." and it's a gift to explore this well-preserved living history museum!
Photo by Carolyn Baker Reck
Open Photo by Carolyn Baker Reck

Hancock Shaker Village

4.5/5 (73 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
Pittsfield featuring a city

Top Pittsfield Hotel Reviews

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

10/10 Excellent
"I visited Berkshire area for Thanksgiving and stayed at the brand new Holiday Inn Express. It was fantastic! The hotel is beautiful and pet friendly but also in a great location. The staff were amazing and professional. Over all 10/10 stay. Will definitely stay there again "
Kristina 2-night trip
Posted 4 days ago
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

More cheap stays in Pittsfield

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
The price is 2.549.144 ₫ per night from 1 Jan to 2 Jan
2.549.144 ₫
2.829.551 ₫ total
1 Jan - 2 Jan 2026
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)

Hotels in Pittsfield with star rating

Frequently asked questions

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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