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Check prices for these dates

Tonight
19 Feb - 20 Feb
Tomorrow
20 Feb - 21 Feb
This weekend
20 Feb - 22 Feb
Next weekend
27 Feb - 1 Mar

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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

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,002 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is ฿2,975
฿3,323 total
includes taxes & fees
25 Feb - 26 Feb
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, (847 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is ฿3,562
฿4,677 total
includes taxes & fees
22 Feb - 23 Feb
Berkshire Mountain Lodge
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (824 reviews)
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is ฿4,656
฿5,201 total
includes taxes & fees
22 Feb - 23 Feb
Hotel On North
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, (667 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is ฿4,291
฿4,793 total
includes taxes & fees
27 Feb - 28 Feb
Hilton Garden Inn Lenox Pittsfield
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, (82 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is ฿4,132
฿4,616 total
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Seasonal outdoor pool

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (843 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 ฿2,812
฿3,141 total
includes taxes & fees
24 Feb - 25 Feb
Berkshire Inn
Terrace/patio

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (357 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is ฿3,406
฿3,805 total
includes taxes & fees
1 Mar - 2 Mar
The Central Downtown Inn & Suites
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)
"Staff was very courteous and rooms clean."
United States
Steven
The price is ฿3,219
฿3,595 total
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811 reviews)
"Room spotless and staff helpful."
United States
William
The price is ฿2,503
฿2,796 total
includes taxes & fees
5 Mar - 6 Mar
FairBridge Inn Express
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (216 reviews)
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is ฿3,625
฿4,060 total
includes taxes & fees
2 Mar - 3 Mar
Chatham Travel Lodge
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (92 reviews)
"I’ve stayed here a few times. Super quaint and a reasonable distance to lots of great places. Very affordable."
United States
Jennifer
The price is ฿4,079
฿4,475 total
includes taxes & fees
23 Feb - 24 Feb
The Springs Motel
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,004 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is ฿2,702
฿3,019 total
includes taxes & fees
8 Mar - 9 Mar
Quality Inn Lee - Lenox South
Lobby lounge

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"The room and amenities were amazing. "
United States
Kathleen
The price is ฿3,732
฿4,168 total
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn & Suites Berkshires-Lenox
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, (840 reviews)
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is ฿3,125
฿4,102 total
includes taxes & fees
5 Mar - 6 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (860 reviews)
"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "
United States
Melissa
The price is ฿3,778
฿4,220 total
includes taxes & fees
22 Feb - 23 Feb
Berkshires Untold
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is ฿2,901
฿3,240 total
includes taxes & fees
26 Feb - 27 Feb
The Yankee, Trademark Collection by Wyndham
Exterior

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Great place, great hosts, lovely experience. Would go back 100x. "
United States
Jared
The price is ฿7,942
฿8,395 total
includes taxes & fees
23 Feb - 24 Feb
Harbour House Inn
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (834 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
The price is ฿2,156
฿2,408 total
includes taxes & fees
5 Mar - 6 Mar
Howard Johnson by Wyndham Lenox
Lake

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, (1,000 reviews)
"Clean room, nice staff , decent breakfast. Overall a good stay . "
United States
Anindita
The price is ฿3,055
฿3,412 total
includes taxes & fees
11 Mar - 12 Mar
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby sitting area

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (101 reviews)
"Great property, very comfortable, incredible staff, easy access to skiing in the area!"
United States
Dominick
The price is ฿4,344
฿4,865 total
includes taxes & fees
9 Mar - 10 Mar
Inn at Silver Maple Farm
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The suite was lovely.. staff was friendly.. out door hot tub we amazing after day of snowboarding. Rooms very clean "
Lynn 2-night trip
Posted 2 days ago
Berkshire Mountain Lodge

More cheap stays in Pittsfield

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
The price is ฿2,156 per night from 5 Mar to 6 Mar
฿2,156
฿2,408 total
5 Mar - 6 Mar
includes taxes & fees
7.6/10 Good! (834 reviews)

Frequently asked questions

Where is the best place for a stay in Pittsfield?
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG is a favourite with Expedia customers. This hotel offers free breakfast and an indoor pool. Other top choices based on traveller reviews include Hilton Garden Inn Lenox Pittsfield and Best Western Plus Berkshire Hills Inn & Suites. 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 Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn Express & Suites Pittsfield - Berkshires by IHG. 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 Best Western Plus Berkshire Hills Inn & Suites and Hotel On North. 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 Hancock Shaker Village. The picturesque setting of Housatonic River and Canoe Meadows Wildlife Sanctuary exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Bousquet Ski Area and Berkshire Athenaeum. 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.