Find hotels in Pittsfield, MA from ￥11,803

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jan 30 - Jan 31
Tomorrow
Jan 31 - Feb 1
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

Filter by

Guest rating
Guest rating
Star rating

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, (1,000 reviews)
  • cleanliness
    Tranquil Berkshire hideaway near Tanglewood with complimentary amenities.
"Very friendly and good Breakfast."
United States
Jesse
The price is ￥14,316
￥15,991 total
includes taxes & fees
Feb 6 - Feb 7
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, (822 reviews)
  • cleanliness
    Experience the beauty of the Berkshires at a cozy lodge with golf access and pool.
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is ￥15,114
￥20,303 total
includes taxes & fees
Feb 1 - Feb 2
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, (664 reviews)
  • cleanliness
    Perfect setting for a Berkshires visit with an indoor pool and Asian dining.
" Nice staff - beautiful hotel!"
United States
MARY
The price is ￥20,994
￥23,450 total
includes taxes & fees
Feb 6 - Feb 7
Hilton Garden Inn Lenox Pittsfield
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (821 reviews)
  • cleanliness
    Explore downtown Pittsfield from a stylish hotel with complimentary WiFi and parking.
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is ￥22,819
￥25,489 total
includes taxes & fees
Feb 1 - Feb 2
Hotel On North
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841 reviews)
  • cleanliness
    Enjoy a tranquil stay near Tanglewood Music Center with a refreshing pool.
"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 ￥12,774
￥14,270 total
includes taxes & fees
Feb 15 - Feb 16
Berkshire Inn
Balcony

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (354 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is ￥14,396
￥16,081 total
includes taxes & fees
Feb 15 - Feb 16
The Central Downtown Inn & Suites
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, (81 reviews)
  • cleanliness
    Relax in the heart of the Berkshires with an indoor pool and hot tub after a day out.
"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 ￥20,439
￥22,830 total
includes taxes & fees
Feb 26 - Feb 27
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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, (1,001 reviews)
  • cleanliness
    Serene retreat in Pittsfield with indoor pool and tranquil rooms near Tanglewood.
"Staff was very courteous and rooms clean."
United States
Steven
The price is ￥15,009
￥16,764 total
includes taxes & fees
Feb 6 - Feb 7
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)
  • cleanliness
    Enjoy tranquil lodging in Pittsfield with free WiFi and convenient parking.
"Room spotless and staff helpful."
United States
William
The price is ￥12,267
￥13,702 total
includes taxes & fees
Feb 14 - Feb 15
FairBridge Inn Express
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (216 reviews)
  • cleanliness
    Relax in serene Old Chatham, close to local theaters and the Shaker Museum.
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is ￥17,764
￥19,896 total
includes taxes & fees
Feb 1 - Feb 2
Chatham Travel Lodge
Exterior

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
  • cleanliness
    Serene lakeside B&B near charming Adams Theater with complimentary full breakfast.
"Nice place for a weekend away."
United States
Gregory
The price is ￥32,927
￥34,804 total
includes taxes & fees
Feb 4 - Feb 5
Harbour House Inn
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (91 reviews)
  • cleanliness
    Seasonal mountain getaway with outdoor pool, near Jiminy Peak Mountain Resort.
"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 ￥18,476
￥20,269 total
includes taxes & fees
Feb 1 - Feb 2
The Springs Motel
Lobby

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is ￥88,061
￥96,604 total
includes taxes & fees
Feb 1 - Feb 2
Inn at Kenmore Hall
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, (830 reviews)
  • cleanliness
    Convenient Lenox motel offers outdoor pool and complimentary WiFi and parking.
"Staff was very friendly and helpful."
United States
Pamela
The price is ￥10,567
￥11,803 total
includes taxes & fees
Feb 1 - Feb 2
Howard Johnson by Wyndham Lenox
Exterior

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (989 reviews)
  • cleanliness
    Ski-in/ski-out Jiminy Peak condos with restaurant and pool for alpine enthusiasts.
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ￥33,540
￥37,463 total
includes taxes & fees
Feb 1 - Feb 2
Jiminy Peak Mountain Resort
Aerial view

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (100 reviews)
  • cleanliness
    Serene countryside B&B near Queechy Lake offers free breakfast and parking.
"Great property, very comfortable, incredible staff, easy access to skiing in the area!"
United States
Dominick
The price is ￥19,756
￥22,127 total
includes taxes & fees
Feb 1 - Feb 2
Inn at Silver Maple Farm
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)
  • cleanliness
    Convenient Lenox hotel with indoor pool near Tanglewood Music Center.
"The room and amenities were amazing. "
United States
Kathleen
The price is ￥18,450
￥20,608 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn & Suites Berkshires-Lenox
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (846 reviews)
  • cleanliness
    Experience Berkshires charm with onsite American dining and attentive service.
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is ￥13,522
￥15,104 total
includes taxes & fees
Feb 1 - Feb 2
Berkshires Untold
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,001 reviews)
"Great place, I’ve stayed here a few times. Nice clean rooms. Few minutes walk to Mass Moca. "
United States
Jennifer
The price is ￥19,266
￥21,520 total
includes taxes & fees
Feb 24 - Feb 25
Hotel Downstreet, an Ascend Collection Hotel
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Enjoy views of the Berkshires at this comfortable retreat with seasonal outdoor pool.
"Very friendly staff comfy beds!"
United States
Giselle
The price is ￥14,189
￥15,848 total
includes taxes & fees
Feb 8 - Feb 9
The Yankee, Trademark Collection by Wyndham
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.
See properties
#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 artifacts.
See properties

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
"Friendly informed staff, super clean room, the hot chocolate machine !!!!!"
Kristin 1-night trip
Posted 3 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 ￥10,567 per night from Feb 1 to Feb 2
￥10,567
￥11,803 total
Feb 1 - Feb 2
includes taxes & fees
7.4/10 Good! (829 reviews)

Frequently asked questions

Where is the best place for a stay in Pittsfield?
Hotel On North is a favorite with Expedia customers. This hotel offers free parking and a bar. Other top choices based on traveler reviews include Holiday Inn Express & Suites Pittsfield - Berkshires by IHG and Hilton Garden Inn Lenox Pittsfield. See all available top hotels, or vacation rentals in Pittsfield.
What are some of the best vacation home rentals in Pittsfield?
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: Visitors like this Pittsfield vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. See all vacation rentals in Pittsfield.
If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?
Yes, you'll find most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
Where can I learn more about changing or cancelling my trip to Pittsfield?
For more details about changing or cancelling your trip to Pittsfield, head over to our customer service page.
What's the best accommodation for a budget-friendly stay in Pittsfield?
Based on our traveler reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.
What's the best hotel for a family vacation 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 good choices for your kid-friendly vacation include Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn Express & Suites Pittsfield - Berkshires by IHG. Attractions like Berkshire Museum and Bousquet Ski Area are also fun for kids of all ages. Find more child-friendly accommodations in Pittsfield.
What's the best LGBTQ-friendly place to stay in Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top LGBTQ-friendly hotel, and features free WiFi and free internet. Hilton Garden Inn Lenox Pittsfield is another good option for your stay. See all available hotels listed as LGBTQ-friendly in Pittsfield.
What's the best pet-friendly hotel 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 include Best Western Plus Berkshire Hills Inn & Suites and Hotel On North. See more pet-friendly hotel accommodations in Pittsfield.
Where is the best hotel to stay near Hancock Shaker Village?
Best Western Plus Berkshire Hills Inn & Suites is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located 1.6 mi (2.6 km) from Hancock Shaker Village. Other good options within a few miles include Inn At Richmond and Yankee Inn.
What about the best place to stay close to Bousquet Ski Area?
One of the top choices for your stay is Hilton Garden Inn Lenox Pittsfield, located a short 1 mi (1.5 km) from Bousquet Ski Area, and this 3-star hotel offers a restaurant and an indoor pool. Berkshire Mountain Lodge, located just 0.8 mi (1.4 km) away, is another good choice for your stay.
What are some accommodations with pools in Pittsfield?
Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi, and free parking. Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more! is one more option with an onsite pool. View all hotels with pools in Pittsfield.
What is the best accommodation for staying close to Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What is staying in Pittsfield like?
Visitors to Pittsfield are sure to enjoy the sporting events, entertainment choices, and theaters. Tourists can also enjoy the city's museums, lake views, and ski areas. In Pittsfield, there are 74 hotels and other accommodations to choose from. Find out more about Pittsfield.
What is there to see in 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 agenda are Bousquet Ski Area and Guido's Marketplace. Check out what more to see and do in Expedia's Pittsfield guide.
How can I get around Pittsfield?
To venture out into 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 temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

Explore a world of travel with Expedia