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Compare 1,233 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, 1,000 reviews
"AC in the room was to noise. Other than that it was all good."
The price is $143
$160 total
includes taxes & fees
Jun 24 - Jun 25
The Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, 316 reviews
"We have stayed in many hotels/Inns/Lodges in the past. My 5 year old daughter said, "this one is the best in which we have ever stayed." Looking forward to another stay in 6 days. Absolutely loved it."
The price is $185
$227 total
includes taxes & fees
Jun 16 - Jun 17
Berkshire Mountain Lodge
Life House Berkshires
3.5 star property
9.0 out of 10, Wonderful, 260 reviews
"From my kind greeting from Bobby to my checkout in the morning, my stay could not have been better. Clean and up to date rooms, a great bar and friendly staff. Will definitely come back. "
The price is $132
$148 total
includes taxes & fees
Jun 16 - Jun 17
Life House Berkshires
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, 594 reviews
"Perfect stay. "
The price is $189
$211 total
includes taxes & fees
Jun 24 - Jun 25
Hotel On North
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, 859 reviews
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is $154
$169 total
includes taxes & fees
Jun 17 - Jun 18
Jiminy Peak Mountain Resort
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, 510 reviews
"Room was so nice. Bed was comfortable. Overall glad we stayed here. "
The price is $212
$237 total
includes taxes & fees
Jun 23 - Jun 24
Courtyard by Marriott Lenox Berkshires
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, 303 reviews
"Positive experience. "
The price is $269
$300 total
includes taxes & fees
Jun 25 - Jun 26
The Williams Inn
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, 1,000 reviews
"very comfortable and convenient to Lenox and Edith Wharton home"
The price is $197
$220 total
includes taxes & fees
Jun 25 - Jun 26
Hampton Inn & Suites Berkshires-Lenox
Hotel Downstreet
3.0 star property
8.6 out of 10, Excellent, 929 reviews
"I really liked everything about it "
The price is $149
$166 total
includes taxes & fees
Jun 16 - Jun 17
Hotel Downstreet
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very Good, 952 reviews
"Excellent service "
The price is $127
$141 total
includes taxes & fees
Jun 23 - Jun 24
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
7.8 out of 10, Good, 588 reviews
"The hotel has been updated with comfortable rooms that are clean and nice. The pool area is clean. Breakfast was great. Easy, fast, and delicious. The staff went above and beyond to be helpful. The only downsides are: rooms surrounding the pool area are loud during open pool hours. Rooms could use a with noice cancelling material in the hallway walls. The parking garage is closed, but not yet under construction. So the surrounding area looks dated and rundown, but the hotel building itself...
The price is $141
$157 total
includes taxes & fees
Jun 17 - Jun 18
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
8.8 out of 10, Excellent, 271 reviews
"Cleanliness. Conenience. Lobby decor. Friendly service. Late model hi def TV. Comfy bed."
The price is $170
$190 total
includes taxes & fees
Jun 19 - Jun 20
Fairfield Inn & Suites by Marriott Williamstown
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, 105 reviews
"nice comfortable and funky!"
The price is $219
$244 total
includes taxes & fees
Jun 16 - Jun 17
The Trail in Adams - Berkshires’ Art Hotel
Berkshire Inn
2.0 star property
7.6 out of 10, Good, 665 reviews
"A decent place with a close location to downtown."
The price is $90
$101 total
includes taxes & fees
Jun 18 - Jun 19
Berkshire Inn
Berkshire Valley Inn
2.5 star property
9.0 out of 10, Wonderful, 506 reviews
"What a wonderful stay we had ! This place is so sweet and charming and pet friendly. The dog park is so nice and my pups loved it ! The room I had was impeccable and I slept like a baby . Can’t wait to come back ! What a cool place to visit "
The price is $164
$180 total
includes taxes & fees
Jun 16 - Jun 17
Berkshire Valley Inn
FairBridge Inn Express
2.5 star property
5.2 out of 10, 559 reviews
"Run down "
The price is $69
$77 total
includes taxes & fees
Jun 16 - Jun 17
FairBridge Inn Express
Wagon Wheel Inn
2.0 star property
7.2 out of 10, Good, 547 reviews
"Good basic clean room. Have stayed here several times while in town for business. Great room and location for a very reasonable price"
The price is $69
$77 total
includes taxes & fees
Jun 16 - Jun 17
Wagon Wheel Inn
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, 615 reviews
"Clean, comfortable. Fast check-in with friendly person. Will use again"
The price is $89
$99 total
includes taxes & fees
Jun 16 - Jun 17
Howard Johnson by Wyndham Lenox
Stay Berkshires
2.0 star property
8.4 out of 10, Very Good, 337 reviews
"The staff went to great lengths to solve a problem that arose with my reservation. I would strongly recommend Stay Berkshire for a visit to the Williamstown area. "
The price is $160
$179 total
includes taxes & fees
Jun 16 - Jun 17
Stay Berkshires
Willows Motel Williamstown
2.0 star property
8.8 out of 10, Excellent, 801 reviews
"Clean room and comfortable bed. Quiet. Excellent breakfast options of fresh fruit, muffins, granola and bagels. Staff was friendly and courteous. "
The price is $88
$98 total
includes taxes & fees
Jun 16 - Jun 17
Willows Motel Williamstown
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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.

More cheap stays in Pittsfield

Stay near popular Pittsfield attractions

Pittsfield Travel Info

Number of reviews
5,086
Accommodation
1,233 hotels
Highest price
$269
Lowest price
$69
Reasons to visit
Bousquet Ski Area, Colonial Theater and Barrington Stage Company
Hotels with skiing
28
Hotels with nearby historical attractions
5

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 fitness center. Other top choices based on traveler 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.

What are some of the best vacation home rentals in Pittsfield?

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort: You might want to consider this vacation home rental near Pittsfield, which is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 garden and a selection of games. 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, an IHG Hotel is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Best Western Plus Berkshire Hills Inn & Suites is another good option for your family trip. 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 place to stay for a couple visiting Pittsfield?

Hotel On North is a favorite hotel for couples, and features premium bedding and flat-screen TVs. See all romantic hotels in Pittsfield.

What's the best LGBTQ-friendly place to stay in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel 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, an IHG Hotel is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. Other good choices for you and your pet include Best Western Plus Berkshire Hills Inn & Suites and Hilton Garden Inn Lenox Pittsfield. 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's the best high-end hotel in Pittsfield?

Yankee Suites Extended Stay is a 4-star guesthouse with a terrace, and a popular choice for Expedia travelers looking for a luxurious stay. Find more luxury hotels in Pittsfield.

Recent reviews of Pittsfield hotels
Expedia verified reviews