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Top 10 Pittsfield hotels and places to stay

The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, 1,005 reviews
"The staff was super friendly. The room was clean and I had no issues at all."
The price is CA $176
CA $197 total
includes taxes & fees
Jun 16 - Jun 17
The Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, 315 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 CA $203
CA $254 total
includes taxes & fees
Jun 9 - Jun 10
Berkshire Mountain Lodge
Life House Berkshires
3.5 star property
9.0 out of 10, Wonderful, 253 reviews
"Terrific renovation of two story motel. Great bedding and toiletries. Everything has a curated retro-hipster look. Spacious shower and bathroom, closet space, robes, plenty of charging outlets and a big TV, great if you use Apple. The only downside is noisy, bulky air conditioner. Be sure to ask for a ground floor room if you have a lot of luggage; second floor is accessible only by stairs. Nice outdoor seating and clubroom. We didn't take advantage of their food or bar offerings because...
The price is CA $163
CA $182 total
includes taxes & fees
Jun 6 - Jun 7
Life House Berkshires
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Hotel On North
3.5 star property
9.6 out of 10, Exceptional, 591 reviews
"The hotel was unique and very nice."
The price is CA $223
CA $249 total
includes taxes & fees
Jun 9 - Jun 10
Hotel On North
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, 858 reviews
"Staff were so attentive, even at the late hour we checked in (10pm) the place had everything you need. Amazing views and amenities. Loved it"
The price is CA $215
CA $236 total
includes taxes & fees
Jun 23 - Jun 24
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 CA $267
CA $298 total
includes taxes & fees
Jun 24 - Jun 25
Courtyard by Marriott Lenox Berkshires
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, 299 reviews
"Beautiful and clean hotel "
The price is CA $372
CA $416 total
includes taxes & fees
Jun 10 - Jun 11
The Williams Inn
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, 1,003 reviews
"The bed was very uncomfortable "
The price is CA $255
CA $285 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, 925 reviews
"Very comfortable room."
The price is CA $183
CA $205 total
includes taxes & fees
Jun 18 - Jun 19
Hotel Downstreet
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very good, 951 reviews
"Excellent service "
The price is CA $173
CA $193 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, 583 reviews
"loved how close to downtown the property is, we walked whwre we could. parking garage is closed for renovations but the staff was great and provided free valet and parked our car close or in front of the doors most days to help with us having a small child and my husband using a cane. loved the bar and pool as well. the hallways smelled strongly of weed but thankfully the smell stayed in the halls "
The price is CA $174
CA $194 total
includes taxes & fees
Jun 9 - Jun 10
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 CA $220
CA $246 total
includes taxes & fees
Jun 10 - Jun 11
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 CA $299
CA $334 total
includes taxes & fees
Jun 6 - Jun 7
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 CA $123
CA $137 total
includes taxes & fees
Jun 6 - Jun 7
Berkshire Inn
Berkshire Valley Inn
2.5 star property
9.0 out of 10, Wonderful, 505 reviews
"What a grat little property with people that care about it. Team working hard to open up all parts of the property. I couldn't be happier with my time there. "
The price is CA $224
CA $246 total
includes taxes & fees
Jun 6 - Jun 7
Berkshire Valley Inn
FairBridge Inn Express
2.5 star property
5.2 out of 10, 557 reviews
"Run down "
The price is CA $108
CA $121 total
includes taxes & fees
Jun 6 - Jun 7
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 CA $94
CA $105 total
includes taxes & fees
Jun 6 - Jun 7
Wagon Wheel Inn
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, 614 reviews
"Very accommodating. No frills. Good enough for a few nights. "
The price is CA $122
CA $136 total
includes taxes & fees
Jun 6 - Jun 7
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 CA $219
CA $245 total
includes taxes & fees
Jun 6 - Jun 7
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 CA $120
CA $134 total
includes taxes & fees
Jun 10 - Jun 11
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

Hotels near Popular Pittsfield Attractions

Pittsfield Travel Info

Number of hotels
1,229
Highest price
CA $372
Lowest price
CA $94
Known attractions
Bousquet Ski Area, Berkshire Museum and Colonial Theater
Hotels with skiing
27
Hotels with nearby historical attractions
4

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 in Pittsfield
Expedia verified reviews