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Compare 1,339 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (763)
"Quite and good location to around towns"
The price is ¥23,381
¥26,117 total
includes taxes & fees
Sep 28 - Sep 29
Hotel On North

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Staff was excellent. Clean room and facility. location is convenient to many Berkshire attractions "
The price is ¥21,124
¥23,595 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn & Suites Berkshires-Lenox

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
8.4 out of 10, Very Good, (1001)
"Room was great,great breakfast, great place to stay with convenient access to highway"
The price is ¥15,893
¥17,642 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn & Suites East Greenbush - Albany

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (732)
"Was the perfect stop over for our way home. All the employees were extremely friendly. "
The price is ¥22,205
¥24,803 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1004)
"Very clean rooms and excellent staff."
The price is ¥15,623
¥17,452 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (29)
"Do hotel, very clean we had a great day"
The price is ¥20,815
¥23,250 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (868)
"Consistently a clean room with welcoming staff."
The price is ¥16,028
¥17,904 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (809)
"good location....easy access to highlight destinations and downtown"
The price is ¥11,634
¥12,995 total
includes taxes & fees
Sep 1 - Sep 2
Berkshire Inn

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (605)
"Very clean place for a very good price "
The price is ¥14,512
¥19,495 total
includes taxes & fees
Oct 1 - Oct 2
Berkshire Mountain Lodge

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (641)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."
The price is ¥23,360
¥26,094 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Lenox Pittsfield

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (311)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is ¥14,668
¥16,386 total
includes taxes & fees
Oct 1 - Oct 2
The Central Downtown Inn & Suites

FairBridge Inn Express

2.5 star property
5.4 out of 10, (772)
"Close to our target event a plus"
The price is ¥10,455
¥11,678 total
includes taxes & fees
Sep 14 - Sep 15
FairBridge Inn Express

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1010)
"Great location!"
The price is ¥22,112
¥24,699 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Downstreet, an Ascend Collection Hotel

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (414)
"Great well managed property with a unique style and nice amenities. Also, a continental breakfast is included with the stay."
The price is ¥26,123
¥32,465 total
includes taxes & fees
Sep 29 - Sep 30
The Porches Inn at Mass MoCA

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1009)
"Good location, lovely grounds, we enjoyed the pool"
The price is ¥17,470
¥19,513 total
includes taxes & fees
Sep 1 - Sep 2
The Yankee, Trademark Collection by Wyndham

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (702)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is ¥23,622
¥26,386 total
includes taxes & fees
Sep 1 - Sep 2
Berkshires Untold

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1006)
"Great location and close enough to walk to shops and restaurants. "
The price is ¥13,624
¥15,218 total
includes taxes & fees
Sep 14 - Sep 15
Quality Inn

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is ¥18,775
¥26,722 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (732)
"Great quiet stay. "
The price is ¥13,087
¥14,618 total
includes taxes & fees
Sep 1 - Sep 2
The Villager Motel

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (180)
"Clean, beautiful view wonderful service"
The price is ¥32,027
¥33,853 total
includes taxes & fees
Sep 1 - Sep 2
Blue Vista Motor Lodge
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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Check out family-friendly hotels in Pittsfield

Hotels with a hot tub in Pittsfield you'll enjoy

These pet-friendly hotels in Pittsfield may fit your trip

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.

Stay near popular Pittsfield attractions

Hancock Shaker Village

Hancock Shaker Village

You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area.

Colonial Theater

Colonial Theater

You can make plans for a show at Colonial Theater during your trip to Pittsfield. Wander the lakeside in this quaint area.

Learn more about Pittsfield

Located at a fork in the Housatonic River, this city provides an appealing mix of cultural diversions and outdoor pursuits.

Pittsfield featuring a city

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

More cheap stays in Pittsfield

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Best Western Plus Berkshire Hills Inn & Suites and The Central Downtown Inn & Suites. See all available top hotels, or vacation rentals in Pittsfield.

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

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table: This Pittsfield vacation home rental is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Another good choice for your trip to Pittsfield is Hancock Village Inn at Jiminy Peak. 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 Express & Suites Pittsfield - Berkshires by IHG is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good choices for your kid-friendly vacation include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites. 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 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 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 73 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 Barrington Stage Company. Landmarks like Hancock Shaker Village and Herman Melville's Arrowhead might be worth a visit. A couple of additional sights to add to your agenda are Bousquet Ski Area and Housatonic River. 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.