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Top hotels and accommodation in Pittsfield

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (640)
"Nice staff, clean, and lots of apace in the rooms."
The price is NZ$322
includes taxes & fees
12 Oct - 13 Oct
Berkshire Mountain Lodge

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (38)
"Hotel was clean, the rooms had good space, the breakfast was excellent and the team there was very friendly and accommodating "
The price is NZ$266
includes taxes & fees
18 Sept - 19 Sept
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, (877)
"Our stay was very pleasant "
The price is NZ$204
includes taxes & fees
18 Sept - 19 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (770)
"Hotel on North punches above its weight. It's a great hotel in an OK downtown. "
The price is NZ$298
includes taxes & fees
28 Sept - 29 Sept
Hotel On North

FairBridge Inn Express

2.5 star property
5.4 out of 10, (781)
"✌"
The price is NZ$133
includes taxes & fees
15 Oct - 16 Oct
FairBridge Inn Express

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1005)
"Very clean rooms and excellent staff."
The price is NZ$199
includes taxes & fees
18 Sept - 19 Sept
Best Western Plus Berkshire Hills Inn & Suites

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (319)
"Nice place "
The price is NZ$194
includes taxes & fees
1 Oct - 2 Oct
The Central Downtown Inn & Suites

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (644)
"We always stay at the Garden Inn when visiting the Berkshires."
The price is NZ$298
includes taxes & fees
28 Sept - 29 Sept
Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (817)
"The bed was very comfortable."
The price is NZ$160
includes taxes & fees
18 Sept - 19 Sept
Berkshire Inn

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
8.4 out of 10, Very good, (1004)
"Great place "
The price is NZ$201
includes taxes & fees
21 Sept - 22 Sept
Comfort Inn & Suites East Greenbush - Albany

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is NZ$231
includes taxes & fees
22 Sept - 23 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (721)
"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 NZ$238
includes taxes & fees
17 Sept - 18 Sept
Berkshires Untold

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2006)
"All around loved everything about the place! "
The price is NZ$181
includes taxes & fees
21 Sept - 22 Sept
Vacation Village in the Berkshires

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Good location, lovely grounds, we enjoyed the pool"
The price is NZ$235
includes taxes & fees
1 Oct - 2 Oct
The Yankee, Trademark Collection by Wyndham

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"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 NZ$283
includes taxes & fees
22 Sept - 23 Sept
The Cornell Inn, Lenox & The Berkshires

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1003)
"Property was very clean and view of mountain from window was awesome beds very comfortable and loved the hot tub and pool"
The price is NZ$285
includes taxes & fees
22 Sept - 23 Sept
Hotel Downstreet, an Ascend Collection Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (726)
"We had an amazing time! The property was perfect! "
The price is NZ$241
includes taxes & fees
17 Sept - 18 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"great place have stayed several times, and hope to return."
The price is NZ$426
includes taxes & fees
22 Sept - 23 Sept
The Red Lion Inn

The Constance by the Lenox Collection

3.5 star property
8.4 out of 10, Very good, (542)
"Great place , love it, will return"
The price is NZ$296
includes taxes & fees
17 Sept - 18 Sept
The Constance by the Lenox Collection

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
The price is NZ$183
includes taxes & fees
13 Oct - 14 Oct
Huttopia Berkshires
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 top Pittsfield attractions

Berkshire Museum
Berkshire Museum

Berkshire Museum

You can spend an afternoon studying the exhibits at Berkshire Museum in Pittsfield. Wander the lakeside in this family-friendly area.

Guido's Marketplace

Guido's Marketplace

You can do some window-shopping at Guido's Marketplace 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 showing a city

Top Pittsfield Hotel Reviews

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?

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 Hotel On North and Hilton Garden Inn Lenox Pittsfield. See all available top hotels, or vacation rentals in Pittsfield.

What are some of the best holiday rentals that Pittsfield has to offer?

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table: This highly rated holiday home rental in Pittsfield is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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 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 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 options for your child-friendly holiday include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites. 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 Hilton Garden Inn Lenox Pittsfield. 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. Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more! is an additional hotel with an on-site pool. 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 74 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 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 itinerary are Bousquet Ski Area and Housatonic River. 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.