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Check prices for these dates

Next weekend
1 May - 3 May
In two weeks
8 May - 10 May
In one month
22 May - 24 May
In two months
19 Jun - 21 Jun
No exact matches found, but these alternatives could be just right

Recommended hotels in Pittsfield

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

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, (1,001 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is NZ$193
includes taxes & fees
28 Apr - 29 Apr
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, (916 reviews)
"Spacious, clean, and the pool was warm and perfect for family swimming "
United States
Danielle
The price is NZ$203
includes taxes & fees
25 May - 26 May
Berkshire Mountain Lodge
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, (91 reviews)
"Clean rooms, friendly staff, pool was very clean and so is the hot tub. Breakfast was okay. Overall our stay was excellent. Highly recommended."
United States
Camille
The price is NZ$224
includes taxes & fees
30 Apr - 1 May
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (853 reviews)
"Comfortable and quiet"
United States
Mark
The price is NZ$149
includes taxes & fees
25 May - 26 May
Berkshire Inn
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, (674 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is NZ$241
includes taxes & fees
3 May - 4 May
Hilton Garden Inn Lenox Pittsfield
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)
"The room was comfortable, and clean. The staff was very courteous and helpful. Breakfast was adequate. Check in and check out went smoothly."
United States
Sharon
The price is NZ$217
includes taxes & fees
3 May - 4 May
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (845 reviews)
"Awesome boutique rooms! "
United States
Denise
The price is NZ$283
includes taxes & fees
29 Apr - 30 Apr
Hotel On North
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (360 reviews)
"The place is wonderful, clean, quiet, convenient to everything and can be recommended to a family and small group. The staff is accomodating."
Canada
Agnes
The price is NZ$171
includes taxes & fees
3 May - 4 May
The Central Downtown Inn & Suites
Outdoor dining

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is NZ$826
includes taxes & fees
28 Apr - 29 Apr
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (817 reviews)
"This the worst hotel we’ve ever stayed in. Shower walls were so dirty, dirt on the walls, curtains, etc…I’ve learned from this experience to not go as cheap. "
United States
Lynne
The price is NZ$132
includes taxes & fees
10 May - 11 May
FairBridge Inn Express
Outdoor dining

Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (19 reviews)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is NZ$1,889
includes taxes & fees
19 May - 20 May
Hancock Village Inn Near Jiminy Peak
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (916 reviews)
"Such a cool and affordable place to stay in the Berkshires. Great lobby/bar with a good restaurant."
United States
Kathy
The price is NZ$163
includes taxes & fees
30 Apr - 1 May
Berkshires Untold
Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is NZ$196
includes taxes & fees
3 May - 4 May
The Yankee Inn
Room, 2 Queen Beds, Non Smoking

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (844 reviews)
"Very clean and cozy in a great location! "
United States
Lidia
The price is NZ$114
includes taxes & fees
30 Apr - 1 May
Monument Mountain Motel
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (900 reviews)
"Immaculate room, great staff, very complete breakfast, best coffee I've had in any motel. Highly recommend for anyone visiting the Williamstown area "
United States
James
The price is NZ$159
includes taxes & fees
28 Apr - 29 Apr
Cozy Corner Motel
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.2 out of 10, Wonderful, (29 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is NZ$262
includes taxes & fees
30 Apr - 1 May
The Revival House
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Everything was great— the cleanliness, the plentiful breakfast, the character and coziness, and the proximity to Amici across the street (free dessert with your room key)."
United States
Patrick
The price is NZ$209
includes taxes & fees
4 May - 5 May
Shaker Mill Inn
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,001 reviews)
"Very friendly staff and conviently located"
United States
Dawn
The price is NZ$143
includes taxes & fees
29 Apr - 30 Apr
Quality Inn Great Barrington
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (601 reviews)
"Very clean and comfortable room and grounds, pleasant and helpful hosts, relaxing setting. Highly recommended."
United States
David J.
The price is NZ$198
includes taxes & fees
27 Apr - 28 Apr
Maple Terrace Motel
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is NZ$328
includes taxes & fees
27 Apr - 28 Apr
The Berkshire Mountain Inn
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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Top Pittsfield Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Beautiful room"
Peter 1-night trip
Posted 1 hour ago
Berkshire Mountain Lodge

Find out more about Pittsfield

Pittsfield Resort information

Number of reviews
11,875
Accommodation
28 Resort
Lowest Price
NZ$114
Highest Price
NZ$1,889

Frequently asked questions

What can I expect from a resort holiday in Pittsfield?
You deserve some time off, and a resort is just the place to pamper yourself with the amenities and services you need for a relaxing time in Pittsfield. One of the comfortable resort hotels in the surrounding area could be just what you're looking for, whether you want an amazing pool, shopping possibilities or nightly entertainment options.
What's the best resort for my stay in Pittsfield?
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more! - Features a fitness centre, an indoor pool and an outdoor pool. Mountain Lodge Apt! - Has a fitness centre.
What can I do in Pittsfield?
Travellers enjoy the cultural offerings in Pittsfield, and have good things to say about its entertainment choices and theatres. Explore the interesting exhibits at Berkshire Museum and Hancock Shaker Village, or catch the latest production at Colonial Theater or Barrington Stage Company. A few other attractions you may want to see are Bousquet Ski Area and Housatonic River.
What's the 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.
What's the best way to get to and around Pittsfield?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 2.5 mi (4 km) away from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To venture out into the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station.