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Recommended hotels in Pittsfield

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)
"Very friendly and good Breakfast."
United States
Jesse
The price is NZ$212
includes taxes & fees
29 Mar - 30 Mar
Best Western Plus Berkshire Hills Inn & Suites

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (871 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is NZ$239
includes taxes & fees
1 Apr - 2 Apr
Berkshire Mountain Lodge

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, (85 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is NZ$250
includes taxes & fees
22 Mar - 23 Mar
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (672 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is NZ$242
includes taxes & fees
15 Mar - 16 Mar
Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (847 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is NZ$151
includes taxes & fees
1 Apr - 2 Apr
Berkshire Inn

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, (1,000 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is NZ$232
includes taxes & fees
13 Mar - 14 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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$817
includes taxes & fees
13 Mar - 14 Mar
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3-bedroom house in beautiful Berkshires, close to amenities!

3-bedroom house in beautiful Berkshires, close to amenities!
Pittsfield
The price is NZ$580
includes taxes & fees
23 Mar - 24 Mar
3-bedroom house in beautiful Berkshires, close to amenities!

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (358 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NZ$192
includes taxes & fees
18 Mar - 19 Mar
The Central Downtown Inn & Suites

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (830 reviews)
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is NZ$281
includes taxes & fees
16 Mar - 17 Mar
Hotel On North

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811 reviews)
"Room spotless and staff helpful."
United States
William
The price is NZ$135
includes taxes & fees
1 Apr - 2 Apr
FairBridge Inn Express

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$1,883
includes taxes & fees
31 Mar - 1 Apr
Hancock Village Inn Near Jiminy Peak

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (22 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is NZ$262
includes taxes & fees
18 Mar - 19 Mar
Element Lenox Berkshires

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (239 reviews)
"The room was clean and nice but i was confusing about the abandoned vehicles directly behind the hotel."
United States
Anonymous traveller
The price is NZ$129
includes taxes & fees
12 Apr - 13 Apr
Rodeway Inn

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,004 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is NZ$159
includes taxes & fees
6 Apr - 7 Apr
Quality Inn Lee - Lenox South

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (869 reviews)
"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "
United States
Melissa
The price is NZ$175
includes taxes & fees
5 Apr - 6 Apr
Berkshires Untold

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (26 reviews)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is NZ$283
includes taxes & fees
17 Mar - 18 Mar
The Revival House

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (830 reviews)
"The room was clean, and the staff was friendly and helpful. "
United States
Damien
Monument Mountain Motel

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
The price is NZ$198
includes taxes & fees
22 Mar - 23 Mar
Shaker Mill Inn

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
The price is NZ$283
includes taxes & fees
16 Mar - 17 Mar
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

Find out more about Pittsfield

Pittsfield Resort information

Number of reviews
9,083
Accommodation
33 Resort
Lowest Price
NZ$129
Highest Price
NZ$1,883

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?
Our top-rated resorts near Pittsfield: Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more! - 2.6 mi (4.1 km) from Pittsfield. Features a fitness centre, an indoor pool and an outdoor pool. In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort directly by Jiminy Peak Mountain Resort. 7.6 mi (12.3 km) from Pittsfield. Enjoy the ski-in/ski-out access, fitness centre and garden. COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY. - Ski resort directly by Jiminy Peak Mountain Resort. 7.7 mi (12.4 km) from Pittsfield. Amenities include ski-in/ski-out access, a fitness centre and beach sunloungers. Vacation Village In The Berkshires 5 Star Resort - Suite B - Family-friendly resort, 5-minute walk from Jiminy Peak Mountain Resort. 8 mi (12.9 km) from Pittsfield. Access to a fitness centre, a car charging station and a garden.
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.