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Check prices for these dates

Next weekend
6 Feb - 8 Feb
In two weeks
13 Feb - 15 Feb
In one month
27 Feb - 1 Mar
In two months
27 Mar - 29 Mar
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, (1,005 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is NZ$177
includes taxes & fees
28 Jan - 29 Jan
Best Western Plus Berkshire Hills Inn & Suites
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, (1,002 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is NZ$184
includes taxes & fees
30 Jan - 31 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (663 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is NZ$257
includes taxes & fees
30 Jan - 31 Jan
Hilton Garden Inn Lenox Pittsfield
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (819 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is NZ$223
includes taxes & fees
1 Feb - 2 Feb
Berkshire Mountain Lodge
Balcony

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (354 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NZ$177
includes taxes & fees
15 Feb - 16 Feb
The Central Downtown Inn & Suites
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, (79 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$239
includes taxes & fees
29 Jan - 30 Jan
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, (841 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$155
includes taxes & fees
29 Jan - 30 Jan
Berkshire Inn
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (820 reviews)
"Great staff, room was huge and comfortable. "
United States
Cameron
The price is NZ$280
includes taxes & fees
27 Jan - 28 Jan
Hotel On North
Exterior detail

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

3-bedroom house in beautiful Berkshires, close to amenities!
Pittsfield
The price is NZ$569
includes taxes & fees
23 Feb - 24 Feb
3-bedroom house in beautiful Berkshires, close to amenities!
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$813
includes taxes & fees
27 Jan - 28 Jan
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Outdoor dining

Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (16 reviews)
"Great place for a family reunion. Lots of bedrooms and bathrooms. Kitchen is large & well equipped"
United States
Veronica and Mark W.
The price is NZ$1,875
includes taxes & fees
4 Feb - 5 Feb
Hancock Village Inn Near Jiminy Peak
Desk, iron/ironing board, free WiFi, bed sheets

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$150
includes taxes & fees
8 Feb - 9 Feb
FairBridge Inn Express
Smart TV

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Pittsfield
2.0 out of 10, (1 review)
"THIS. PLACE. IS. A. DUMP. Do NOT STAY HERE under any circumstances."
United States
Michael
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (17 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is NZ$261
includes taxes & fees
1 Feb - 2 Feb
Element Lenox Berkshires
Exterior

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (727 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is NZ$169
includes taxes & fees
28 Jan - 29 Jan
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Minibar, iron/ironing board, free WiFi, bed sheets

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.6 out of 10, Good, (235 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$128
includes taxes & fees
24 Feb - 25 Feb
Rodeway Inn
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,005 reviews)
"This was a perfect place to stay. Reasonably priced, very clean, and the young lady who worked the front desk in the evening was super friendly. We will definitely book here again. "
United States
Jerome
The price is NZ$132
includes taxes & fees
8 Feb - 9 Feb
Quality Inn Great Barrington
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is NZ$174
includes taxes & fees
2 Feb - 3 Feb
The Yankee, Trademark Collection by Wyndham
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (567 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is NZ$141
includes taxes & fees
27 Jan - 28 Jan
Travelodge by Wyndham Great Barrington Berkshires
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (892 reviews)
"Excellent service and a beautifully decorated property."
United States
Ivana
The price is NZ$148
includes taxes & fees
27 Jan - 28 Jan
Cozy Corner Motel
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

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Fro t desk staff was wonderful and Very helpful’"
Mary 2-night trip
Posted 3 days ago
The Yankee, Trademark Collection by Wyndham

Find out more about Pittsfield

Pittsfield Resort information

Number of reviews
10,621
Accommodation
33 Resort
Lowest Price
NZ$132
Highest Price
NZ$1,875

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.