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31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured Resort in Pittsfield

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Recommended hotels in Pittsfield

Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1018)
"Good breakfast; pleasant staff on duty 24/7; convenient location."
United States
Dan and Alice
The price is AU$175
includes taxes & fees
2 Nov - 3 Nov
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
8.0 out of 10, Very good, (916)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is AU$177
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (55)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
United States
Marti
The price is AU$247
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Front of property – evening/night
Hotel On North
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (784)
"Nice hotel. Very friendly and professional staff. "
United States
Magen
The price is AU$177
includes taxes & fees
11 Nov - 12 Nov
Hotel On North
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn
Berkshire Inn
2.0 star property
7.8 out of 10, Good, (832)
"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 AU$134
includes taxes & fees
4 Nov - 5 Nov
Berkshire Inn
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (723)
"Great stay, perfect "
United States
Lawrence
The price is AU$195
includes taxes & fees
2 Nov - 3 Nov
Berkshire Mountain Lodge
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (653)
"Nice quiet hotel, easy in and out, friendly staff"
United States
Richard
The price is AU$223
includes taxes & fees
2 Nov - 3 Nov
Hilton Garden Inn Lenox Pittsfield
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (330)
"The rooms were large and well appointed! You could easily stay for a while and cook in the room. Nice balcony, nice living room area and very comfy bed and pillows. We enjoyed our stay very much"
United States
Candee
The price is AU$167
includes taxes & fees
3 Nov - 4 Nov
The Central Downtown Inn & Suites
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
FairBridge Inn Express
2.5 star property
5.4 out of 10, (799)
"Good service and people"
United States
Jerod
The price is AU$116
includes taxes & fees
9 Nov - 10 Nov
FairBridge Inn Express
Fridge, microwave, oven, stovetop
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!
2.0 star property
7.8 out of 10, Good, (6)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
The price is AU$765
includes taxes & fees
26 Oct - 27 Oct
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Exterior
Spacious 6BR Near Jiminy Peak – Hot Tub, Game Room & Ski Lift Ticket Discount
Spacious 6BR Near Jiminy Peak – Hot Tub, Game Room & Ski Lift Ticket Discount
10.0 out of 10, Exceptional, (15)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is AU$1,731
includes taxes & fees
28 Oct - 29 Oct
Spacious 6BR Near Jiminy Peak – Hot Tub, Game Room & Ski Lift Ticket Discount
Smart TV
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
2.0 star property
2.0 out of 10, (1)
"THIS. PLACE. IS. A. DUMP. Do NOT STAY HERE under any circumstances."
United States
Michael
The price is AU$317
includes taxes & fees
31 Oct - 1 Nov
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Exterior
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
9.4 out of 10, Exceptional, (6)
"New hotel very nice"
United States
joel
The price is AU$232
includes taxes & fees
2 Nov - 3 Nov
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
8.8 out of 10, Excellent, (678)
"This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well. "
United States
Tina
The price is AU$176
includes taxes & fees
13 Nov - 14 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Courtyard
The Springs Motel
The Springs Motel
2.0 star property
9.2 out of 10, Wonderful, (82)
"The Springs Motel was a delight! Something away from the boring, staple type of hotel. The staff was so friendly and welcoming. The coffee and breakfast is a great touch! Can't wait to go back"
United States
Tricia
The price is AU$171
includes taxes & fees
30 Oct - 31 Oct
The Springs Motel
Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (430)
"Very casual and easy check in and out; lovely and substantial breakfast"
United States
Jamie
The price is AU$192
includes taxes & fees
4 Nov - 5 Nov
Shaker Mill Inn
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
7.6 out of 10, Good, (554)
"Excellent location, friendly service, clean, comfortable room."
United States
Beth
The price is AU$129
includes taxes & fees
3 Nov - 4 Nov
Travelodge by Wyndham Great Barrington Berkshires
Lobby
Quality Inn
Quality Inn
2.5 star property
8.4 out of 10, Very good, (1018)
"Staff was very helpful - easy location - clean rooms!"
United States
Karen
The price is AU$159
includes taxes & fees
9 Nov - 10 Nov
Quality Inn
Exterior
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (814)
"We enjoyed our stay. It's basic but clean and comfortable."
United States
Kit Ping
The price is AU$136
includes taxes & fees
26 Oct - 27 Oct
Howard Johnson by Wyndham Lenox
Exterior
The Villager Motel
The Villager Motel
2.0 star property
8.8 out of 10, Excellent, (750)
"It's very good for stay over"
United States
Frances
The price is AU$129
includes taxes & fees
16 Nov - 17 Nov
The Villager 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 Central Downtown Inn & Suites

The Central Downtown Inn & Suites

10/10 Excellent
"Building is old but in good condition. Very clean. Maybe under new owners because our door combination etc was written on a sticky note but once we found someone to check us in they were friendly and helpful "
Linda 1-night trip
Posted 1 day ago
The Central Downtown Inn & Suites

Find out more about Pittsfield

Pittsfield Resort information

Number of reviews
10,398
Accommodation
34 Resort
Lowest Price
AU$116
Highest Price
AU$1,731

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.