Title: Book The Best Hotels in Pittsfield, MA for 2026 from CA $107 - Competitive Prices - Expedia.ca [Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d9478.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d9478.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d9478.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d9478.Destination-Travel-Guides) ![Pittsfield showing a city](https://images.trvl-media.com/place/9478/b5f5430c-dc51-405d-9103-478c33e1bf14/pittsfield-massachusetts-agricultural-national-bank-historic-street-clock-park-square-berkshires.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/9478/b5f5430c-dc51-405d-9103-478c33e1bf14/pittsfield-massachusetts-agricultural-national-bank-historic-street-clock-park-square-berkshires.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Pittsfield Pool [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-04&d1=2026-02-04&endDate=2026-02-06&d2=2026-02-06&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-04&d1=2026-02-04&endDate=2026-02-06&d2=2026-02-06&amenities=HOT_TUB) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-04&d1=2026-02-04&endDate=2026-02-06&d2=2026-02-06&amenities=PETS) Cabin [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-04&d1=2026-02-04&endDate=2026-02-06&d2=2026-02-06&lodging=CABIN) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-04&d1=2026-02-04&endDate=2026-02-06&d2=2026-02-06&travelerType=family_friendly) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-04&d1=2026-02-04&endDate=2026-02-06&d2=2026-02-06&lodging=APARTMENT) Farm [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-04&d1=2026-02-04&endDate=2026-02-06&d2=2026-02-06&lodging=AGRITOURISM) Condo [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-04&d1=2026-02-04&endDate=2026-02-06&d2=2026-02-06&lodging=CONDO) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Massachusetts%2C+United+States+of+America®ionId=9478&latLong=42.44846%2C-73.253891&adults=2&startDate=2026-02-04&d1=2026-02-04&endDate=2026-02-06&d2=2026-02-06&lodging=COTTAGE) ## Check prices for these dates Tonight [Jan 21 - Jan 22](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2026-01-21&endDate=2026-01-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 22 - Jan 23](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2026-01-22&endDate=2026-01-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield hotels ![Balcony](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/05fa2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/8d37b75c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Suite- NO PETS ALLOWED](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/e75ce45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/0e28a2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Central Downtown Inn & Suites [](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) Pittsfield 8.6/10 Excellent (354 reviews) "Very helpful staff, clean and spacious rooms. Has everything you need - well equipped." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn CA $130 CA $145 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) ![Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/5740b713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/90dd9d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Berkshire Hills Inn & Suites [](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) Pittsfield 8.6/10 Excellent (1,005 reviews) "Very friendly and good Breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse CA $130 CA $146 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/c3ce1b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/de2ab5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b4275c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b138d836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Inn [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information) Pittsfield 7.8/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) MARIA J CA $119 CA $133 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/bba60f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/d8f6f1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/w696h390x1y0-dec65b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/b6081d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Lenox Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) Pittsfield 9.2/10 Wonderful (663 reviews) " Nice staff - beautiful hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MARY CA $177 CA $198 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/dcc4e9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/w6714h4455x8y0-7f30ce4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/67e1adab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/b2a572bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) Pittsfield 9.4/10 Exceptional (74 reviews) "Very clean and friendly staff that go above and beyond for their guests even in a snow storm! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kira CA $177 CA $197 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/ef3ce5c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library Suite, 1 King Bed](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/c5c7040f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/e65bd9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/3ef861f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel On North [](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) Pittsfield 9.6/10 Exceptional (819 reviews) "Great staff, room was huge and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cameron CA $206 CA $230 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/465e60d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/77fe0507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/201806cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) Pittsfield 9.0/10 Wonderful (816 reviews) "Very comfortable and very close to ski slope and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frederick CA $137 CA $183 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/bd64a090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/3ed5d9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/c2037034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FairBridge Inn Express [](https://www.expedia.ca/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information) Pittsfield 5.4/10 (811 reviews) "Room spotless and staff helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $111 CA $124 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/5acdf3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/91284a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/83421694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) Pittsfield 8.0/10 Very good (1,000 reviews) "Staff was very courteous and rooms clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $136 CA $151 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/d9527fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/9e0f1b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/8669006c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, towels](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/90457db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Travel Lodge [](https://www.expedia.ca/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.Hotel-Information) Old Chatham 7.8/10 Good (214 reviews) "Great friendly personable person at the front desk!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn CA $160 CA $180 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/6f32fa47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/3670f3af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Private Bathroom (Field of Dreams)](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/903dd1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/b3ee4f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbour House Inn [](https://www.expedia.ca/Cheshire-Hotels-Harbour-House-Inn.h17326568.Hotel-Information) Cheshire 9.4/10 Exceptional (53 reviews) "Nice place for a weekend away." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory CA $294 CA $311 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Cheshire-Hotels-Harbour-House-Inn.h17326568.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/f94cd23f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Accessible | Mountain view](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/caf79b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/86a5bced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/954b171c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Vista Motor Lodge [](https://www.expedia.ca/North-Adams-Hotels-Blue-Vista-Motor-Lodge.h84362148.Hotel-Information) North Adams 9.8/10 Exceptional (198 reviews) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALEKSey CA $247 CA $261 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/North-Adams-Hotels-Blue-Vista-Motor-Lodge.h84362148.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/66dde072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/9b4aa931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/4417504a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/a1e89c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Porches Inn at Mass MoCA [](https://www.expedia.ca/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information) North Adams 9.4/10 Exceptional (452 reviews) "It is the perfect place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darrell CA $210 CA $266 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/0ab8f96e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 King Bed, Non Smoking | Living area](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/c882608e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/8eb2abf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/ea4dc35f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Kenmore Hall [](https://www.expedia.ca/Richmond-Hotels-Inn-At-Kenmore-Hall.h27551652.Hotel-Information) Richmond 10/10 Exceptional (27 reviews) "Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret CA $796 CA $873 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Richmond-Hotels-Inn-At-Kenmore-Hall.h27551652.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/71df138f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/7f42759d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/3f592f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jiminy Peak Mountain Resort [](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) Hancock 8.2/10 Very good (989 reviews) "nice and clean, good customer service, but the room is smell. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Huang CA $303 CA $338 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/9903b094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/1294364a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/185ae7e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/39644ba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Downstreet, an Ascend Collection Hotel [](https://www.expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) North Adams 8.8/10 Excellent (1,000 reviews) "Staff was pleasant and helpful, room spacey and all immaculate ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $174 CA $195 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/17f29286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/69e559b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/20495b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Lenox [](https://www.expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) Lenox 7.6/10 Good (829 reviews) "Staff was very friendly and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $109 CA $122 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/20000000/19420000/19415000/19414996/ec8c140c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Television](https://images.trvl-media.com/lodging/20000000/19420000/19415000/19414996/4d9babc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/20000000/19420000/19415000/19414996/7dd4f044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, towels](https://images.trvl-media.com/lodging/20000000/19420000/19415000/19414996/3fd7ba1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Season Motel [](https://www.expedia.ca/Castleton-On-Hudson-Hotels-Four-Season-Motel.h19414996.Hotel-Information) Castleton-on-Hudson 5.4/10 (196 reviews) "I thought the staff was genuinely interested in me and wanted me to rest " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $97 CA $107 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Castleton-On-Hudson-Hotels-Four-Season-Motel.h19414996.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/c9940794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/354e34f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/b11cc030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/18000000/17100000/17094100/17094013/f2737e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Silver Maple Farm [](https://www.expedia.ca/East-Chatham-Hotels-Inn-At-Silver-Maple-Farm.h17094013.Hotel-Information) East Chatham 9.8/10 Exceptional (100 reviews) "Great property, very comfortable, incredible staff, easy access to skiing in the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dominick CA $178 CA $200 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/East-Chatham-Hotels-Inn-At-Silver-Maple-Farm.h17094013.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/9722ad97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 3 Bedrooms, Mountainside | Living area](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/2f0dc604_edited_9c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/67ad98ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Suite, 1 King Bed, Patio](https://images.trvl-media.com/lodging/96000000/95130000/95124600/95124564/8c32bd34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Springs Motel [](https://www.expedia.ca/New-Ashford-Hotels-The-Springs-Motel.h95124564.Hotel-Information) New Ashford 9.2/10 Wonderful (90 reviews) "Great vibe. Comfortable great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bart CA $184 CA $202 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/New-Ashford-Hotels-The-Springs-Motel.h95124564.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05®ionId=9478&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Hotels.d9478.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Hotels.d9478.Travel-Guide-Hotels) ## Learn more about Pittsfield Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries. [See all hotels in Pittsfield](https://www.expedia.ca/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05&adults=2®ionId=9478) ![Pittsfield showing a city](https://images.trvl-media.com/place/9478/b5f5430c-dc51-405d-9103-478c33e1bf14.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ### Stay near popular Pittsfield attractions [](https://expedia.ca/Bousquet-Ski-Area-Hotels.0-l553248621532665283-0.Travel-Guide-Filter-Hotels) ![Hardly anyone here! Great way to spend a week day, skiing and tubing!](https://images.trvl-media.com/place/9478/3e445f06-d8fa-4c0f-888a-235912f60bb4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bousquet Ski Area Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665283) [](https://expedia.ca/Berkshire-Museum-Hotels.0-l553248621532665288-0.Travel-Guide-Filter-Hotels) ![View of peak foliage in the Berkshires. ](https://images.trvl-media.com/place/9478/0f986732-b8a4-46bb-a277-3b8822746673.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Berkshire Museum You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665288) [](https://expedia.ca/Hancock-Shaker-Village-Hotels.0-l6091849-0.Travel-Guide-Filter-Hotels) ![Hancock Shaker Village, Hancock Massachusetts beautiful place; description Shakers, all supported themselves by the proceeds of their farmland. The Hancock Shakers were primarily dairy farmers. The raising and sale of garden seeds was perhaps the most lucrative of their early businesses.Land acquisition and conversion continued for decades, with the area peaking at 3,000 acres](https://images.trvl-media.com/place/112303/51d1465f-7568-4ca1-ab97-760ab0d2a7f2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Hancock Shaker Village 4.5/5(3 reviews) You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6091849) [](https://expedia.ca/Colonial-Theater-Hotels.0-l553248621532665289-0.Travel-Guide-Filter-Hotels) #### Colonial Theater You can make plans for a show at Colonial Theater during your trip to Pittsfield. Wander the lakeside in this quaint area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665289) [](https://expedia.ca/Guidos-Marketplace-Hotels.0-l553248621532665282-0.Travel-Guide-Filter-Hotels) #### Guido's Marketplace You can browse for the perfect souvenirs at Guido's Marketplace during your trip to Pittsfield. Wander the lakeside in this quaint area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665282) [](https://expedia.ca/Canoe-Meadows-Wildlife-Sanctuary-Hotels.0-l553248621532665285-0.Travel-Guide-Filter-Hotels) #### Canoe Meadows Wildlife Sanctuary You can take time to visit Canoe Meadows Wildlife Sanctuary during your travels to Pittsfield. Wander the lakeside in this quaint area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665285) ## More cheap stays in Pittsfield ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn 372 Main Street Great Barrington MA CA $98 CA $109 total Feb 5 - Feb 6 includes taxes & fees 8.4/10 Very Good! (1,000 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Howard Johnson by Wyndham Lenox](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Howard Johnson by Wyndham Lenox 462 Pittsfield Rd Lenox MA CA $109 CA $122 total Jan 23 - Jan 24 includes taxes & fees 7.4/10 Good! (828 reviews) [](https://expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn 170 Housatonic Street Lee MA CA $111 CA $124 total Feb 5 - Feb 6 includes taxes & fees 8.2/10 Very Good! (1,000 reviews) [](https://expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Yankee, Trademark Collection by Wyndham 461 Pittsfield Rd Lenox MA CA $128 CA $143 total Jan 29 - Jan 30 includes taxes & fees 9/10 Wonderful! (1,004 reviews) [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn & Suites East Greenbush - Albany 99 Miller Rd Castleton-on-Hudson NY CA $131 CA $146 total Feb 1 - Feb 2 includes taxes & fees 8.4/10 Very Good! (1,000 reviews) [](https://expedia.ca/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 415 Stockbridge Rd Great Barrington MA CA $148 CA $165 total Jan 25 - Jan 26 includes taxes & fees 8.8/10 Excellent! (724 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ## Hotels in Pittsfield with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 11 properties [](https://expedia.ca/4Star-Pittsfield-Hotels.s40-0-d9478.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 139 properties [](https://expedia.ca/3Star-Pittsfield-Hotels.s30-0-d9478.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 133 properties [](https://expedia.ca/2Star-Pittsfield-Hotels.s20-0-d9478.Travel-Guide-Filter-Hotels) ## Find out more about Pittsfield ### Top reasons to visit Pittsfield - **Adventure Sports:** Experience skiing at local resorts, perfect for thrill-seekers and winter sports enthusiasts. - **Cultural Experiences:** Explore historic houses and vibrant downtown theatres for a taste of local culture. - **Scenic Nature:** Enjoy the beautiful landscapes and majestic mountains surrounding Pittsfield, ideal for outdoor activities. - **Shopping and Dining:** Discover local shops and eateries, providing a perfect blend of leisure and cuisine. - **Family-Friendly Options:** Pittsfield offers diverse accommodations and activities suitable for families and romantic getaways. ### Find great hotels in and around Pittsfield Discover the ideal accommodation for your getaway in Pittsfield, Massachusetts. Whether you're seeking a family-friendly resort or a romantic hotel, this charming town offers a variety of lodging options to suit your needs. From adventure-filled vacations to serene retreats, you'll find top-rated hotels that provide excellent services and amenities for an unforgettable stay. - **The Yankee, Trademark Collection by Wyndham:** The Yankee, Trademark Collection by Wyndham is a distinctive hotel designed for business travellers seeking a professional atmosphere. Located 4.8km from Pittsfield, this property features a comprehensive range of business amenities, including a 24-hour business centre, multiple meeting rooms, and a versatile conference space. The hotel’s modern decor and efficient layout provide a conducive environment for meetings and corporate events, ensuring that guests can focus on their work while enjoying comfortable accommodations. - **[Holiday Inn & Suites Pittsfield-Berkshires by IHG: ](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)** Nestled in the heart of Pittsfield, the Holiday Inn & Suites Pittsfield-Berkshires by IHG offers a unique blend of adventure and business amenities. This 3-star hotel is ideal for those looking to explore nearby outdoor activities such as horse riding, fishing, and snowboarding while also catering to business needs with accessible meeting rooms and a 24-hour business centre. Guests can enjoy the convenience of an onsite winery vineyard, making it perfect for those seeking a taste of local wines after a day of adventure. - **[Best Western Plus Berkshire Hills Inn & Suites: ](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)** The Best Western Plus Berkshire Hills Inn & Suites is a welcoming hotel that caters to families and pet owners alike. Situated in Pittsfield, this property features a variety of amenities for both business and leisure travellers, including a 24-hour business centre and a conference space. Families will appreciate the children's games and the convenience of cribs available for a fee. Pet-friendly policies ensure that furry companions are welcome, with designated areas for dogs to exercise. This hotel strikes a perfect balance between comfort and practicality. ### Where to stay near Pittsfield Pittsfield, Massachusetts, offers a delightful blend of adventure and relaxation for Canadian travellers. Explore the vibrant downtown, catch a show at nearby theatres, or hit the slopes at local ski resorts. The charming Beacon Cinema adds to the cultural experience, while the surrounding areas provide family-friendly atmospheres and stunning scenery. Whether you’re seeking a romantic getaway or a budget-friendly trip, Pittsfield serves as a perfect central location to discover all the region has to offer. - **[Lenox: ](https://www.expedia.ca/Lenox-Hotels.d8587.Travel-Guide-Hotels)** Located 11.3km from Pittsfield, Lenox is a charming city renowned for its seasonal appeal, particularly bustling with visitors from June to August. This destination is ideal for those seeking romantic getaways, family adventures, or entertainment-themed experiences. Here, you can immerse yourself in vibrant music concerts and captivating theatre performances. Nature enthusiasts will appreciate the stunning landscapes featuring lakes and mountains, while event-goers can find excellent conference venues to host various gatherings. Whether you're skiing in winter or enjoying summer events, Lenox offers a delightful blend of culture and leisure. - **[Lee: ](https://www.expedia.ca/Lee-Hotels.d8572.Travel-Guide-Hotels)** Situated 16.1km from Pittsfield, Lee is a quaint city that remains consistently welcoming to visitors throughout the year. Peak travel occurs during the summer months, but its charm endures even in the quieter winter season. Ideal for romantic escapes and family outings, Lee boasts a variety of entertainment options, including local theatres and music concerts. The nearby ski fields provide thrilling winter activities, while the presence of picturesque lakes and monuments adds to the area's allure. Lee's unique blend of cultural and recreational experiences makes it a must-visit destination. - **[Stockbridge: ](https://www.expedia.ca/Stockbridge-Hotels.d162575.Travel-Guide-Hotels)** Just 19.3km from Pittsfield, Stockbridge is a cultural gem that draws visitors primarily from July to September. Known for its rich artistic heritage, the city offers a romantic atmosphere and a variety of entertainment options, including acclaimed music concerts and theatrical shows. Stockbridge is home to notable local landmarks such as serene lakes, historic monuments, and sacred shrines, making it a perfect spot for exploration. Whether you're looking to indulge in the arts or enjoy the great outdoors, Stockbridge provides a captivating experience for all types of travellers. ### Things to do in and around Pittsfield Pittsfield, Massachusetts, offers a range of activities perfect for adventure and sports enthusiasts. You can enjoy skiing at local resorts and ski fields, or explore nearby Camp Taconic. Don't miss out on shopping at local malls, golfing at nearby clubs, and visiting fascinating museums. Daily tours provide a great way to soak in the area's charm while enjoying its vibrant community. **Shopping** For a delightful shopping experience in Pittsfield, visit [Guido's Marketplace](https://www.expedia.ca/Guidos-Marketplace-Hotels.0-l553248621532665282-0.Travel-Guide-Filter-Hotels) for a vibrant public market atmosphere. [The Bookstore](https://www.expedia.ca/The-Bookstore-Hotels.0-l553248621532665272-0.Travel-Guide-Filter-Hotels), located 9.7km away, offers a charming selection of books. If you're up for a drive, the [Berkshire Mountain Country Store](https://www.expedia.ca/Berkshire-Mountain-Country-Store-Hotels.0-l553248621532665264-0.Travel-Guide-Filter-Hotels) is 16.1km away, featuring unique gifts and local products. **Recreation** At [Kennedy Park](https://www.expedia.ca/Kennedy-Park-Hotels.0-l553248621560926709-0.Travel-Guide-Filter-Hotels), immerse yourself in serene nature while enjoying walking trails and peaceful spots for relaxation. [Skyline Country Club](https://www.expedia.ca/Skyline-Country-Club-Hotels.0-l553248621532665295-0.Travel-Guide-Filter-Hotels) offers an invigorating golf experience amidst beautiful landscapes, perfect for sports enthusiasts. For a similar outdoor vibe, [Bas Ridge Golf Course](https://www.expedia.ca/Bas-Ridge-Golf-Course-Hotels.0-l553248621560926698-0.Travel-Guide-Filter-Hotels) invites you to enjoy a round of golf in a picturesque setting. **Adventure** At [Jiminy Peak Mountain Resort](https://www.expedia.ca/Jiminy-Peak-Mountain-Resort-Hotels.0-l553248621532665536-0.Travel-Guide-Filter-Hotels), located 12.9km from Pittsfield, enjoy exhilarating skiing and snowboarding amidst stunning winter landscapes. For hiking enthusiasts, the [Skyline Trail](https://www.expedia.ca/Skyline-Trail-Hotels.0-l553248621532666608-0.Travel-Guide-Filter-Hotels), 20.9km away, offers breathtaking scenery and outdoor adventure. Closer to home, [Bousquet Ski Area](https://www.expedia.ca/Bousquet-Ski-Area-Hotels.0-l553248621532665283-0.Travel-Guide-Filter-Hotels) provides a fantastic skiing experience right in Pittsfield. **Nightlife** Experience the vibrant nightlife in Pittsfield by visiting the [Colonial Theater](https://www.expedia.ca/Colonial-Theater-Hotels.0-l553248621532665289-0.Travel-Guide-Filter-Hotels) for captivating performances. Enjoy the [Barrington Stage Company](https://www.expedia.ca/Barrington-Stage-Company-Hotels.0-l553248621532665294-0.Travel-Guide-Filter-Hotels) for more cultural entertainment. Just a short drive away, [Shakespeare and Company](https://www.expedia.ca/Shakespeare-And-Company-Hotels.0-l6127086-0.Travel-Guide-Filter-Hotels) offers a romantic atmosphere for theatre lovers. Each venue promises a delightful evening filled with culture and fun. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Pittsfield Pittsfield, Massachusetts, provides excellent opportunities for budget-conscious travellers. Enjoy free attractions like the National Shrine of the Divine Mercy, and aim to visit between March to April or November for lower accommodation rates. Tuesdays are the cheapest days to stay, while Saturdays tend to be pricier. Use Expedia to compare room rates and book packages that combine hotels, flights, and activities for savings. Don’t forget to apply filters for eco-friendly options to find great deals without sacrificing comfort. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Pittsfield are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Pittsfield is Tuesday. The most expensive day to stay in Pittsfield is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and offers, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your Pittsfield hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions in and around Pittsfield Pittsfield, Massachusetts, offers an exciting blend of ski, adventure, and sports activities for tourists. Visitors can explore historic houses, scenic reserves, and majestic mountains, catering to those seeking cultural enrichment and outdoor adventures. Whether you're keen on skiing or simply enjoying the natural beauty, Pittsfield promises a memorable experience for every traveller. - **[Hancock Shaker Village: ](https://www.expedia.ca/Hancock-Shaker-Village-Hotels.0-l6091849-0.Travel-Guide-Filter-Hotels)** Experience the rich history and culture of the Shaker community at Hancock Shaker Village. This living museum features beautifully restored buildings, interactive exhibits, and stunning landscapes, allowing you to immerse yourself in the unique lifestyle and crafts of the Shakers. - **[National Shrine of the Divine Mercy: ](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)** Located 17.7km from Pittsfield, this serene shrine offers a peaceful atmosphere for reflection and prayer. The stunning architecture and beautiful gardens provide a perfect backdrop for spiritual contemplation, making it a unique cultural experience. - **[The Mount: ](https://www.expedia.ca/The-Mount-Hotels.0-l553248621532665265-0.Travel-Guide-Filter-Hotels)** Just 12.9km away, The Mount is the former home of author Edith Wharton. This historic house showcases her exquisite design and offers guided tours of the lush gardens, giving visitors a glimpse into the life of this literary icon. ### Best time to go to Pittsfield The best time to visit Pittsfield can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pittsfield falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Pittsfield falls in January, visitor numbers are average and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 22.6°F (-5.2°C) | Light Rain | Mostly Cloudy | Average | Average | | February | 24.6°F (-4.1°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 32.4°F (0.2°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | April | 44.2°F (6.8°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | May | 56.3°F (13.5°C) | Light Rain | Mostly Sunny | Average | Average | | June | 64.0°F (17.8°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 70.3°F (21.3°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 68.4°F (20.2°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | September | 61.3°F (16.3°C) | Light Rain | Mostly Sunny | Average | Average | | October | 50.0°F (10.0°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 37.6°F (3.1°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 29.3°F (-1.5°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | ### The nearest major airports for your trip to Pittsfield When flying into Pittsfield, Massachusetts, you have several airport options. Bradley International Airport ([BDL](https://www.expedia.ca/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)) in Hartford, CT, is located 74.0km away and offers hotels such as the [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), just 1.6km from the airport, and the [Simsbury 1820 House](https://www.expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.Hotel-Information), 11.3km away. Albany International Airport ([ALB](https://www.expedia.ca/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)) is 56.3km from Pittsfield, with nearby accommodations like the [Park Manor Hotel](https://www.expedia.ca/Clifton-Park-Hotels-Park-Manor-Hotel.h895584.Hotel-Information) and [The Landing Hotel at Rivers Casino & Resort](https://www.expedia.ca/Albany-Hotels-The-Landing-Hotel-At-Rivers-Casino-Resort.h19093277.Hotel-Information), both 12.9km from the airport. The closest option is Pittsfield Municipal Airport (PSF), situated only 4.8km away, with hotels like [The Central Downtown Inn & Suites](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information), 3.2km from the airport. ## Recent reviews of Pittsfield hotels ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 5/5 Excellent "Great stay. Comfortable hotel and very friendly staff. Restaurant is very good. " A verified traveller stayed at The Williams Inn Posted 1 day ago [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 5/5 Excellent "Clean, great location near Bosquet Mountain and grocery store, spacious condo, easy. " A verified traveller from Doylestown stayed at Berkshire Mountain Lodge Posted 2 days ago [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 5/5 Excellent "generally good" A verified traveller stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG Posted 2 days ago [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 5/5 Excellent "The hotel is very nice and clean. From the moment we checked in to check out, we had an amazing time. " A verified traveller stayed at The Yankee, Trademark Collection by Wyndham Posted 2 days ago [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg) ### Comfort Inn & Suites East Greenbush - Albany 5/5 Excellent "Nice, clean and decent rooms. Good clean facility" A verified traveller stayed at Comfort Inn & Suites East Greenbush - Albany Posted 2 days ago [](https://expedia.ca/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 5/5 Excellent "Great overnights stay, wish I was here longer " A verified traveller stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG Posted 3 days ago [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 5/5 Excellent "Very nice" A verified traveller stayed at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires Posted 3 days ago [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 5/5 Excellent "Everything was very good. The room was clean and cozy." A verified traveller stayed at Hotel On North Posted 5 days ago [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg) ### Best Western Plus Berkshire Hills Inn & Suites 5/5 Excellent "Very clean...i dotted and t crossed" A verified traveller stayed at Best Western Plus Berkshire Hills Inn & Suites Posted 5 days ago [](https://expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Pittsfield that travellers recommend? > For families and groups, the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information), rated 9.2, is an excellent option. This hotel offers spacious suites with deep soaking bathtubs, ideal for relaxing after a day of exploring the nearby Berkshire attractions. Families will appreciate the indoor pool, providing a safe and fun environment for children to enjoy while parents relax nearby. > > > Another family-friendly choice is the Holiday Inn & Suites Pittsfield-Berkshires, which holds an 8.0 rating. This hotel features suites with mountain views and offers wedding services for those planning special events. The indoor pool is an inviting space for kids to play, while the hotel's convenient location makes it easy to explore local attractions together. > > > Lastly, the [Berkshire Mountain Lodge](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information), rated 8.8, provides a comfortable atmosphere with air-conditioned rooms and an indoor pool area with sun loungers, making it a great choice for travellers wanting a blend of relaxation and convenience. Whether you're traveling for business or leisure, Pittsfield's hotels offer attentive service and amenities designed for a stress-free stay. ### What are the best family hotels in Pittsfield? > Another excellent choice is the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information), which enjoys a review score of 9.2\. This hotel features a refreshing pool, superb for family fun, alongside connecting rooms and free cribs to accommodate your little ones. Families will appreciate the added convenience of a snack bar and microwave in the rooms, making late-night snacks and quick meals a breeze. > > > For those looking for even more amenities, the Holiday Inn & Suites Pittsfield-Berkshires, rated 8.0 by guests, offers unique features like child-friendly window designs and free rollaway beds. This property is particularly welcoming for families, with options for connecting rooms and complimentary breakfast for children, ensuring everyone starts their day off right. With a lovely garden for outdoor relaxation, it's an ideal retreat for families seeking both comfort and convenience in the Berkshires. Find more [child-friendly accommodations in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Family-Hotel.0-0-d9478-tFamilyHotel.Travel-Guide-Filter-Hotels). ### What are the top pet-friendly hotels in Pittsfield? > For families traveling with pets, the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) is another excellent choice, earning an excellent review score of 9.2\. This hotel not only welcomes pets but also provides spacious suites that include kitchen facilities, making it convenient for families to prepare meals. Kids can enjoy splashing around in the indoor pool while parents unwind in the adjacent hot tub. > > > Whether you're planning a family getaway or a quick escape with your beloved pet, these hotels offer attentive service and the comforts of home, ensuring an easy experience. The [Berkshire Mountain Lodge](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information), rated 8.8, also features pet-friendly amenities and is ideal for those seeking outdoor adventures, including skiing and hiking, making it a great option for adventurous couples or families looking to create lasting memories. > > > With such a variety of choices, you can easily find a pet-friendly haven in Pittsfield that aligns with your travel style and preferences. See more [pet-friendly hotels in Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Pet-Friendly-Hotel.0-0-d9478-tPetFriendlyHotel.Travel-Guide-Filter-Hotels). ### What are the best budget hotels in Pittsfield? > For families, the [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) is another excellent choice, rated 9.2 by guests. This property features spacious suites and an inviting indoor pool, great for children to splash around while parents relax. The availability of cribs for the little ones and free toiletries ensures a straightforward stay, allowing families to focus on making memories. > > > If you're considering a ski getaway, the [Berkshire Mountain Lodge](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information), rated 8.8, is an appealing option with its indoor pool and proximity to ski rentals nearby. It's ideal for families looking to enjoy winter sports together. > > > Each of these properties is designed to create an easy experience, allowing you to enjoy your trip while knowing that quality service and comfort are well taken care of. Whether you're planning a family adventure or a romantic escape, Pittsfield has something for everyone. View all [budget hotels in Pittsfield](https://www.expedia.ca/pittsfield-hotels-cheap-hotels.0-0-d9478-tcheaphotels.travel-guide-filter-hotels). ### When is the best time to go to Pittsfield? > As you wander through the lush surroundings, you'll find a wealth of options for outdoor adventures, from hiking the picturesque trails of the nearby mountains to enjoying a leisurely afternoon at one of the charming local lakes. The pleasant climate also makes it an ideal time for sightseeing, allowing you to immerse yourself in the rich cultural tapestry that Pittsfield has to offer, including art galleries, theatres, and historic sites. > > > For those seeking a bit more tranquillity, consider planning your visit in September. This month often features delightful weather with cooler temperatures averaging around 20°C, making it a fantastic time to enjoy the vibrant autumn foliage without the summer crowds. You'll still have access to many of the outdoor activities and cultural events, but with a more relaxed atmosphere that allows for a deeper connection with the destination. ### Where can I find the best nightlife in Pittsfield? > For those looking for a lively evening, the downtown area is where you'll find a selection of bars and pubs great for socialising. The Tap House, known for its extensive craft beer selection, is a popular spot among locals and visitors alike. It provides a relaxed environment to unwind after a day of exploring the scenic surroundings. > > > If you're interested in live music, the Colonial Theatre often hosts performances that can make for an entertaining night out. Check their schedule to see if there's a show that piques your interest during your visit. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Pittsfield hotel booking with Expedia? ### How much is the nightly rate at a Pittsfield hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Becket Hotels ](https://www.expedia.ca/Becket-Hotels.d6005395.Travel-Guide-Hotels) - [Hotels near Berkshire Botanical Garden ](https://www.expedia.ca/Berkshire-Botanical-Garden-Hotels.0-l553248621532665247-0.Travel-Guide-Filter-Hotels) - [B&B in Berkshire County ](https://www.expedia.ca/Berkshire-County-Bed-And-Breakfast.d553248635083901436-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Berkshire County ](https://www.expedia.ca/Berkshire-County-Chalets.d553248635083901436-aaChalets.Travel-Guide-Accommodation) - [Inns in Berkshire County ](https://www.expedia.ca/Berkshire-County-Inns.d553248635083901436-aaInns.Travel-Guide-Accommodation) - 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