Title: Book The Best Hotels in Pittsfield, MA for 2026 from CA $113 - 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 church or cathedral](https://images.trvl-media.com/place/9478/62f474fc-914d-4dd4-87bc-ec8dc1cbe3d3/historic-red-brick-gothic-church-steeple-autumn.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Pittsfield, MA from CA $113 - ![](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=2026-01-20&d1=2026-01-20&endDate=2026-01-22&d2=2026-01-22&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=2026-01-20&d1=2026-01-20&endDate=2026-01-22&d2=2026-01-22&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=2026-01-20&d1=2026-01-20&endDate=2026-01-22&d2=2026-01-22&amenities=PETS) 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=2026-01-20&d1=2026-01-20&endDate=2026-01-22&d2=2026-01-22&travelerType=family_friendly) 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=2026-01-20&d1=2026-01-20&endDate=2026-01-22&d2=2026-01-22&lodging=CABIN) 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=2026-01-20&d1=2026-01-20&endDate=2026-01-22&d2=2026-01-22&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=2026-01-20&d1=2026-01-20&endDate=2026-01-22&d2=2026-01-22&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=2026-01-20&d1=2026-01-20&endDate=2026-01-22&d2=2026-01-22&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=2026-01-20&d1=2026-01-20&endDate=2026-01-22&d2=2026-01-22&lodging=COTTAGE) Chalet [](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=2026-01-20&d1=2026-01-20&endDate=2026-01-22&d2=2026-01-22&lodging=CHALET) ## Check prices for these dates Tonight [Jan 6 - Jan 7](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2026-01-06&endDate=2026-01-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 7 - Jan 8](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2026-01-07&endDate=2026-01-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield hotels ![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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/90dd9d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/eac89037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### 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 (1002) "Very friendly and good Breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse CA $105 CA $117 total includes taxes & fees Jan 14 - Jan 15 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/3a99baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/8f954601.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) ### Berkshire Inn [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information) Pittsfield 7.8/10 Good (841) "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 $109 CA $122 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934.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) ![Interior entrance](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/c3ea2282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/651f878e.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 (811) "Great staff, room was huge and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cameron CA $205 CA $229 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/5fa17ca2.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) ![Snack bar](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/1715f4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/507a7437.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 (660) " Nice staff - beautiful hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MARY CA $176 CA $196 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/c81c0732.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/2000000/1460000/1457800/1457797/99b13181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Interior Suite- NO PETS ALLOWED](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/88509527.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 (351) "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 $129 CA $144 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.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) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a25612d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/6b95ddf5.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) ### 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 (1007) "Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $135 CA $150 total includes taxes & fees Jan 10 - Jan 11 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915.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/1000000/120000/119300/119210/617da859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/a89bc327.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) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) Pittsfield 9.2/10 Wonderful (72) "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 $168 CA $188 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/6761ce21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/f450d89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/88ab0bcf.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 (807) "great stall and friendly pet friendly place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) bonnie CA $136 CA $182 total includes taxes & fees Feb 3 - Feb 4 [](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) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/c2037034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/c204d876.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) "Room spotless and staff helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $110 CA $123 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information) ![In-room safe, desk, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7c78ca51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/fd39ba7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/723a5f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/a393dfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Great Barrington Berkshires [](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) Great Barrington 7.6/10 Good (566) "Excellent location!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abdul Samad CA $103 CA $115 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/5a6f7f91.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) ### Howard Johnson by Wyndham Lenox [](https://www.expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) Lenox 7.6/10 Good (828) "Staff was very friendly and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $108 CA $121 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/45e111cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/6203d3bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/488c62c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/568a1b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villager Motel [](https://www.expedia.ca/Williamstown-Hotels-The-Villager-Motel.h2832172.Hotel-Information) Williamstown 8.8/10 Excellent (768) "It's very good for stay over" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frances CA $95 CA $106 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Williamstown-Hotels-The-Villager-Motel.h2832172.Hotel-Information) ![Single Room](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/6242d368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/cad3bb20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/f94cd23f.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 (197) "The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean CA $245 CA $259 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/North-Adams-Hotels-Blue-Vista-Motor-Lodge.h84362148.Hotel-Information) ![Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/748b4faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/44ab9667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monument Mountain Motel [](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) Great Barrington 9.0/10 Wonderful (814) "Room was very well designed and clean. The woman who worked at the desk was wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia [](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/8e50ee57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, Private Bathroom (Rockwell - No Pets)](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/4d5a91f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, Private Bathroom (Greylock - No Pets)](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/9aba043f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Private Bathroom (Garden - Pets Allowed) | Miscellaneous](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/c68ae4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shaker Mill Inn [](https://www.expedia.ca/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information) West Stockbridge 9.6/10 Exceptional (440) "The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carin CA $144 CA $159 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/5bcca6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![28-inch TV with digital channels, Netflix, pay movies](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/be3999ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/7a497aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/13000000/12260000/12259600/12259511/2bb92acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Trail in Adams - Berkshires’ Art Hotel [](https://www.expedia.ca/Adams-Hotels-Topia-Inn-An-Organic-Oasis.h12259511.Hotel-Information) Adams 9.0/10 Wonderful (144) "Staff was great, very clean, Breakfast was terrific" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $239 CA $267 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Adams-Hotels-Topia-Inn-An-Organic-Oasis.h12259511.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/219cd416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/049cb490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/d1430bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deep soaking bathtub](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/14870b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Inn [](https://www.expedia.ca/Lee-Hotels-Sunset-Inn.h3025486.Hotel-Information) Lee 7.6/10 Good (411) "Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly CA $124 CA $138 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Lee-Hotels-Sunset-Inn.h3025486.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/41dd4913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/5f2fc6d9.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) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/3aa4f089.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) "Room is clean but bed uncomfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vivian CA $159 CA $178 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Non Lakeside Superior Room, 2 Queen beds](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/d3eea453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ba9d3ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel [](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) Lee 9.0/10 Wonderful (1005) "Room was clean and the staff was super friendly and helpful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ethan CA $143 CA $159 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/f0d9797c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/fa802938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/0a525567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Queen](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/fbf7e370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Whitlock [](https://www.expedia.ca/Lenox-Hotels-The-Whitlock.h66244754.Hotel-Information) Lenox 8.6/10 Excellent (283) "great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $134 CA $150 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Lenox-Hotels-The-Whitlock.h66244754.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=2026-01-20&endDate=2026-01-21®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=2026-01-20&endDate=2026-01-21&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) ![Bousquet Ski Area](https://mediaim.expedia.com/destination/2/fda39c1aa3f3377fc7a1c526441e646b.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) ![Berkshire Museum](https://mediaim.expedia.com/destination/2/14971f7a24abdfdea4f9d44f4ebf2ed3.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/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/Hancock-Shaker-Village-Hotels.0-l6091849-0.Travel-Guide-Filter-Hotels) #### Hancock Shaker Village 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/Barrington-Stage-Company-Hotels.0-l553248621532665294-0.Travel-Guide-Filter-Hotels) #### Barrington Stage Company You can make plans for a show at Barrington Stage Company on your trip to Pittsfield. Wander the lakeside in this quaint area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665294) [](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) ## 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 $104 CA $116 total Jan 21 - Jan 22 includes taxes & fees 8.4/10 Very Good! (1,005 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 $108 CA $121 total Jan 8 - Jan 9 includes taxes & fees 7.4/10 Good! (827 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 $113 CA $126 total Feb 1 - Feb 2 includes taxes & fees 8.2/10 Very Good! (1,003 reviews) [](https://expedia.ca/Lee-Hotels-Quality-Inn.h459706.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 $127 CA $141 total Jan 21 - Jan 22 includes taxes & fees 8.4/10 Very Good! (1,001 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 $135 CA $150 total Jan 25 - Jan 26 includes taxes & fees 8.8/10 Excellent! (716 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.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 $139 CA $156 total Jan 19 - Jan 20 includes taxes & fees 9/10 Wonderful! (1,004 reviews) [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.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 134 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 ![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 "Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN" A verified traveller stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG Posted 1 day ago [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 5/5 Excellent "Delicious sundae! Cozy fire!" A verified traveller stayed at Berkshires Untold Posted 1 day ago [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 5/5 Excellent "Great staff, room was huge and comfortable. " A verified traveller stayed at Hotel On North Posted 2 days ago [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 5/5 Excellent "It’s a nice stop. Real level 2 EV chargers are what gets me there - amazing how hard that is to get right. It’s a bonus that it is a nice place to stay. Also appreciate real hard boiled eggs vs. whatever passes for eggs at chain hotels " A verified traveller stayed at The Black Swan Lee - Lenox, an Ascend Collection Hotel Posted 3 days ago [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 5/5 Excellent "The rooms are clean, the pool is nice and the location is perfect for Jiminy Peak! " A verified traveller stayed at Vacation Village in the Berkshires Posted 4 days ago [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Hilton Garden Inn Lenox Pittsfield](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/5fa17ca2_y.jpg) ### Hilton Garden Inn Lenox Pittsfield 5/5 Excellent " Nice staff - beautiful hotel!" A verified traveller stayed at Hilton Garden Inn Lenox Pittsfield Posted 4 days ago [](https://expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 5/5 Excellent "friendly accommodating staff" A verified traveller from Cheshire stayed at Hotel Downstreet, an Ascend Collection Hotel Posted 5 days ago [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 5/5 Excellent "We chose this location for our family Christmas getaway because the amenities looked appealing and the price was affordable—and we were more than pleased with our three-night stay. The property is incredibly family-friendly. The pool and arcade had great hours, and while the arcade was small, it offered a fun selection of games. The pool and outdoor hot tub were kept at perfect temperatures, and even when busy, there was plenty of space for everyone. Relaxing in the hot tub during a snowstorm was one of the highlights of our trip. Each night, the common room hosted a movie night, which was wonderful to see families come together and enjoy time as a group. The front desk also offered DVD and game rentals, and it was refreshing to see families playing classic board games and laughing together—a pastime that seems rare these days. The lobby and common areas were spacious and cozy, especially with the warm fireplaces, where our family spent a few hours each evenings playing games. Our suite was roomy, comfortable, and felt like home. The well-stocked kitchen was a bonus. The staff was friendly and accommodating, and having a Stop & Shop directly across the street was incredibly convenient. We are more than pleased with this establishment and would both recommend and return for another family getaway! " A verified traveller stayed at Berkshire Mountain Lodge Posted 7 days ago [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 5/5 Excellent "Clean room | Staff " A verified traveller stayed at The Williams Inn Posted 7 days ago [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.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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