Title: Great Barrington Vacation Packages & Trips 2025/2026 from CA $696 | Expedia.ca [Great Barrington Travel Guide](https://expedia.ca/Great-Barrington.dx110336)[Hotels in Great Barrington](https://expedia.ca/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)[Vacation Rentals in Great Barrington](https://expedia.ca/Great-Barrington-Vacation-Rentals.d110336.Travel-Guide-VacationRentals)[Flights to Great Barrington](https://expedia.ca/Cheap-Flights-To-Great-Barrington.d110336.Travel-Guide-Flights)[Great Barrington Car Rentals](https://expedia.ca/Car-Rentals-In-Great-Barrington.d110336.Car-Rental-Guide) ![](https://images.trvl-media.com/place/110336/8bc0aa8d-68ce-4fbf-a4c5-ac032f9ce9c2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Great Barrington Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Great Barrington Vacation Say goodbye to the worries of planning and hello to a Great Barrington vacation package. With the finer details organized before you take off, you can focus on discovering the best of this city, starting with Canann Village Historic District, which is good for dining, culture and shopping. Fill your spare time with visits to [Ski Butternut](https://www.expedia.ca/Ski-Butternut-Great-Barrington.d6182072.Vacation-Attraction), [Housatonic River Walk](https://www.expedia.ca/Housatonic-River-Walk-Great-Barrington.d553248621532665241.Vacation-Attraction) and [Lake Buel](https://www.expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction), some of the things you simply have to see during a trip to Great Barrington. Expedia is here to help you escape the everyday. Tailor your vacation to Great Barrington to suit your travel style, whatever that may be! ## Top Great Barrington Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Clocktower Hotel at Century House, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/15200/15101/0ae7a345_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Clocktower Hotel at Century House, an Ascend Collection Hotel CA $696 per person Jan 27 - Feb 2 found 17 hours ago Roundtrip flight included New York (NYC) to Albany (ALB) 8.4/10 Very Good! (1,004 reviews) The room was great, and the breakfast was outstanding, much better than any other hotel I've stayed at...Very reasonably priced hotel. I would recommend it to anyone! Reviewed on Nov 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-02/?FromAirport=NYC&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15101&paandie=true&dealMarker=bVkteX28g263Ao6BRY-AVITYQjzoSXtdofIP4jR9sLNCSJD4YAbnxPuTFTI0RuF1) ![Hotel Brookmere & Arbor Spa](https://images.trvl-media.com/lodging/107000000/106890000/106887400/106887312/fd2345ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Brookmere & Arbor Spa CA $1,024 per person Jan 27 - Feb 2 found 17 hours ago Roundtrip flight included New York (NYC) to Albany (ALB) 9.2/10 Wonderful! (218 reviews) Everything was great Reviewed on Nov 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-02/?FromAirport=NYC&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=106887312&paandie=true&dealMarker=bVkteX28g263Ao6BRY-AVJ_9kABKShZTQe9HUjPHkaf8aLn_r4NLFKhLgMF-2Pyi) ![The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/587b0e23_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood CA $1,295 per person Jan 28 - Feb 1 found 18 hours ago Roundtrip non-stop flight included Toronto (YTO) to Albany (ALB) 9.2/10 Wonderful! (110 reviews) It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!! Reviewed on Oct 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-28/2026-02-01/?FromAirport=YTO&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2759009&paandie=true&dealMarker=EfvDGqPsuimJyBcktIRPZXHS5sg7jJBBXtA7VZnyTzHZI0oD32K0Rcfp1LrVcw8z) ![Bluebird Spa City Motor Lodge](https://images.trvl-media.com/lodging/5000000/4160000/4155100/4155084/fe843f2f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bluebird Spa City Motor Lodge Downtown Saratoga Springs CA $736 per person Jan 27 - Feb 2 found 17 hours ago Roundtrip flight included New York (NYC) to Albany (ALB) 9/10 Wonderful! (801 reviews) Adorable room, friendly staff Reviewed on Nov 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-02/?FromAirport=NYC&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4155084&paandie=true&dealMarker=bVkteX28g263Ao6BRY-AVITYQjzoSXtdofIP4jR9sLOB-5VGgokmR-cTAtfkobv7) ![Marriott Albany](https://images.trvl-media.com/lodging/1000000/20000/11000/10979/1856b3b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Albany CA $878 per person Jan 27 - Feb 2 found 17 hours ago Roundtrip flight included New York (NYC) to Albany (ALB) 8.2/10 Very Good! (751 reviews) great Marriot service as expected, and the properties are at their standards. Reviewed on Nov 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-02/?FromAirport=NYC&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=10979&paandie=true&dealMarker=9ZdrmXwi3qyOiAOy8Lol9lohfUC_jOury0CjQgsUx4dgYqfoUUNQZuBlt6rVcBDP) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=PKG_BF_PROMO_110336) ## Ready to book your vacation to Great Barrington? Choose your dates ## Great Barrington Hotel Deals ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quality Inn 372 Main Street Great Barrington MA Fully refundableReserve now, pay when you stay CA $119 CA $133 total Dec 9 - Dec 10 includes taxes & fees 8.4/10 Very Good! (1,003 reviews) Room was extremely clean, beds very comfortable, staff friendly. The only problem was the noisy heating system which loudly switched on and off at night preventing us from getting a good nights sleep. I would also suggest getting a room in the front of the hotel, rather than the back, since a train ... Reviewed on Nov 22, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F12%2F2025&endDate=10%2F12%2F2025&selected=128208&PinnedHotelID=128208&HadPinnedHotel=true®ionId=110336) ![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=340&ch=150) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 415 Stockbridge Rd Great Barrington MA CA $151 CA $169 total Dec 11 - Dec 12 includes taxes & fees 8.8/10 Excellent! (696 reviews) The staff were awesome. Food was great. Room was clean. Reviewed on Nov 21, 2025 [](https://expedia.ca/Hotel-Search?startDate=11%2F12%2F2025&endDate=12%2F12%2F2025&selected=892229&PinnedHotelID=892229&HadPinnedHotel=true®ionId=110336) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 249 Stockbridge Rd Great Barrington MA CA $213 CA $238 total Dec 2 - Dec 3 includes taxes & fees 9.2/10 Wonderful! (754 reviews) Clean room, very courteous staff Reviewed on Nov 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F12%2F2025&endDate=03%2F12%2F2025&selected=913175&PinnedHotelID=913175&HadPinnedHotel=true®ionId=110336) [See all 1,549 properties in Great Barrington](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F11%2F2025&endDate=28%2F11%2F2025®ionId=110336) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Great Barrington #### Lake Buel Commune with nature and explore the great outdoors at Lake Buel during your travels in Great Barrington. While you're here, you can savor the top-notch restaurants. [](https://expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction) #### Lake Mansfield Park Explore the great outdoors at Lake Mansfield Park, a lovely green space in Great Barrington. Experience the area's theater scene and live music. [](https://expedia.ca/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars ### Lodging - [3 Star Hotels in Stockbridge](https://www.expedia.ca/3Star-Stockbridge-Hotels.s30-0-d162575.Travel-Guide-Filter-Hotels) - [Guest Houses in Alford](https://www.expedia.ca/Alford-Guest-Houses.d3000421226-aaGuestHouses.Travel-Guide-Accommodation) - [Alford Hotels](https://www.expedia.ca/Alford-Hotels.d3000421226.Travel-Guide-Hotels) - [Lodges in Alford](https://www.expedia.ca/Alford-Lodges.d3000421226-aaLodges.Travel-Guide-Accommodation) - [Hotels near Berkshire Botanical Garden](https://www.expedia.ca/Berkshire-Botanical-Garden-Hotels.0-l553248621532665247-0.Travel-Guide-Filter-Hotels) - [Hotels near Chesterwood](https://www.expedia.ca/Chesterwood-Hotels.0-l6091841-0.Travel-Guide-Filter-Hotels) - [Inns in Egremont](https://www.expedia.ca/Egremont-Inns.d553248634998707560-aaInns.Travel-Guide-Accommodation) - 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[Becket Land Trust Historic Quarry](https://www.expedia.ca/Becket-Land-Trust-Historic-Quarry-Becket.d553248621532666600.Vacation-Attraction) - [Big E](https://www.expedia.ca/Big-E-West-Springfield.d553248621533116953.Vacation-Attraction) - [Calvin Theatre and Performing Arts Center](https://www.expedia.ca/Calvin-Theatre-And-Performing-Arts-Center-Northampton.d553248621532666663.Vacation-Attraction) - [Canoe Meadows Wildlife Sanctuary](https://www.expedia.ca/Canoe-Meadows-Wildlife-Sanctuary-Pittsfield.d553248621532665285.Vacation-Attraction) - [Chicopee Falls Dam](https://www.expedia.ca/Chicopee-Falls-Dam-Chicopee.d6070279.Vacation-Attraction) - [Eastern States Exposition](https://www.expedia.ca/Eastern-States-Exposition-West-Springfield.d6070273.Vacation-Attraction) - [Florida Vacations](https://www.expedia.ca/Florida.d553248634999031091.Destination-Travel-Guides) - [Hancock Shaker Village](https://www.expedia.ca/Hancock-Shaker-Village-Pittsfield.d6091849.Vacation-Attraction) - [Lake Buel](https://www.expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction) - [Lake Mansfield Park](https://www.expedia.ca/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction) - [Lenox Library](https://www.expedia.ca/Lenox-Library-Lenox.d553248621532665268.Vacation-Attraction) - [Leverett Vacations](https://www.expedia.ca/Leverett.d125601.Destination-Travel-Guides) - [Naismith Memorial Basketball Hall of Fame](https://www.expedia.ca/Naismith-Memorial-Basketball-Hall-Of-Fame-South-End.d6070299.Vacation-Attraction) - [National Shrine of the Divine Mercy](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction) - [Naumkeag Museum](https://www.expedia.ca/Naumkeag-Museum-Stockbridge.d6091843.Vacation-Attraction) - [Norman Rockwell Museum](https://www.expedia.ca/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction) - [Visit North Egremont](https://www.expedia.ca/North-Egremont.dx553248635976384751) - [Old Sturbridge Village](https://www.expedia.ca/Old-Sturbridge-Village-Sturbridge.d6232666.Vacation-Attraction) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)