Title: Stockbridge Vacation Packages & Trips 2025/2026 | Expedia.ca [Stockbridge Travel Guide](https://expedia.ca/Stockbridge.dx162575)[Hotels in Stockbridge](https://expedia.ca/Stockbridge-Hotels.d162575.Travel-Guide-Hotels)[Vacation Rentals in Stockbridge](https://expedia.ca/Stockbridge-Vacation-Rentals.d162575.Travel-Guide-VacationRentals)[Flights to Stockbridge](https://expedia.ca/Cheap-Flights-To-Stockbridge.d162575.Travel-Guide-Flights)[Stockbridge Car Rentals](https://expedia.ca/Car-Rentals-In-Stockbridge.d162575.Car-Rental-Guide) ![](https://images.trvl-media.com/place/162575/47b8e491-e5e2-4491-8119-5d0ea8ef10fc.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Stockbridge 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 Stockbridge Vacation With a Stockbridge vacation package, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your escape has been taken care of before departing, so you can make the most of your time experiencing this lively city. Eager to venture out and explore? [Tanglewood Music Center](https://www.expedia.ca/Tanglewood-Music-Center-Lenox.d503292.Vacation-Attraction), [National Shrine of the Divine Mercy](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction) and [Lee Premium Outlets](https://www.expedia.ca/Lee-Premium-Outlets-Lee.d6127084.Vacation-Attraction) are three of the best places to visit during your trip to Stockbridge. Your perfect Stockbridge vacation is a couple of clicks away. Browse hotels, airfares and more on Expedia for a getaway that's tailored just for you. ## Ready to book your vacation to Stockbridge? Choose your dates ## Stockbridge Hotel Deals ![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Red Lion Inn 30 Main Street, Stockbridge, MA Fully refundableReserve now, pay when you stay CA $267 CA $361 total Sep 15 - Sep 16 includes taxes & fees [](https://expedia.ca/Hotel-Search?startDate=15%2F09%2F2025&endDate=16%2F09%2F2025&selected=5780784&PinnedHotelID=5780784&HadPinnedHotel=true®ionId=162575) ![Tanglewood Suites](https://images.trvl-media.com/lodging/39000000/38300000/38291200/38291154/9edc1253_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tanglewood Suites MA-102, Stockbridge, MA Fully refundableReserve now, pay when you stay CA $372 CA $372 total Sep 12 - Sep 13 includes taxes & fees [](https://expedia.ca/Hotel-Search?startDate=12%2F09%2F2025&endDate=13%2F09%2F2025&selected=38291154&PinnedHotelID=38291154&HadPinnedHotel=true®ionId=162575) ![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=resizecrop&rw=340&ch=150) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood 26 Glendale Road, RR 183, Stockbridge, MA CA $428 CA $518 total Sep 29 - Sep 30 includes taxes & fees [](https://expedia.ca/Hotel-Search?startDate=29%2F09%2F2025&endDate=30%2F09%2F2025&selected=2759009&PinnedHotelID=2759009&HadPinnedHotel=true®ionId=162575) [See all 1,362 properties in Stockbridge](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F09%2F2025&endDate=13%2F09%2F2025®ionId=162575) 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 Stockbridge ![Norman Rockwell Museum](https://mediaim.expedia.com/destination/2/8f946ea40f181d64f9531da690351b5f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Norman Rockwell Museum 4.5/5(6 reviews) You can spend time studying the exhibits at Norman Rockwell Museum during your travels in Stockbridge. Wander the lakeside in this quaint area. [](https://expedia.ca/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction) #### National Shrine of the Divine Mercy 5/5(1 review) Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside. [](https://expedia.ca/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction) #### Naumkeag Museum You can spend time browsing the exhibits at Naumkeag Museum during your travels in Stockbridge. While you're in the area, stroll along the lakeside. [](https://expedia.ca/Naumkeag-Museum-Stockbridge.d6091843.Vacation-Attraction) ## Other vacations you might like - Nearby Cities - Best vacation destinations by month - [Boston Vacations](https://expedia.ca/Boston.d178239.Destination-Travel-Guides) - [January Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-january) - [February Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-february) - [March Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-march) - [April Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-april) - [May Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-may) - [June Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-june) - [July Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-july) - [August Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-august) - [September Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-september) - [October Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-october) - [November Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-november) - [December Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-december) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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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)