Title: Pet-friendly Vacations in The Berkshires 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6047665/bda2c66e-c12e-41fa-bcf4-6a6872be8f56.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # The Berkshires Pet-friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Photo courtesy of Berkshire Visitors Bureau Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## 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 ## Pet-friendly Hotels in The Berkshires ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 435 Laurel St, Lee, MA - 5 min drive from Tanglewood Music Center Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ... 9/10 Wonderful! (1,003 reviews) "Clean venue. Very quiet and I highly recommend renting a kayak. You might see a bald eagle:)" Reviewed on Oct 6, 2025 [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![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 - 12 min drive from Tanglewood Music Center Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ... 8.8/10 Excellent! (1,006 reviews) "." Reviewed on Oct 6, 2025 [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Berkshires Untold 194 Pittsfield Rd, Lenox, MA - 6 min drive from Tanglewood Music Center Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ... 9/10 Wonderful! (747 reviews) "Easy parking, great community spaces, beautiful decor!" Reviewed on Oct 8, 2025 [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) [See all 1,111 properties in The Berkshires](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6047665) 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. ## More vacations you might like ![](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) ## More Vacations Ideas [Flights to The Berkshires](https://expedia.ca/Cheap-Flights-To-The-Berkshires.d6047665.Travel-Guide-Flights)[The Berkshires Hotels](https://expedia.ca/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels)[The Berkshires Vacation Rentals](https://expedia.ca/The-Berkshires-Vacation-Rentals.d6047665.Travel-Guide-VacationRentals)[The Berkshires Car Rentals](https://expedia.ca/Car-Rentals-In-The-Berkshires.d6047665.Car-Rental-Guide)[The Berkshires Vacations](https://expedia.ca/The-Berkshires.d6047665.Destination-Travel-Guides) \* 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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)