Title: The Berkshires Pet-friendly Vacations 2026 | Expedia.com ![](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 Pet-friendly Hotel + Flight or Car together to unlock savings Photo by Photo courtesy of Berkshire Visitors Bureau - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 ## 4 Night Pet-friendly vacations in The Berkshires Price found within the past 48 hours. Click for updated prices. ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel On North $486 per person Mar 30 - Apr 3 found 6 hours ago Roundtrip flight included Baltimore (BWI) to Albany (ALB) 9.6/10 Exceptional! (796 reviews) Room was spotless, staff was amazing! Loved the bathroom setup! Will recommend and stay again! Reviewed on Feb 9, 2026 Don't see what you're looking for? See all available trips from Columbus to The Berkshires [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-28/2026-04-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Top Pet-friendly The Berkshires Hotels ![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 - 28 min drive from Jiminy Peak Mountain Resort Dogs and cats may join you (for a fee) during your stay at this pet-friendly lodge. Take the opportunity to stretch your legs on the nearby hiking or biking ... 9/10 Wonderful! (865 reviews) Tv speaker no good other than that same great experience. Reviewed on Feb 21, 2026 [](https://expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Williams Inn 101 Spring Street Williamstown MA - 26 min drive from Jiminy Peak Mountain Resort This pet-friendly hotel welcomes dogs (fees apply). 9.6/10 Exceptional! (582 reviews) nice aesthetics Reviewed on Feb 24, 2026 [](https://expedia.com/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG One West Street Pittsfield MA - 18 min drive from Jiminy Peak Mountain Resort Hiking and biking trails are ready for you to explore near this city-center hotel, where dogs can stay for an additional fee. 8/10 Very Good! (1,000 reviews) Room was nice and tidy. The staff were friendly. Check-in was quick and simple. Breakfast was plenty with eggs, bacon, sausages, waffles and French toast. There was only 1 working elevator so the wait was slow. Parking was undergoing renovation so you need to park down the slope and walk up. There's ... Reviewed on Feb 22, 2026 [](https://expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) [See all 1,100 properties in The Berkshires](https://expedia.com/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. 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