The Berkshires Pet-friendly Holidays

Book a Pet-friendly Hotel + Flight or Car together to unlock savings

Photo by Photo courtesy of Berkshire Visitors Bureau
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How to find a pet-friendly holiday in The Berkshires

How can I book the best pet-friendly holidays in The Berkshires?

As a pet parent, you want your best bud along for your The Berkshires holiday, right? So use our pet-friendly filter to find all the places that are purr-fect for cats, dogs or even well-trained rabbits. Think stacks of outside space, welcome treats and maybe something lovely that keeps the travel time to a minimum.

Can I book a cheap The Berkshires pet-friendly holiday?

pet-friendly package holidays start at , but prices and availability are subject to change, and additional terms may apply. To narrow down the best deals, sort by price and use the filters to find cheap places with tail-wag-worthy amenities.

How can I book holiday lets in The Berkshires that are pet friendly?

The space and seclusion of a holiday let is great for holidaying as a family or bigger group, and if your furry friends are with you, even better. Use both the private holiday home and pet-friendly filters to find all the options that tick both boxes.

How can I find pet-friendly holidays in The Berkshires with hot tubs?

Pet-friendly holidays aren’t just about the animals – you deserve to indulge yourself, too! Filter our The Berkshires properties using the hot-tub and pet-friendly holiday options and find somewhere you can relax while the pooches snooze.

Can I book a pet-friendly holiday in The Berkshires with a car?

For hassle-free pet-friendly travel, a car is a no-brainer. Book both your car hire and accommodation with Expedia and you’ll sniff out some great savings.

How can I book last-minute pet-friendly holidays in The Berkshires?

A spontaneous last-minute getaway to The Berkshires with your pet is what holiday dreams are made of. You might even dig up discounted rates on some hotels by booking close to the date.

Can I book a pet-friendly holiday in The Berkshires with free cancellation and/or flexible dates?

We offer several places to stay with free cancellation in The Berkshires, just use the fully refundable filter to find the ones available on your dates. Make sure you read the terms and conditions, too.

Why should I book The Berkshires pet-friendly travel with Expedia?

Thanks to our dedicated pet-friendly filter, it’s incredibly easy to find accommodation in The Berkshires that welcomes fur babies. Search, choose and book in just a few clicks. Purr-fect!

Top Pet-friendly The Berkshires Hotels

Stay Berkshires

Stay Berkshires

2 out of 5
1146 Cold Spring Road, Williamstown, MA
  • 56 min drive from Tanglewood Music Center
Stay at this hotel in Williamstown. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Margaret Lindley Park and Lindley Park are located ...
8.2/10 Very Good! (353 reviews)
"Nice option to stay near MASS MOCA."

Reviewed on 4 Dec 2024

Stay Berkshires
Hotel On North

Hotel On North

3.5 out of 5
297 North Street, Pittsfield, MA
  • 17 min drive from Tanglewood Music Center
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (743 reviews)
Beautiful, perfect hotel
"Wow, I loved this hotel! The room was amazing, the beds were great. Great service, great people. Beautiful design. I would definitely stay here again."

Reviewed on 5 Jul 2025

Hotel On North
The Villager Motel

The Villager Motel

2 out of 5
953 Simonds Rd, Rt 7 North, Williamstown, MA
  • 1 hour drive from Tanglewood Music Center
Stay at this business-friendly motel in Williamstown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (719 reviews)
"I like the all around location and the grounds, very quite, clean and the bathroom is new."

Reviewed on 10 Jul 2025

The Villager Motel
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 holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.