
The Berkshires Pet-friendly Vacations
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4 Night Pet-friendly vacations in The Berkshires
Price found within the past 48 hours. Click for updated prices.


The Porches Inn at Mass MoCA
$721
per person
Nov 19 - Nov 23
found 12 hours ago
Roundtrip non-stop flight included
Louisville (SDF) to Albany (ALB)
9.4/10 Exceptional! (512 reviews)
The porches Inn was such a lovely cozy place to stay. What we loved: beds were so comfortable and crisp. Thoughtful touches. Very clean and environmentally sustainable. The stainless steel water bottles were great to have using them to refill water that were placed throughout the property. The breakfast each morning was the same however, it was fresh with several options . I had a lox bagel each day with fresh squeezed orange juice and they have non dairy/GF options as well! The coffee is outstanding. They source from a local coffee shop. We couldn’t get enough of it
What we thought could be better :
Prices listed on their merchandise would be a good choice . I went to buy the water bottle they sell and had no idea it cost $40! Should have asked but I would never assume they would charge so much.
We thought the staff seemed grumpy or didn’t seem they wanted to be there. Smiles and hellos were absent throughout our 4 day /3 night stay. A little more friendly vibe would have been nice as it was a hotel staffed property that caters to guests. Other than that, we loved it. The price was well suited for what we received and the location was fabulous. I also enjoyed how they listed all available hikes on thier boards making it easy to pick the one we wanted for the day.
Reviewed on Oct 20, 2026

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View all tripsTop Pet-friendly The Berkshires Hotels

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! (1,044 reviews)
"Had a great time enjoying the outdoor space, the bar, and the "living room" area by the fire. Although our room was on the highway side so could hear traffic, we had a gorgeous view of the mountains and changing foliage. Would go back"
Reviewed on Oct 20, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
- 39 min drive from Jiminy Peak Mountain Resort
Make it a pet-friendly trip and bring along your four-legged friend. Dogs are welcome (fees apply) at this waterfront hotel.

The Red Lion Inn
30 Main Street Stockbridge MA
- 46 min drive from Jiminy Peak Mountain Resort
Four-legged friends are welcome (fees apply) at this historic hotel offering pet-friendly amenities, like food and water bowls. While you're here, explore the ...
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.
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