Search Pet-Friendly Hotels in Pittsfield

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Check availability on Pittsfield Pet-Friendly Hotels

Top Pittsfield Pet-Friendly Hotels

Clear River Inn
Enjoy outdoor dining or relaxation on this deck overlooking a serene wooded hillside.

Clear River Inn

3.0 star property
8.8 out of 10, Excellent, (85)
"This hotel is bare bones - nothing special. As a matter of fact, most people would probably think it's run down. And it is. But, the location is good and the bar/restaurant in the back is really super cool. Really solid food and the people working there are very nice. I would actually go back just because of the bar. Yes, it was that charming."
Clear River Inn
Serene Architect-designed Vermont Chalet 4 Bedroom Home
Enjoy the serene forest views from the cabin's expansive windows and cozy porch.

Serene Architect-designed Vermont Chalet 4 Bedroom Home

3.5 star property
Serene Architect-designed Vermont Chalet 4 Bedroom Home
Sweet Life - GetAway
House, Multiple Beds, Mountain View (Sweet Life) | In-room dining

Sweet Life - GetAway

3.5 star property
Sweet Life - GetAway
Sweet Life Brought to you by GetAway Vacations
Fully equipped kitchen with dishwasher, oven, microwave, and refrigerator.

Sweet Life Brought to you by GetAway Vacations

3.0 star property
Sweet Life Brought to you by GetAway Vacations
Silver Spring Chalet - GetAway
In-room dining

Silver Spring Chalet - GetAway

3.0 star property
Silver Spring Chalet - GetAway
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.

Frequently asked questions

What's the best dog-friendly place to stay in Pittsfield?
Clear River Inn is a top dog-friendly inn, and offers a restaurant and a nightclub for its human guests.
How many hotels that accept pets will I be able to find in Pittsfield?
Enjoy travelling with your furry pal at one of Expedia's 7 Pittsfield accommodation options that accept pets.
What's the best time of year to travel to Pittsfield with my pet?
When you're travelling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Pittsfield are January, March, February and December, with each month seeing an average of 26 cm of snowfall.
What is there to see and do with your pet in Pittsfield?
See the local sights and visit Green Mountain National Forest and Roger Clark Memorial Central Library. While you're there, make sure you don't miss Pittsfield Town Hall.