Find Pet-friendly Hotels in Pittsfield, VT

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Pet-friendly Hotels

This weekend
Next weekend

Top Pittsfield Pet-friendly Hotels

Our top choices for Pittsfield pet-friendly hotels

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

3.5 star property
Serene Architect-designed Vermont Chalet 4 Bedroom Home

Killington area home - 4-seasons & hot tub. Sleeps 13+

9.8 out of 10, Exceptional, (119)
"The house was adorable, and decorated beautifully. We really enjoyed the hot tub, the pool table, and the dart board. The kitchen is spacious, and allowed us to cook and not be on top of each other. We absolutely loved our stay."
Killington area home - 4-seasons & hot tub. Sleeps 13+

NEW! Serene Architect-Designed Vermont Chalet

NEW! Serene Architect-Designed Vermont Chalet

Mountain Top - Fresh Pond - Killington - Hot Tub

9.8 out of 10, Exceptional, (10)
"Very peaceful, beautiful views, everything was clean, the beds were comfortable, and the pond was very fun."
Mountain Top - Fresh Pond - Killington - Hot Tub

Sweet Life - GetAway

3.5 star property
Sweet Life - GetAway

Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington

9.0 out of 10, Wonderful, (14)
"Great customer service"
Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington

Sweet Life Brought to you by GetAway Vacations

3.0 star property
Sweet Life Brought to you by GetAway Vacations

Spacious 4BR / 5 Bath Home - Hot Tub / Pool Table / Ample Private Outdoor Space!

10.0 out of 10, Exceptional, (4)
"Great place!"
Spacious 4BR / 5 Bath Home - Hot Tub / Pool Table / Ample Private Outdoor Space!

Hawk Landing: A cozy 3-bedroom retreat perfect for families and pet-friendly getaways.

9.8 out of 10, Exceptional, (18)
Hawk Landing: A cozy 3-bedroom retreat perfect for families and pet-friendly getaways.
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.

Top Pittsfield Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia