Pet Friendly Hotels & Resorts in Pittsfield

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Check availability on Pittsfield Pet Friendly Hotels

Tonight
26 Jul - 27 Jul
Tomorrow
27 Jul - 28 Jul
Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug

Best Pittsfield Pet Friendly Hotels

Clear River Inn
Signature Apartment, Multiple Bedrooms, Kitchen, Mountain View | Balcony view

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
House, 4 Bedrooms | Terrace/patio

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+
Property grounds

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

9.8 out of 10, Exceptional, (118)
"Had a great stay in the perfect ski house "
Killington area home - 4-seasons & hot tub. Sleeps 13+
Mountain Top - Fresh Pond - Killington - Hot Tub
Interior

Mountain Top - Fresh Pond - Killington - Hot Tub

9.8 out of 10, Exceptional, (9)
"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
House, Multiple Beds, Mountain View (Sweet Life) | In-room dining

Sweet Life - GetAway

3.5 star property
Sweet Life - GetAway
NEW! Serene Architect-Designed Vermont Chalet
Terrace/patio

NEW! Serene Architect-Designed Vermont Chalet

NEW! Serene Architect-Designed Vermont Chalet
Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington
Fridge, microwave, oven, stovetop

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
House, 3 Bedrooms | Private kitchen

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!
Exterior

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!
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.

Top Pittsfield Hotel Reviews

Cortina Inn

Cortina Inn

8/10 Good
"The staff was always available and helpful."
Pedro 2-night trip
Posted 2 days ago
Cortina Inn

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.