Cat & Dog Friendly Hotels in Pittsfield

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Check availability on Pittsfield Pet friendly Hotels

Top Pittsfield Pet friendly Hotels

Serene Architect-designed Vermont Chalet 4 Bedroom Home
Terrace/patio

Serene Architect-designed Vermont Chalet 4 Bedroom Home

3.5 star property
Serene Architect-designed Vermont Chalet 4 Bedroom Home
Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (35)
"Our stay at Jimmy’s met all our expectations that we had hoped for in Woodstock. The accommodation is conveniently situated close to the heart of town and once we had parked our car it was easy to walk to the restaurants and shops. The room was impeccably appointed and spotlessly clean. Our hosts were extremely hospitable and personally welcomed us upon our arrival. Our stay was short and sweet but we will return when next in Woodstock. We would highly recommend a stay at Jimmy’s. Wonderful (...
John
The price is RM1,058
RM1,164 total
includes taxes & fees
14 Jul - 15 Jul
Stay At Jimmy's
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (776)
"Wonderful riverside property with comfortable beds, a great view, and cozy fire pit areas with outdoor games like corn hole. "
Anthony
The Shire Woodstock
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (523)
"This is a beautiful inn in a picturesque town that's walkable. There are great free, self-parking options, but those quickly fill on the weekend, especially when there's an event at the hotel, like a wedding. The rooms are comfortable and spacious but with small confined bathrooms. I appreciate that they allow
dogs
, and it's a great touch that they provide a bed and bowls. The pet relief area is close to the "pet wing." I must add here, though, that if you have a
dog
that barks or makes...
Lora
The price is RM1,951
RM2,333 total
includes taxes & fees
10 Aug - 11 Aug
Woodstock Inn & Resort
Sleep Woodstock Motel
2 bedrooms, individually decorated, desk, blackout curtains

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (499)
"Bright, clean and updated. Lots of wonderful local art on the walls.
Pet friendly
. This is our new go-to place when skiing in VT."
Julie
The price is RM398
RM508 total
includes taxes & fees
15 Jul - 16 Jul
Sleep Woodstock 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.

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.