Pittsfield Hotel Guide - Pet Friendly Hotels in Pittsfield, Vermont

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Our top choices for Pittsfield pet-friendly hotels

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (557 reviews)
"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "
United States
JILL
Sleep Woodstock Motel

Off Grid Glamping Shed with River Access

Off Grid Glamping Shed with River Access
Randolph
10.0 out of 10, Exceptional, (1 review)
The price is €83
includes taxes & fees
10 Mar - 11 Mar
Off Grid Glamping Shed with River Access

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (397 reviews)
"Room was spacious and clean, convenient to highway and restaurants"
United States
ALAN
The price is €93
includes taxes & fees
23 Mar - 24 Mar
My Place Hotel-Randolph VT

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (392 reviews)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is €112
includes taxes & fees
4 Mar - 5 Mar
Middlebury Sweets Motel

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (333 reviews)
"Clean very well decorated room with comfortable beds and lots of pillows. Would stay again "
United States
Andrew
Kedron Valley Inn

The Brandon Inn - King Room

The Brandon Inn - King Room
Brandon
8.8 out of 10, Excellent, (6 reviews)
"The Branford Inn was a historic hotel that despite its age was very nice."
United States
Michael
The price is €152
includes taxes & fees
4 Mar - 5 Mar
The Brandon Inn - King Room

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (162 reviews)
"The cabin location was ideal for us , very convenient to outings and very cozy in a gorgeous setting . "
United States
judy c.
The price is €370
includes taxes & fees
4 Mar - 5 Mar
Stetson Hollow Cabin by Stetson Brook

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (914 reviews)
"Wonderful place to stay!"
United States
Robin
The Shire Woodstock

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is €234
includes taxes & fees
4 Mar - 5 Mar
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (594 reviews)
"Beautiful and unique space, perfect for a weekend getaway in Vermont! "
United States
Sarah
The price is €111
includes taxes & fees
4 Mar - 5 Mar
Brandon Inn
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

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.
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 Pittsfield Town Hall. While you're there, make sure you don't miss Roger Clark Memorial Central Library.