Pittsfield Hotel Guide - Pet Friendly Hotels in Pittsfield, Vermont

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Pet Friendly Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Pittsfield pet-friendly hotels

Deluxe Suite | Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (580 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is €118
includes taxes & fees
17 Jun - 18 Jun
Sleep Woodstock Motel
Lobby

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (398 reviews)
"Clean room, friendly staff,helpful resources listed."
United States
Michael
The price is €119
includes taxes & fees
2 Jun - 3 Jun
Middlebury Sweets Motel
BBQ/picnic Area

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (458 reviews)
"Great location for us when visiting VT."
United States
Jeannine
The price is €102
includes taxes & fees
2 Jul - 3 Jul
My Place Hotel-Randolph VT
Private kitchen

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 €242
includes taxes & fees
2 Jun - 3 Jun
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Breakfast and dinner served

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,000 reviews)
"Great lil spot right next to Killington !! Clean room, friendly staff!"
United States
Kailyn
The price is €133
includes taxes & fees
8 Jun - 9 Jun
The Mountain Inn at Killington
Front of property

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (637 reviews)
"Quintessential Vermont Inn in a wonderful little town. We had a great stay! "
United States
Heidi
The price is €132
includes taxes & fees
3 Jun - 4 Jun
Brandon Inn
Fridge, microwave, oven, stovetop

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.6 out of 10, Exceptional, (18 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
The price is €354
includes taxes & fees
2 Jun - 3 Jun
Dreamy Artist Chalet in Secluded Historic Village
Interior

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Mendon
9.8 out of 10, Exceptional, (17 reviews)
"We wish there had been a recycle box. Also, mini split in living room didn’t work as well as the bedroom mini splits did for heat. Also, curtains/drapes on living room windows would be great and would help with heat loss."
United States
Jane
The price is €379
includes taxes & fees
2 Jun - 3 Jun
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Free daily buffet breakfast

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,005 reviews)
"Great breakfast, quiet, safety, clean room, pleasant &friendly staff"
United States
Elaine
The price is €136
includes taxes & fees
21 Jun - 22 Jun
Hampton Inn Rutland
Property grounds

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Hancock
10.0 out of 10, Exceptional, (4 reviews)
"The host was easy to communicate with, gracious and helpful. Amenities were generous and everything was in excellent condition. Really enjoyed the quiet treed setting and the hot tub."
United States
Elizabeth N.
The price is €332
includes taxes & fees
14 Jun - 15 Jun
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
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.
View all properties

Top Pittsfield Hotel Reviews

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

4/10 Poor
"Room was clean but the neighbors we had were screaming and fighting the majority of the night making it to where we got absolutely no sleep. It was awful! Otherwise it was a good room and we were in close distance to the police academy where we were headed the next day."
Katie 1-night trip
Posted 12 hours ago
Days Inn by Wyndham Rutland/Killington Area

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