Cat & Dog Friendly Hotels in Pittsfield

  • 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
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Our top choices for Pittsfield pet-friendly hotels

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 RM290
RM546 total
includes taxes & fees
3 Jun - 4 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 RM611
RM672 total
includes taxes & fees
11 Jun - 12 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 RM444
RM484 total
includes taxes & fees
28 Jun - 29 Jun
My Place Hotel-Randolph VT
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, (1,002 reviews)
"Great lil spot right next to Killington !! Clean room, friendly staff!"
United States
Kailyn
The price is RM534
RM616 total
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, (636 reviews)
"Quintessential Vermont Inn in a wonderful little town. We had a great stay! "
United States
Heidi
The price is RM559
RM614 total
includes taxes & fees
31 May - 1 Jun
Brandon Inn
Free daily buffet breakfast

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,002 reviews)
"Great breakfast, quiet, safety, clean room, pleasant &friendly staff"
United States
Elaine
The price is RM572
RM629 total
includes taxes & fees
14 Jun - 15 Jun
Hampton Inn Rutland
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

8/10 Good
"The check in was pleasant and smooth! It was a great night stay. Room was beautiful and loved the lay out! My son loved the pool and didn’t want to get out!"
Brent 1-night trip
Posted 4 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.

Explore a world of travel with Expedia