Find Pet-friendly Hotels in Pittsfield, VT

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Check availability on Pittsfield Pet-friendly Hotels

Tonight
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Pittsfield Pet-friendly Hotels

Deluxe Suite | Individually decorated, desk, blackout drapes, iron/ironing board
Sleep Woodstock Motel

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (547)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
United States
David
The price is ￥12,003
￥25,455 total
includes taxes & fees
Dec 7 - Dec 8
Sleep Woodstock Motel
Front of property
Cortina Inn

Cortina Inn

3.0 star property
Rutland
6.6 out of 10, (647)
"Hostess was very kind "
United States
Jayme
The price is ￥15,353
￥16,889 total
includes taxes & fees
Dec 7 - Dec 8
Cortina Inn
Full-size fridge, microwave, stovetop, coffee/tea maker
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (339)
"Awesome staff and great room with Kitchenette"
United States
Mary
The price is ￥15,450
￥16,840 total
includes taxes & fees
Jan 4 - Jan 5, 2026
My Place Hotel-Randolph VT
Terrace/patio
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
Killington
7.4 out of 10, Good, (1000)
"It’s a small beautiful cabin like/feel hotel and they have everything you need and most esp a quick drive to Killington resort Their food is also very good and well prepared. "
United States
Cynthia
The price is ￥22,763
￥25,038 total
includes taxes & fees
Dec 9 - Dec 10
Killington Mountain Lodge, Tapestry Collection by Hilton
Exterior
Hampton Inn Rutland

Hampton Inn Rutland

2.5 star property
Rutland
9.0 out of 10, Wonderful, (966)
"Very clean, good location, and super helpful staff!"
United States
Sheryl
The price is ￥21,491
￥23,640 total
includes taxes & fees
Dec 10 - Dec 11
Hampton Inn Rutland
Exterior
Brandon Inn

Brandon Inn

3.0 star property
Brandon
8.8 out of 10, Excellent, (564)
"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
The price is ￥17,065
￥18,772 total
includes taxes & fees
Dec 14 - Dec 15
Brandon Inn
Classic Room, 2 Queen Beds | Desk, iron/ironing board, free WiFi, bed sheets
Middlebury Sweets Motel

Middlebury Sweets Motel

2.5 star property
Middlebury
8.6 out of 10, Excellent, (388)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is ￥16,888
￥18,577 total
includes taxes & fees
Dec 7 - Dec 8
Middlebury Sweets Motel
Property grounds
Off Grid Glamping Shed with River Access

Off Grid Glamping Shed with River Access

2.0 star property
Randolph
10.0 out of 10, Exceptional, (1)
The price is ￥9,072
￥14,504 total
includes taxes & fees
Dec 6 - Dec 7
Off Grid Glamping Shed with River Access
Property grounds
The Shire Woodstock

The Shire Woodstock

3.0 star property
Woodstock
8.8 out of 10, Excellent, (887)
"Wonderful place to stay!"
United States
Robin
The price is ￥17,879
￥20,847 total
includes taxes & fees
Dec 10 - Dec 11
The Shire Woodstock
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, (953)
"Great place to stay!"
United States
Stephen
The price is ￥29,171
￥33,692 total
includes taxes & fees
Dec 7 - Dec 8
The Mountain Inn at Killington
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.
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Top Pittsfield Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Wonderful place to stay!"
Robin 1-night trip
Posted 2 days ago
The Shire Woodstock

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Frequently asked questions

What's the best pet-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 traveling with pets, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches 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.