Pet Friendly Hotels & Resorts in Pittsfield from AU$145

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Check availability on Pittsfield Pet Friendly Hotels

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

Best Pittsfield Pet Friendly Hotels

Deluxe Suite
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 AU$248
includes taxes & fees
7 Dec - 8 Dec
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 AU$165
includes taxes & fees
8 Dec - 9 Dec
Cortina Inn
Full-sized 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 AU$164
includes taxes & fees
4 Jan - 5 Jan 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 AU$244
includes taxes & fees
9 Dec - 10 Dec
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 AU$231
includes taxes & fees
11 Dec - 12 Dec
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 AU$185
includes taxes & fees
8 Dec - 9 Dec
Brandon Inn
Classic Room, 2 Queen Beds
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 AU$181
includes taxes & fees
7 Dec - 8 Dec
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 AU$145
includes taxes & fees
10 Dec - 11 Dec
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 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 AU$329
includes taxes & fees
7 Dec - 8 Dec
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

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent
"The food "
Elijah 2-night trip
Posted 3 days 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.