Search Pet-Friendly Hotels in Pittsfield

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Check availability on Pittsfield Pet-Friendly Hotels

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, (548)
"The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. "
United States
Crystal
The price is ₹6,957
₹14,754 total
includes taxes & fees
14 Dec - 15 Dec
Sleep Woodstock Motel

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (956)
"Great place to stay!"
United States
Stephen
The price is ₹12,862
₹14,857 total
includes taxes & fees
11 Dec - 12 Dec
The Mountain Inn at Killington

Cortina Inn

Cortina Inn
3.0 star property
Rutland
6.6 out of 10, (649)
"Front desk man was very helpful. "
United States
Richard
The price is ₹8,898
₹9,788 total
includes taxes & fees
11 Dec - 12 Dec
Cortina Inn

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (342)
"Awesome staff and great room with Kitchenette"
United States
Mary
The price is ₹8,955
₹9,761 total
includes taxes & fees
4 Jan - 5 Jan 2026
My Place Hotel-Randolph VT

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 ₹9,998
₹10,998 total
includes taxes & fees
21 Dec - 22 Dec
Brandon Inn

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 ₹9,788
₹10,767 total
includes taxes & fees
11 Dec - 12 Dec
Middlebury Sweets Motel

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (158)
"Wonderful location, beautiful renovations, friendly staff "
United States
Robyn
The price is ₹13,541
₹14,896 total
includes taxes & fees
11 Dec - 12 Dec
Après Inn Killington

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (968)
"Very clean, good location, and super helpful staff!"
United States
Sheryl
The price is ₹13,231
₹14,554 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Rutland

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, (1003)
"Staff was very helpful and room service was great."
United States
Ankita
The price is ₹16,869
₹18,556 total
includes taxes & fees
14 Dec - 15 Dec
Killington Mountain Lodge, Tapestry Collection by Hilton
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 Roger Clark Memorial Central Library. While you're there, make sure you don't miss Pittsfield Town Hall.