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Check availability on Pittsfield Pet-Friendly Hotels

Tonight
8 May - 9 May
Tomorrow
9 May - 10 May
This weekend
8 May - 10 May
Next weekend
15 May - 17 May

Our top choices for Pittsfield pet-friendly hotels

Deluxe Suite | Private kitchen | Mini-fridge, microwave, coffee/tea maker, freezer

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (576 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is ₹6,390
₹12,401 total
includes taxes & fees
14 May - 15 May
Sleep Woodstock 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, (441 reviews)
"Great location for us when visiting VT."
United States
Jeannine
The price is ₹9,365
₹10,207 total
includes taxes & fees
26 May - 27 May
My Place Hotel-Randolph VT
Lobby

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (397 reviews)
"The staff was wonderful and communicated well. The connection to the candy shop and uniqueness of the motel was adorable. The outside needs some updating but the rooms were nice. We enjoyed our stay, thank you! "
United States
Sami
The price is ₹11,300
₹12,430 total
includes taxes & fees
11 May - 12 May
Middlebury Sweets Motel
Front of property

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (624 reviews)
"A great and charming place to stay. "
United States
Kurt
The price is ₹10,370
₹11,407 total
includes taxes & fees
19 May - 20 May
Brandon Inn
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, (1,004 reviews)
"Always love our stay - dog friendly and people friendly!"
United States
Hanna
The price is ₹12,639
₹14,598 total
includes taxes & fees
17 May - 18 May
The Mountain Inn at Killington
Property grounds

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (924 reviews)
"Everything was great."
United States
Sue
The price is ₹12,033
₹14,295 total
includes taxes & fees
25 May - 26 May
The Shire Woodstock
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
"We stayed in the corner river view room and it's absolutely beautiful. We love the lounge area (reading room) with coffee pods and tea 24 hours a day."
Rossana 1-night trip
Posted 13 hours ago
The Shire Woodstock

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.