Pet Friendly Hotels & Resorts in Pittsfield from AU$144

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Check availability on Pittsfield Pet Friendly Hotels

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Best Pittsfield Pet Friendly Hotels

My Place Hotel-Randolph VT
Full-sized fridge, microwave, stovetop, coffee/tea maker

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (292)
"Great place to stay!"
The price is AU$324
includes taxes & fees
19 Oct - 20 Oct
My Place Hotel-Randolph VT
Off Grid Glamping Shed with River Access
Property grounds

Off Grid Glamping Shed with River Access

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$144
includes taxes & fees
15 Oct - 16 Oct
Off Grid Glamping Shed with River Access
Sleep Woodstock Motel
Deluxe Suite

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (528)
"I come to area for medical visits often and Sleep Woodstock is my new favorite stay!"
The price is AU$197
includes taxes & fees
3 Nov - 4 Nov
Sleep Woodstock Motel
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (842)
"great location and the staff were great"
The Shire Woodstock
Middlebury Sweets Motel
Classic Room, 2 Queen Beds

Middlebury Sweets Motel

2.5 star property
8.6 out of 10, Excellent, (376)
"cute an cozy, and not as tiny as the description makes it out to be"
The price is AU$181
includes taxes & fees
2 Nov - 3 Nov
Middlebury Sweets Motel
The Mountain Inn at Killington
Breakfast and dinner served

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (908)
"Nice accommodations, very inviting and friendly staff. "
The Mountain Inn at Killington
Brandon Inn
Exterior

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (535)
"Quaint hotel…..love the history "
The price is AU$185
includes taxes & fees
19 Oct - 20 Oct
Brandon Inn
Best Western Inn & Suites Rutland-Killington
Lobby

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1004)
"Fantastic place to stay. It was clean, comfortable and inviting. Staff were friendly and hospitable. Would stay here again! "
The price is AU$268
includes taxes & fees
21 Oct - 22 Oct
Best Western Inn & Suites Rutland-Killington
Après Inn Killington
Exterior

Après Inn Killington

2.0 star property
9.4 out of 10, Exceptional, (149)
"We will be staying here again! "
The price is AU$219
includes taxes & fees
28 Oct - 29 Oct
Après Inn Killington
Hampton Inn Rutland
Exterior

Hampton Inn Rutland

2.5 star property
9.0 out of 10, Wonderful, (949)
"Nice breakfast buffet "
The price is AU$241
includes taxes & fees
2 Nov - 3 Nov
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.
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Top Pittsfield Hotel Reviews

Cortina Inn

Cortina Inn

6/10 Okay
"This hotel appears to be in the middle of a renovation (9/26/25). Room was clean and comfortable. Hallways and outside need work. Very few amenities."
Stanley 1-night trip
Posted 7 days ago
Cortina Inn

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.

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