A lake surrounded by autumn-colored trees and a rocky shoreline.

Find Cat & Dog Friendly Hotels in Pittsfield from S$119

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Check availability on Pittsfield Pet friendly Hotels

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Pittsfield pet-friendly hotels

A building with a modern design, featuring large windows and a covered outdoor seating area.
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs, a piano, and a view of the outside.
A swimming pool surrounded by snow, with a building in the background.
A lobby with a stone wall, wooden staircase, and a reception desk.

1. The Mountain Inn at Killington

The Mountain Inn at Killington
Killington
United States
Allison
S$183
includes taxes & fees
27 Aug - 28 Aug
The Mountain Inn at Killington
A sign for 'Apres Inn' in KILLINGTON, VT, with a modern building featuring large windows and a balcony.
A kitchen with a stove, oven, microwave, sink, and cabinets.
A sign for a hotel named 'Après Inn' in Killington, VT, indicating a vacancy.
A room with a bed, a wooden wall-mounted bike rack, a microwave, a coffee maker, and a small refrigerator.

2. Après Inn Killington

Après Inn Killington
Killington
United States
Margaret
S$193
includes taxes & fees
27 Aug - 28 Aug
Après Inn Killington
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.
A row of cabins with a river in the foreground, surrounded by trees and a snowy landscape.
A red car parked at a charging station in front of a building with a 'OPEN' sign.
A hotel room with two beds, a desk, and a chair. The room has a wooden floor and red walls with framed pictures.

3. Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock
United States
Sean
S$119
includes taxes & fees
31 Aug - 1 Sept
Sleep Woodstock Motel
A spacious indoor area with a large dining table, several chairs, and a sofa. There is a glass door leading outside, and the room has a wooden ceiling structure.
A Best Western Inn & Suites with a well-maintained lawn, a parking area, and a building with a porch.
A modern hotel lobby with a dining area, stone wall, and a view of the outside.
A modern kitchen with white cabinets, a stainless steel dishwasher, and a microwave.

4. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
United States
Alex
S$250
includes taxes & fees
27 Aug - 28 Aug
Best Western Inn & Suites Rutland-Killington
A covered outdoor seating area with stone pillars and wooden beams, surrounded by a grassy lawn and trees.
A multi-story hotel with a parking lot, surrounded by autumn-colored trees and mountains in the background.
A hotel room with a bed, a desk, a chair, a kitchenette, and a framed picture on the wall.

5. My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
Randolph Center
United States
Joey
S$222
includes taxes & fees
23 Sept - 24 Sept
My Place Hotel-Randolph VT
A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.
A stone fireplace with a modern seating area, including a sofa and chairs, a coffee table, and a decorative bowl.
A hotel with a pool, multiple balconies, and a snow-covered ground.
A patio area with a fire pit, outdoor seating, and a swimming pool.

6. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington
United States
Joseph
S$217
includes taxes & fees
30 Aug - 31 Aug
Killington Mountain Lodge, Tapestry Collection by Hilton
A modern interior with a wooden counter, seating area, and large windows.
A modern lounge area with orange upholstered chairs, a fireplace, and large windows offering a view of autumn trees.
A covered outdoor area with a wooden ceiling, potted plants, and a bench.
A hotel entrance with a covered walkway, stone pillars, and a sign reading "Haywood Inn."

7. Hampton Inn Rutland

Hampton Inn Rutland
Rutland
United States
Brent
S$199
includes taxes & fees
6 Sept - 7 Sept
Hampton Inn Rutland
View all properties

Top Pittsfield Hotel Reviews

Sleep Woodstock Motel

Sleep Woodstock Motel

8/10 Good
"VERY clean and well supplies room. Didn't know about the call check-in method when we arrived, but worked out fine with a little help from another guest. Very comfortable and convenient. Thank you."
Elizabeth 1-night trip
Posted 23 hours ago
Sleep Woodstock Motel
The Shire Woodstock

The Shire Woodstock

8/10 Good
"It was a nice and cozy place to stay and experience Woodstock VT."
Clayton 2-night trip
Posted 2 days ago
The Shire Woodstock
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Amazing! Will visit again."
Leah 4-night trip
Posted 3 weeks ago
Woodstock Inn & Resort

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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