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

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Check availability on Pittsfield Pet-Friendly Hotels

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Pittsfield pet-friendly hotels

A building with a modern design, featuring large windows and a covered outdoor seating area.
A hotel room with two beds, a wooden headboard, a desk, and a window with a view of greenery.
A lobby with a stone wall, wooden staircase, and a reception desk.
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs, a piano, and a view of the outside.

1. The Mountain Inn at Killington

The Mountain Inn at Killington
Killington
United States
Christopher
Rp2.398.244
Rp2.770.052 total
includes taxes & fees
18 Oct - 19 Oct
The Mountain Inn at Killington
A sign for 'Apres Inn' in KILLINGTON, VT, with a modern building featuring large windows and a balcony.
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.
A hotel room with two beds, a TV, a desk with a chair, and a window with curtains.

2. Après Inn Killington

Après Inn Killington
Killington
Canada
Christian
Rp2.647.602
Rp2.912.273 total
includes taxes & fees
24 Sept - 25 Sept
Après Inn Killington
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 kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and two bar stools.
A Best Western Inn & Suites with a well-maintained lawn, a parking area, and a building with a porch.
A modern kitchen with white cabinets, a stainless steel dishwasher, and a microwave.

3. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
Canada
Christian
Rp2.881.291
Rp3.169.420 total
includes taxes & fees
21 Oct - 22 Oct
Best Western Inn & Suites Rutland-Killington
A paved patio with outdoor furniture, a decorative garden bed, and a white fence.
A garden entrance with a white pergola covered in ivy, a sign indicating the pool is open, and outdoor seating with umbrellas.
A long corridor with tables and chairs, large windows, and a ceiling fan.

4. Brandon Inn

Brandon Inn
Brandon
Canada
Sharon
Rp2.441.166
Rp2.685.283 total
includes taxes & fees
22 Oct - 23 Oct
Brandon Inn
A spacious living area with a fireplace, leather sofas, and a dining area with wooden furniture.
A spacious dining area with wooden tables and chairs, large windows offering a view of the outdoors, and a modern interior design with a wooden ceiling.
An indoor swimming pool with a high ceiling, multiple ceiling fans, and a seating area with chairs and tables.
A hotel room with two beds, a large beach mural on the wall, and a wooden floor.

5. Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
Rutland
United States
Charlotte
Rp2.112.995
Rp2.324.294 total
includes taxes & fees
21 Oct - 22 Oct
Days Inn by Wyndham Rutland/Killington Area
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.
A modern kitchen with a wooden dining table, stainless steel appliances, and a view of the outdoors through the window.
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.

6. Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock
United States
michelle
Rp4.410.194
Rp4.851.214 total
includes taxes & fees
23 Oct - 24 Oct
Sleep Woodstock Motel
A modern interior with a wooden counter, seating area, and large windows.
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."
A hotel room with a bed, a TV, a fireplace, a desk, and a chair.

7. Hampton Inn Rutland

Hampton Inn Rutland
Rutland
United States
Brent
Rp2.918.311
Rp3.210.142 total
includes taxes & fees
18 Oct - 19 Oct
Hampton Inn Rutland
View all properties

Top Pittsfield Hotel Reviews

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Wonderful inn! Everything was wonderful: rooms, food, etc!!"
Ann 2-night trip
Posted 7 hours ago
Woodstock Inn & Resort
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent
"You can tell that the manager, Pavan, takes pride in this property. He was everywhere checking that things were comfortable and clean for the guests. We will definitely stay there again when we are in Vermont visiting family."
Mary 1-night trip
Posted 1 day ago
Days Inn by Wyndham Rutland/Killington Area
Sleep Woodstock Motel

Sleep Woodstock Motel

10/10 Excellent
"Clean, cozy, and comfortable. I stayed here for a quick work trip and loved the cozy room. The hand drawn paintings on the wall were super cute. The room was clean and I could easily control the temperature. Although it’s on a busy road, the road noise was minimal at night and they provided ear plugs just in case. I would happily stay here again."
Alexandra 1-night trip
Posted 4 days ago
Sleep Woodstock Motel
The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Na"
Maria 1-night trip
Posted 8 days 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 Pittsfield Town Hall. While you're there, make sure you don't miss Roger Clark Memorial Central Library.

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