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

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Check availability on Pittsfield Pet-Friendly Hotels

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Pittsfield pet-friendly hotels

A spacious room with large windows, a stone wall, and a wooden ceiling.
A lodge with a fire pit, outdoor seating, and a covered area with string lights.
A large, two-story log cabin with a stone foundation, multiple windows, and a balcony.
A cozy living room with a stone fireplace, leather sofa, and a patterned rug.

1. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
United States
Allison
₹24,647
₹31,522 total
includes taxes & fees
9 Nov - 10 Nov
The Mountain Top Inn & Resort
A building with a modern design, featuring large windows and a covered outdoor seating area.
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.
A swimming pool surrounded by snow, with a building in the background.

2. The Mountain Inn at Killington

The Mountain Inn at Killington
Killington
United States
Petra
₹11,762
₹13,584 total
includes taxes & fees
29 Oct - 30 Oct
The Mountain Inn at 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 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.
A kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and two bar stools.

3. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
United States
Bryce
₹15,296
₹16,826 total
includes taxes & fees
2 Nov - 3 Nov
Best Western Inn & Suites Rutland-Killington
A sign for 'Apres Inn' in KILLINGTON, VT, with a modern building featuring large windows and a balcony.
A hotel room with two beds, a TV, a desk with a chair, and a window with curtains.
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.

4. Après Inn Killington

Après Inn Killington
Killington
United States
Kylie
₹13,102
₹14,412 total
includes taxes & fees
28 Oct - 29 Oct
Après Inn Killington
A modern interior with a wooden reception desk, seating area, and large windows.
A hotel room with a bed, a TV, a fireplace, a desk, and a chair.
A modern lounge area with a fireplace, seating, and large windows offering views of trees.
A hotel entrance with a covered walkway, stone pillars, and a sign reading 'Hampton Inn.'

5. Hampton Inn Rutland

Hampton Inn Rutland
Rutland
United States
Brent
₹12,831
₹14,115 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn Rutland
A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.
A patio area with a fire pit, outdoor seating, and a swimming pool.
A stone fireplace with a modern seating area, including a sofa and chairs, a coffee table, and a decorative bowl.
A spacious loft-style living area with high ceilings, exposed wooden beams, and a mezzanine level.

6. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington
United States
Richard
₹13,154
₹14,469 total
includes taxes & fees
8 Nov - 9 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
A modern bedroom with a curved wall, a bed, a sofa, a small table with flowers, and a walk-in closet.
A campground with several wooden cabins, a central fire pit area, and a well-maintained lawn.
A modern living room with a sofa, two round tables, a fireplace, and a television.
A swimming pool at dusk with surrounding lounge chairs and a covered area with lights.

7. Emrose Luxury Cabins

Emrose Luxury Cabins
Brandon
United States
Karol
₹17,090
₹19,311 total
includes taxes & fees
27 Oct - 28 Oct
Emrose Luxury Cabins
A large estate with a main building surrounded by a well-maintained lawn and a river.
A spacious living room with a large American flag, a fireplace, and a chandelier.
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.
A kitchen with white tiled backsplash, wooden crates, and hanging pendant lights.

8. On The River Inn

On The River Inn
West Woodstock
United States
Joseph
₹15,493
₹18,941 total
includes taxes & fees
15 Nov - 16 Nov
On The River Inn
Front of property
A long corridor with tables and chairs, large windows, and a ceiling fan.
A large house with a swimming pool, a fenced yard, and a well-lit entrance.
A garden entrance with a white pergola covered in ivy, a sign indicating the pool is open, and outdoor seating with umbrellas.

9. Brandon Inn

Brandon Inn
Brandon
United States
Amy
₹11,879
₹13,067 total
includes taxes & fees
1 Nov - 2 Nov
Brandon Inn
A spacious living area with a fireplace, leather sofas, and a dining area with wooden furniture.
A reception desk with a wooden finish, a black textured wall, and a blue mat with 'Days Inn' text.
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.

10. Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
Rutland
United Kingdom
William
₹11,217
₹12,339 total
includes taxes & fees
29 Oct - 30 Oct
Days Inn by Wyndham Rutland/Killington Area
View all properties

Top Pittsfield Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Friendly staff, large room with beautiful property & riverview."
Lynn 2-night trip
Posted 21 hours ago
The Shire Woodstock
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Amazing venue for our wedding!"
Riley 2-night trip
Posted 22 hours ago
Woodstock Inn & Resort
Econo Lodge Rutland City near Hwy 7

Econo Lodge Rutland City near Hwy 7

8/10 Good
"I asked the girl at check-in for a first-floor room with 2 double beds. I am handicapped in a wheelchair, and she got us exactly what we wanted. Very clean room. Only one light in the room, so kind of on the dim side. The bed was too soft for me. The location was located to all kinds of stores and restaurants. They accept dogs for a small fee, which was great for us and our beloved Harleyquinn. Breakfast was supposed to be between 7 a.m.- 10 a.m., but at 7:15 am when I went to check out, the lobby was not open yet. I believe the worst thing is the parking. I do believe there is more in the back, but the front was pretty packed. I had to wait a few minutes for a truck to move so I could park in front of my room. Would stay here again, especially the price of the room."
Suzanne 2-night trip
Posted 1 month ago
Econo Lodge Rutland City near Hwy 7

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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