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

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Check availability on Pittsfield Pet-friendly Hotels

Tonight
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Pittsfield pet-friendly hotels

A wooden deck with a hot tub, outdoor seating, and a view of a forested hillside.
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a stove.
A wooden interior with a piano, a sofa, a table, and a staircase.
A bedroom with a bed, a desk, and a view of the outdoors.

1. Killington Cabin, Hot Tub & Foliage Views!

Killington Cabin, Hot Tub & Foliage Views!
Stockbridge
₩578,992
₩988,522 total
includes taxes & fees
Oct 12 - Oct 13
Killington Cabin, Hot Tub & Foliage Views!
A spacious room with large windows, a stone wall, and a wooden ceiling.
A spacious living room with a stone fireplace, wooden ceiling beams, and a cozy seating area.
A large, two-story log cabin with a stone foundation, multiple windows, and a balcony.
A lodge with a fire pit, outdoor seating, and a covered area with string lights.

2. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
United States
Allison
₩395,377
₩430,961 total
includes taxes & fees
Nov 1 - Nov 2
The Mountain Top Inn & Resort
A building with a modern design, featuring large windows and a covered outdoor seating area.
A swimming pool surrounded by snow, with a building in the background.
A lobby with a stone wall, wooden staircase, and a reception desk.
A hotel room with two beds, a wooden headboard, a desk, and a window with a view of greenery.

3. The Mountain Inn at Killington

The Mountain Inn at Killington
Killington
Canada
Daniel
₩179,729
₩207,592 total
includes taxes & fees
Oct 19 - Oct 20
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 kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and two bar stools.
A modern kitchen with white cabinets, a stainless steel dishwasher, and a microwave.
A Best Western Inn & Suites with a well-maintained lawn, a parking area, and a building with a porch.

4. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
Canada
Christian
₩215,929
₩237,521 total
includes taxes & fees
Oct 27 - Oct 28
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 kitchen with a stove, oven, microwave, sink, and cabinets.
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.

5. Après Inn Killington

Après Inn Killington
Killington
Canada
Christian
₩195,745
₩215,313 total
includes taxes & fees
Nov 2 - Nov 3
Après Inn Killington
A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.
A spacious loft-style living area with high ceilings, exposed wooden beams, and a mezzanine level.
A stone fireplace with a modern seating area, including a sofa and chairs, a coffee table, and a decorative bowl.
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
Richard
₩192,528
₩211,781 total
includes taxes & fees
Nov 2 - Nov 3
Killington Mountain Lodge, Tapestry Collection by Hilton
A covered outdoor area with a wooden ceiling, potted plants, and a bench.
A modern kitchen with granite countertops, wooden cabinets, and a central island.
A reception desk with a 'Welcome to Hampton' sign and a 'Hilton Honors' card.
A conference room with tables, chairs, and a projector screen.

7. Hampton Inn Rutland

Hampton Inn Rutland
Rutland
United States
Brent
₩181,136
₩199,251 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Rutland
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.
A reception desk with a wooden finish, a black textured wall, and a blue mat with 'Days Inn' text.
A hotel room with two beds, a large beach mural on the wall, and a wooden floor.

8. Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
Rutland
United Kingdom
William
₩158,352
₩174,186 total
includes taxes & fees
Oct 25 - Oct 26
Days Inn by Wyndham Rutland/Killington Area
Front of property
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.
A paved patio with outdoor furniture, a decorative garden bed, and a white fence.

9. Brandon Inn

Brandon Inn
Brandon
Canada
Amelia
₩180,319
₩198,352 total
includes taxes & fees
Nov 1 - Nov 2
Brandon Inn
A modern bedroom with a curved wall, a bed, a sofa, a small table with flowers, and a walk-in closet.
A modern gym with a large window, wooden paneling, and illuminated vertical lights.
A swimming pool at dusk with surrounding lounge chairs and a covered area with lights.
A campground with several wooden cabins, a central fire pit area, and a well-maintained lawn.

10. Emrose Luxury Cabins

Emrose Luxury Cabins
Brandon
United States
Ahlam
₩241,247
₩272,608 total
includes taxes & fees
Oct 21 - Oct 22
Emrose Luxury Cabins
View all properties

Top Pittsfield Hotel Reviews

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

8/10 Good
"Great hotel experience—looking forward to returning!"
Matthew 1-night trip
Posted 6 hours ago
Days Inn by Wyndham Rutland/Killington Area

Frequently asked questions

What's the best pet-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 traveling with pets, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches 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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