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

Pittsfield Hotel Guide - Pet Friendly Hotels in Pittsfield, Vermont

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Check availability on Pittsfield Pet Friendly Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Pittsfield pet-friendly hotels

A living room with a wooden console table, a potted plant, and two clocks. A staircase and a fireplace with a TV are in the background.
A house with a dark roof, multiple windows, and a wooden deck, surrounded by dense green forest.
A spacious living room with a staircase, a wooden coffee table, a sofa, and a fireplace.
A spacious living area with a wooden floor, a staircase, a dining table with chairs, and a sofa.

1. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
United States
Kevin M.
€529
includes taxes & fees
18 Oct - 19 Oct
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Winter Wonderland
A room with two leather chairs with antler pillows, a wooden table with a bowl of fruit, and a window overlooking a snowy mountain landscape.
A room with a large window overlooking a snowy landscape.
A modern kitchen with a central island, wooden cabinets, and a window with a snowy view.

2. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
United States
Sophie L.
€529
includes taxes & fees
18 Oct - 19 Oct
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
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 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
United States
Petra
€138
includes taxes & fees
29 Oct - 30 Oct
The Mountain Inn at Killington
A wooden deck with a hot tub, a table, and chairs.
A living room with a stone fireplace, a flat-screen TV mounted above it, a leather sofa, a wooden coffee table, and a red floor lamp.
A modern kitchen with a dining area, a fireplace, and a large window.
A modern kitchen with wooden cabinets, a built-in oven, and a dining area with a large window overlooking a snowy landscape.

4. Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings

Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
North Sherburne
United States
Matthew R.
€385
includes taxes & fees
18 Oct - 19 Oct
Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
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 sign for a hotel named 'Après Inn' in Killington, VT, indicating a vacancy.

5. Après Inn Killington

Après Inn Killington
Killington
United States
Kylie
€138
includes taxes & fees
26 Oct - 27 Oct
Après Inn Killington
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.
A modern kitchen with wooden cabinets, a central island, stainless steel appliances, and pendant lighting.
An aerial view of a residential area with houses, a swimming pool, and a lake in the background.
A compact living space with a red sofa, a bed, a kitchenette, and a dining area.

6. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
United States
Mari B.
€348
includes taxes & fees
18 Oct - 19 Oct
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
A snow-covered outdoor area with a large arch structure, rocks, and a building in the background.
A gym with various exercise machines, a treadmill, and a weight bench.
A bedroom with a bed, a dresser, a mirror, a window with a view of greenery, and a lamp.
An indoor swimming pool with clear lanes, a lifeguard chair, and a windowed wall.

7. CubsCorner - Pool, Sauna, Gym, Close to Mountain!

CubsCorner - Pool, Sauna, Gym, Close to Mountain!
Killington
United States
Olaf G.
€410
includes taxes & fees
18 Oct - 19 Oct
CubsCorner - Pool, Sauna, Gym, Close to Mountain!
A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.
A hotel with a pool, multiple balconies, and a snow-covered ground.
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.

8. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington
United States
Richard
€138
includes taxes & fees
1 Nov - 2 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
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 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.
A modern hotel lobby with a dining area, stone wall, and a view of the outside.

9. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
Canada
Christian
€158
includes taxes & fees
27 Oct - 28 Oct
Best Western Inn & Suites Rutland-Killington
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 cozy living room with a stone fireplace, leather sofa, and a patterned rug.
A lodge with a fire pit, outdoor seating, and a covered area with string lights.

10. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
United States
Allison
€287
includes taxes & fees
1 Nov - 2 Nov
The Mountain Top Inn & Resort
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Top Pittsfield Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Great location and a beautiful property in fall"
Lisa 1-night trip
Posted 5 hours ago
The Shire Woodstock
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.