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

Pittsfield Hotel Guide - Pet Friendly Hotels in Pittsfield, Vermont

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Pet Friendly Hotels

Tonight
31 Aug - 1 Sept
Tomorrow
1 Sept - 2 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Pittsfield pet-friendly hotels

Breakfast and dinner served
Breakfast and dinner served
Reception
Superior Double Queen with Balcony

1. The Mountain Inn at Killington

The Mountain Inn at Killington
Killington
United States
Allison
€125
includes taxes & fees
1 Sept - 2 Sept
The Mountain Inn at Killington
Interior
Exterior
Property grounds
Interior

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

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
United States
Kevin M.
€549
includes taxes & fees
9 Sept - 10 Sept
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Exterior
Property grounds
Smart TV, fireplace
Interior

3. 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.
€549
includes taxes & fees
9 Sept - 10 Sept
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Exterior
Basic Studio Suite
Premium Room, 1 Queen Bed
Exterior

4. Après Inn Killington

Après Inn Killington
Killington
United States
Margaret
€131
includes taxes & fees
1 Sept - 2 Sept
Après Inn Killington
Deluxe Suite | Private kitchen
Desk, blackout curtains, iron/ironing board, free WiFi
Electric vehicle-charging station
Deluxe Suite

5. Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock
United States
John
€108
includes taxes & fees
1 Sept - 2 Sept
Sleep Woodstock Motel
Exterior
Sports facility
Lobby
Terrace/patio

6. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington
United States
Joseph
€132
includes taxes & fees
7 Sept - 8 Sept
Killington Mountain Lodge, Tapestry Collection by Hilton
Lobby
Reception
Room, 2 Queen Beds, Wheelchair Accessible, Non Smoking
Indoor pool

7. Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
Rutland
United States
Charlotte
€124
includes taxes & fees
7 Sept - 8 Sept
Days Inn by Wyndham Rutland/Killington Area
Lobby
Suite, 2 Queen Beds, Non Smoking, Kitchen (Third bed is a Sofabed)
Exterior
Lobby

8. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
United States
Alex
€170
includes taxes & fees
7 Sept - 8 Sept
Best Western Inn & Suites Rutland-Killington
Front of property
Front of property
Exterior
Exterior

9. Brandon Inn

Brandon Inn
Brandon
Canada
Michael
€143
includes taxes & fees
1 Sept - 2 Sept
Brandon Inn
The Jewel | Living area
Private beach, sun-loungers, beach towels, kayaking
The Jewel | Living room
Campion | Living area

10. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
United States
Kristen
€306
includes taxes & fees
1 Sept - 2 Sept
The Mountain Top Inn & Resort
View all properties

Top Pittsfield Hotel Reviews

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

8/10 Good
"Room was very spacious"
Shannon 1-night trip
Posted less than an hour ago
Days Inn by Wyndham Rutland/Killington Area
The Shire Woodstock

The Shire Woodstock

8/10 Good
"We enjoyed our stay very much. We found our stay to very quiet. The back of the property was so peaceful and relaxing sitting by the river, listening to the birds and the gurgling of the river as it moves along. The room was comfortable with a fridge and freezer for snacks/fruit etc. I'd like to see another chair in the room so that 2 people can sit by the window and experience the view although this wasn't a game changer."
Ann 3-night trip
Posted 4 days ago
The Shire Woodstock
Sleep Woodstock Motel

Sleep Woodstock Motel

8/10 Good
"Centrally located to waterfalls we went to Had everything we needed"
John 4-night trip
Posted 5 days ago
Sleep Woodstock Motel

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.