The Best Pet-friendly Hotels in Pittsfield, VT from AED 479 in 2026

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Our top choices for Pittsfield pet-friendly hotels

A wooden deck with Adirondack chairs and a table, overlooking a mountainous landscape.

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

Stockbridge

Kevin M.

AED 2,050 total

includes taxes & fees

15 Nov - 16 Nov

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

Stockbridge

Sophie L.

AED 2,050 total

includes taxes & fees

15 Nov - 16 Nov

A spacious room with large windows, a stone wall, and a wooden ceiling.

3. The Mountain Top Inn & Resort

Chittenden

Allison

AED 886 total

includes taxes & fees

16 Nov - 17 Nov

A wooden deck with a railing, surrounded by trees and a building with a staircase.

4. 4BR Killington Home Perfect for Families, Pet-Friendly

North Sherburne

Christina V.

AED 3,025 total

includes taxes & fees

17 Nov - 18 Nov

An outdoor deck with a grill, white plastic chairs, and a glass table.

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

North Sherburne

Matthew R.

AED 1,940 total

includes taxes & fees

17 Nov - 18 Nov

6. Après Inn Killington

Killington

Christian

AED 558 total

includes taxes & fees

14 Nov - 15 Nov

A building with a modern design, featuring large windows and a covered outdoor seating area.

7. The Mountain Inn at Killington

Killington

Petra

AED 569 total

includes taxes & fees

15 Nov - 16 Nov

A cabin with a sloped roof, surrounded by dense forest.

8. The Tower House | Hot Tub | Firepit | Dog-Friendly

Killington

Patrick B.

AED 2,967 total

includes taxes & fees

17 Nov - 18 Nov

A hot tub in a forested area with stone walls, a hammock, and outdoor seating.

9. Lakewood Lodge: 4BR/2.5BA Killington Home | Private Hot Tub, Wood Fire, Kent Pond & EV Charging

Killington

SHEEPDOG 1.

AED 3,664 total

includes taxes & fees

17 Nov - 18 Nov

A modern room with a glass door leading to a patio, two wicker chairs, a small table, and a wooden ceiling beam.

10. Best Western Inn & Suites Rutland-Killington

Rutland

Bryce

AED 651 total

includes taxes & fees

19 Nov - 20 Nov

View all properties

Top Pittsfield Hotel Reviews

The Mountain Top Inn & Resort

Chittenden

10/10 Excellent

We only stayed for two nights but could not have been happier! The staff was extremely helpful and friendly. The views and grounds are beautiful. We loved the beautiful, quiet setting. It rained one of the days we were at the hotel, but the staff was eager to give recommendations of places to go for other indoor activities! We were extremely pleased to visit the Mountain Top Inn and will definitely return for another stay!

Anonymous traveler

Après Inn Killington

Killington

10/10 Excellent

Anonymous traveler

A large, two-story house with a driveway leading to a garage, surrounded by a well-maintained lawn and autumn-colored trees.

The Lilac Inn

Brandon

10/10 Excellent

Karen

Two Adirondack chairs by a river with a forested hillside in the background.

On The River Inn

West Woodstock

10/10 Excellent

Ayleen

Best Western Inn & Suites Rutland-Killington

Rutland

10/10 Excellent

Judie

A row of cabins with a river in the foreground, surrounded by trees and a snowy landscape.

Sleep Woodstock Motel

Woodstock

10/10 Excellent

We were extremely impressed with the Sleep Woodstock Motel! If you get the chance- you need to book this place! Rooms were spacious and super clean, and the bed was extremely comfortable. Room had a fully stocked coffee bar; bathroom had plenty of towels, shampoo, conditioner, and lotion. Each room also has a retro mini fridge with a freezer, microwave, and coffeemaker. There is also a small eating area inside the room, and a table and chairs to sit outside your room on the patio. The room...

John

A covered outdoor area with a wooden ceiling, potted plants, and a bench.

Hampton Inn Rutland

Rutland

10/10 Excellent

Anonymous traveler

A golf course with a sand bunker, a water body, and surrounding trees.

Woodstock Inn & Resort

Woodstock

10/10 Excellent

Anonymous traveler

A two-story house with a front porch, a pathway leading to the entrance, and large pumpkins in the garden.

Kedron Valley Inn

South Woodstock

10/10 Excellent

Anonymous traveler

A grocery store aisle with shelves stocked with bulk rice bins and other packaged goods.

Middlebury Sweets Motel

Middlebury

10/10 Excellent

I booked at this motel at the last minute and was very apprehensive because I usually don’t stay in motel. It, since my last minute stay was for one night and the reviews were good, I said ‘hey’ why not. I’m only going to stay overnight! Needless, to say the good reviews this place received were right on point. I was truly surprised by the courtesy and efficiency of this small family owned motel. Room was cleaned and had absolutely everything needed. The candy store couple doors down & candy...

Edith

A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

10/10 Excellent

Kurian

Frequently Asked Questions

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.

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.

Find Pet-friendly Hotels in Pittsfield, VT

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsfield pet-friendly hotels

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

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

3. The Mountain Top Inn & Resort

4. 4BR Killington Home Perfect for Families, Pet-Friendly

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

6. Après Inn Killington

7. The Mountain Inn at Killington

8. The Tower House | Hot Tub | Firepit | Dog-Friendly

9. Lakewood Lodge: 4BR/2.5BA Killington Home | Private Hot Tub, Wood Fire, Kent Pond & EV Charging

10. Best Western Inn & Suites Rutland-Killington

Top Pittsfield Hotel Reviews

The Mountain Top Inn & Resort

10/10 Excellent

Frequently Asked Questions

What's the best time of year to travel to Pittsfield with my pet?

What is there to see and do with your pet in Pittsfield?

What's the best pet-friendly place to stay in Pittsfield?

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