Find Pet-friendly Hotels in Chester, VT

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Check availability on Chester Pet-friendly Hotels

Our top choices for Chester pet-friendly hotels

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
Chester
10.0 out of 10, Exceptional, (11 reviews)
"We had a really sweet stay here. It was cozy and comfortable, and had everything as advertised. Plenty of towels and kitchen supplies when we needed them, and the beds were comfortable. We had a great trip to Okemo!"
United States
Carla C.
The price is ¥43,864
¥85,754 total
includes taxes & fees
Feb 11 - Feb 12
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Chester Farmhouse Ski Retreat near Slopes

Chester Farmhouse Ski Retreat near Slopes
Chester Depot
9.6 out of 10, Exceptional, (18 reviews)
"House was in a perfect location. The town was adorable. "
United States
Michelle A.
The price is ¥29,715
¥62,863 total
includes taxes & fees
Feb 10 - Feb 11
Chester Farmhouse Ski Retreat near Slopes

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (941 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is ¥17,920
¥19,712 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn Brattleboro

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (556 reviews)
"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "
United States
JILL
The price is ¥11,461
¥22,434 total
includes taxes & fees
Mar 9 - Mar 10
Sleep Woodstock Motel

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (594 reviews)
"We have been staying at the Equinox for over 35 yrs. Love the whole scene and vibe. Love the pool and hot tub. Love the big real wood fireplace. "
United States
Patricia
The price is ¥23,026
¥33,951 total
includes taxes & fees
Feb 11 - Feb 12
The Equinox Golf Resort & Spa

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very Good, (982 reviews)
"Staff were great place was clean and nice. "
United States
Alex
The price is ¥18,709
¥20,299 total
includes taxes & fees
Feb 15 - Feb 16
Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (823 reviews)
"Staff was friendly. The one lady I saw was there all night and morning and very friendly"
United States
Alexander
The price is ¥23,915
¥26,306 total
includes taxes & fees
Mar 1 - Mar 2
Best Western Springfield Hotel

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,003 reviews)
"perfect room, very clean and friendly staff"
Canada
Marc-André
The Putney Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.6 out of 10, Exceptional, (20 reviews)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,003 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is ¥21,854
¥23,712 total
includes taxes & fees
Feb 10 - Feb 11
Best Western Plus Keene Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Chester Hotel Reviews

Frequently asked questions

What's the best pet-friendly place to stay in Chester?
Motel in the Meadow is a top pet-friendly option for your stay. Restorative Mountain Sanctuary with Hot Tub, Minutes from the Mountains is another good choice for you and your pet.
How many hotels that welcome pets will I find in Chester?
Frolic with your furry friend at one of Expedia's 5 Chester hotels that allow pets.
What's the best time of year to travel to Chester 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 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to see and do with your pet in Chester?
Known for its hiking trails, Chester has lots to offer visitors including its skiing and mountains. See the local sights and visit Bonnie's Bundles Dolls and DaVallia Art & Accents. When you're in the area, make time for a stop at Okemo Mountain Resort.