Chester Pet-friendly Hotel

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Top Chester Pet-friendly Hotel

Motel in the Meadow

2.5 star property
8.4 out of 10, Very good, (71)
"Cute little motel. Basic but has what you need. Yummy muffins for breakfast too."
Motel in the Meadow

Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR

Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR

Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub

10.0 out of 10, Exceptional, (3)
"We loved staying in Amelia’s wonderful home! It was a short 20 min from Okemo ski resort and provided all of features we needed. Thank you for everything and for being so attentive!"
Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (23)
"Loved being tucked away in the wilderness. Owners were very responsive. "
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

2.0 star property
9.6 out of 10, Exceptional, (4)
"Amazing stay! Close to Okemo and downtown!"
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

Charming Chester Farmhouse – peaceful and close to everything!

9.6 out of 10, Exceptional, (12)
"Great location. Beautiful house. All the amenties. We came up for a ski trip and it was perfect. "
The price is HK$1,641
HK$3,332 total
includes taxes & fees
6 Aug - 7 Aug
Charming Chester Farmhouse – peaceful and close to everything!

Historic Farmhouse, Quaint Vermont Experience

10.0 out of 10, Exceptional, (19)
"We had a wonderful ski weekend with our family and the accommodations were excellent. "
Historic Farmhouse, Quaint Vermont Experience

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (13)
"We very much enjoyed our stay in this historic, architecturally significant home. We would definitely stay here again."
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3.0 star property
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

Beautiful house w/ mountain & pond views, hot tub, pool table, bbq, firepit, w/d

10.0 out of 10, Exceptional, (3)
"This home had it all: from the jacuzzi, to the fire pit, to the views, to the pond, it was immaculate all around. I especially loved the sunroom. We will absolutely be coming back!"
Beautiful house w/ mountain & pond views, hot tub, pool table, bbq, firepit, w/d
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 dog-friendly place to stay in Chester?
How many dog-friendly hotels are there in Chester?
Enjoy travelling with your furry pal at one of Expedia's 5 dog-friendly Chester hotels or accommodation options.
What's the best time of year to travel to Chester with my pet?
When you're travelling 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm 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 DaVallia Art & Accents and Bonnie's Bundles Dolls. When you're in the area, make time for a stop at Vermont Country Store.