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Featured Chester Hotels with Free Parking

See all 463 properties in Chester

Estimated price for 1 night/2 adults

Chester House Inn
Chester House Inn
3.0 out of 5.0 266 Main St, Chester, VT
4.3/5 (47 reviews)
C$173/ night for 2 guests

The owners are very hospitable. Nice B&B close to ski hills in a cute town.

Reviewed on 11 Mar. 2019
Fullerton Inn
Fullerton Inn
2.5 out of 5.0 40 The Common, Chester, VT
Free Cancellation
3.8/5 (57 reviews)
C$153/ night for 2 guests

Friendly check-in and very accommodating. Pleasant staff.

Reviewed on 10 Mar. 2019
Inn Victoria
Inn Victoria
4.0 out of 5.0 321 Main St, Chester, VT
4.7/5 (48 reviews)
C$302/ night for 2 guests

This is a lovely Inn with excellent amenities, location, and gracious hosts. Every detail was considered and the beds were particularly comfortable. We'll definitely be back soon!

Reviewed on 11 Mar. 2019
Motel in the Meadow
Motel in the Meadow
2.5 out of 5.0 936 VT Route 11 West, Chester, VT
4.0/5 (48 reviews)
C$106/ night for 2 guests

The people that run this property couldn't be nicer. For the price, this fits the bill! As my 15 yr old son said, I'll take friendly over amenities every time! It's a very affordable place to stay to hit great skiing, the room was clean and spacious and the staff were just good people. We will definitely ...

Reviewed on 22 Jan. 2019
Rose Arbour Bed & Breakfast
Rose Arbour Bed & Breakfast
2.5 out of 5.0 55 School Street, Chester, VT
4.1/5 (73 reviews)
C$155/ night for 2 guests

This was my first stay at Bed and Breakfast. The place is very unique, British themed, artsy. Lots of William Morris designs, victorian decorations. We had a very pleasant stay. The breakfast was wonderful! Loved the nice touches of bed side chocolate and lavender sachets. There were robes too. Many ...

Reviewed on 4 Mar. 2019
The Karass Inn
The Karass Inn
3.0 out of 5.0 225 Pleasant Street, Chester, VT
Free Cancellation
4.5/5 (44 reviews)
C$153/ night for 2 guests

It was very close to Okemo where we had planned a ski trip to, but the price is so much less expensive than living on the Okemo property. The breakfast was amazing, and staff were super friendly. Will book it again!

Reviewed on 18 Mar. 2019

Recently booked Chester hotels

Motel in the Meadow
2.5 out of 5.0
Last booking: 30 hours ago

Pocket Guide: Hotels with Free Parking in Chester

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