Name: On The River Inn
Price range: €235

Where to stay in Chester

Find the best Chester areas for the activities you enjoy most.

Chester Depot

A forest with autumn foliage in various colors.

Chester Depot

If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.

Woodstock Inn & Resort

Fourteen The Green Woodstock VT

€423

7 Sept - 8 Sept

includes taxes & fees

Stay at this luxury resort in Woodstock. Enjoy free Wi-Fi, free valet parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...

9.4/10 Exceptional! (599 reviews)

"Amazing! Will visit again."

Reviewed on 7 Aug 2026

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT

€242

9 Sept - 10 Sept

includes taxes & fees

Stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge) and room service. Our guests praise the helpful staff in their reviews. Popular ...

9.4/10 Exceptional! (862 reviews)

"A few unexpected extra charges for property fees"

Reviewed on 17 Aug 2026

On The River Inn

1653 West Woodstock Road Woodstock VT

€235

9 Sept - 10 Sept

includes taxes & fees

Stay at this family-friendly hotel in Woodstock. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...

See all 3,094 properties in Chester

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.

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

Chester VT

Stay at this cabin in Chester. Enjoy free Wi-Fi, an in-room coffee maker and in-room fireplaces. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial ...

9.8/10 Exceptional! (25 reviews)

"This is an adorable and cozy cabin surrounded by nature - from which you can hear a soothing stream from your window. If you are looking for a place to restore in nature and unplug "glamping-style" - yet close to shops/coffee/outings, etc., - this little blue cabin is the perfect spot. I liked that ..."

Reviewed on 6 Jul 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3387 East Mountain Road Killington VT

Stay at this ski cabin in Killington. Enjoy free Wi-Fi, free parking and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage I ...

9.2/10 Wonderful! (67 reviews)

"Nice area, clean and kitchen was well equipped. We used the air fryer for dinner one night."

Reviewed on 15 Aug 2026

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Cavendish VT

Stay at this cabin in Cavendish. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Phineas Gage Memorial and Mount Ascutney are located ...

10/10 Exceptional! (53 reviews)

"The cabins are a great getaway, stocked with everything you need for a comfortable stay in the woods. They have nice kitchens and comfortable beds, heat and AC, outdoor grills and firepits. The hot tub is a great way to relax after a day of hiking or skiing."

Reviewed on 24 Aug 2026

See all properties in Chester

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.