Chester Travel Guide

Tourist Guide

aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Where to stay in Chester

panoramic view of colorful foliage in White mountain national forest in New Hampshire along Kancamagus highway

Chester Depot

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

Chester Depot
Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common Chester VT
The price is ฿4,518 per night from 4 Jun to 5 Jun
฿4,518
฿4,925 total
4 Jun - 5 Jun
includes taxes & fees
Stay at this inn in Chester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ...
8.2/10 Very Good! (435 reviews)
"Very nice older Inn with on-site tavern in a classic Vermont town. Quite and comfortable stay."

Reviewed on 22 May 2026

Fullerton Inn
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
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! (582 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."

Reviewed on 22 May 2026

Woodstock Inn & Resort
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
The price is ฿5,396 per night from 14 Jun to 15 Jun
฿5,396
฿7,294 total
14 Jun - 15 Jun
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! (846 reviews)
"Wonderful!"

Reviewed on 31 May 2026

Kimpton Taconic Hotel by IHG
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.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
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 ...
9/10 Wonderful! (62 reviews)
"Very quiet location secluded and peaceful. Location is not identified, no road sign or driveway entrance address. I booked within 3 days of check-in, instructions did not get emailed until after check in time, host did answer phone when called but email was received 30 minutes later. It's a unique ..."

Reviewed on 10 May 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

3 out of 5
761 Stratton Access Rd Stratton VT
Stay at this ski aparthotel in Stratton. Enjoy free Wi-Fi, free parking and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager Ski Lift ...
8.6/10 Excellent! (83 reviews)
"Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained"

Reviewed on 31 Jan 2026

Long Trail House at Stratton Mountain Resort
Solitude Village at Okemo  by Vail Resorts

Solitude Village at Okemo by Vail Resorts

4 out of 5
77 Okemo Ridge Rd Ludlow VT
Stay at this ski aparthotel in Ludlow. Enjoy free Wi-Fi, free parking and 2 hot tubs. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located ...
Solitude Village at Okemo by Vail Resorts
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.

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Cities near Chester