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Chester Flight Information
Origin airport IATA code
VSF

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Featured Hotels near Chester

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

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

Chester VT
During your stay at this cabin, you'll be close to Phineas Gage Memorial. The cabin includes amenities such as free WiFi and a kitchen.
9.8/10 Exceptional! (24 reviews)
"I had a great stay! Everything was as shown and described in the listing. My only advice is-if you are staying there during mud season make sure you have a AWD/4WD vehicle-the road to the property can get pretty bad."

Reviewed on 11 Mar 2026

Opens in a new windowLuxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is €463 per night from 28 Jun to 29 Jun
€463
28 Jun - 29 Jun
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Woodstock Inn & Resort. During your stay, you're just a quick walk from Middle Covered Bridge. Enjoy features like free WiFi in public areas and free valet parking, plus 4 restaurants. This property offers pet-friendly amenities, such as food and water bowls.
9.4/10 Exceptional! (588 reviews)
"Had a short stay with my family to the Woodstock Inn and would love to return some day. Hospitality at its best in a beautiful town. The grounds and amenities were immaculate and authentic to the area. A memorable stay."

Reviewed on 25 Jun 2026

Opens in a new windowWoodstock Inn & Resort
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
The price is €219 per night from 28 Jun to 29 Jun
€219
28 Jun - 29 Jun
includes taxes & fees
Our customers tell us that they can't get enough of the breakfast at On The River Inn. During your stay, you'll be within walking distance of Union Arena Community Center. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
9.4/10 Exceptional! (1,006 reviews)
"It was beautiful, well designed with plenty of public gathering and relaxing places. The restaurant was excellent for both dinner and breakfast. We loved the coffee bars open all day. Great staff who were very professional and friendly!"

Reviewed on 24 Jun 2026

Opens in a new windowOn The River Inn
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Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
The price is €239 per night from 28 Jun to 29 Jun
€239
28 Jun - 29 Jun
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Kimpton Taconic Hotel by IHG. During your stay, you're just a quick walk from Green Mountain National Forest. You'll find features such as a free manager's reception, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
9.4/10 Exceptional! (852 reviews)
"The lobby and rooms were well maintained and clean. Daytime hotel staff was professional and friendly. Nighttime staff, although may have been doing his job, was curt when inquired about the bar (closed) and fire pit access (“if it’s on. Otherwise, I don’t have the key for it.” A bunch of us sat ..."

Reviewed on 26 Jun 2026

Opens in a new windowKimpton Taconic Hotel by IHG
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
The price is €110 per night from 5 Jul to 6 Jul
€110
5 Jul - 6 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Latchis Hotel. During your stay, you're just a quick walk from Latchis Theatre. Free WiFi in public areas, free self-parking and a restaurant are available.
8.6/10 Excellent! (910 reviews)
"No air conditioning in room. Funky historic place with a lot of charm. It’s part of the same non-profit as the theater next door so a pretty unconventional hospitality experience."

Reviewed on 26 Jun 2026

Opens in a new windowLatchis Hotel
Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common Chester VT
The price is €143 per night from 30 Jun to 1 Jul
€143
30 Jun - 1 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Fullerton Inn. During your stay, you're just a quick walk from DaVallia Art & Accents. Free breakfast, free WiFi in public areas and free self-parking are available.
8.2/10 Very good! (439 reviews)
"We had a wonderful weekend. Inn is a little dated but very cute. Room was clean and we sat out on our balcony with wine at night and coffee in the morning. Needed a dusting but comfortable. I would stay there again and recommend it to those traveling. Great location."

Reviewed on 21 Jun 2026

Opens in a new windowFullerton Inn
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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.