Chester, VT

Travel Guide

Where to stay in Chester

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Chester Depot

4.5/5(15 area reviews)

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 ₩184,954 per night from May 1 to May 2
₩184,954
₩201,600 total
includes taxes & fees
May 1 - May 2
Stay at this inn in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (337 reviews)
"Great property!"

Reviewed on Mar 4, 2025

Fullerton Inn
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is ₩428,691 per night from May 26 to May 27
₩428,691
₩534,645 total
includes taxes & fees
May 26 - May 27
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (512 reviews)
"The Woodstock Inn is beautiful. Nice having access to the Athletic Club and a shuttle."

Reviewed on Apr 22, 2025

Woodstock Inn & Resort
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3 out of 5
485 Hotel Road, Brownsville, VT
The price is ₩179,677 per night from May 22 to May 23
₩179,677
₩215,425 total
includes taxes & fees
May 22 - May 23
Stay at this 3-star resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our ...
Great value
"Beautiful property at Mt. Asutney. Tons of space. Nice restaurant. Looks as good in real lfe as it does in the pictures."

Reviewed on Apr 21, 2025

Holiday Inn Club Vacations Mount Ascutney Resort 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 3-star ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Pico Mountain at Killington ...
9/10 Wonderful! (43 reviews)
"Very nice place only negative was the sauna did not work"

Reviewed on Apr 28, 2025

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 3-star ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ...
"Nice, clean room in prime location"

Reviewed on Mar 15, 2025

Long Trail House at Stratton Mountain Resort
Solitude Village at Okemo
Solitude Village at Okemo
4 out of 5
77 Okemo Ridge Rd, Ludlow, VT
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Snow Stars Carpet ...
"Very friendly costumer service, we arrived late and we're greated with kindness."

Reviewed on Sep 16, 2024

Solitude Village at Okemo
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.

Popular places to visit

Reviews of Chester

4.2
Top Destination
5 - Excellent
6
5 - Excellent 29%
4 - Good
14
4 - Good 67%
3 - Okay
1
3 - Okay 5%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

Very friendly area and quaint!

4/5 - Good

Verified traveler

Quaint and beautiful town with good representation of Vermont.

4/5 - Good

Verified traveler

Cute, quiet little town.

5/5 - Excellent

BL

Chester is a cute little town. We went to ski at Okemo and this was the last place available, so we stumbled onto this property. Glad we did, going out to eat was much easier than in Ludlow and everyone we met couldn't be nicer.

4/5 - Good

Verified traveler

The Scottish Inn Pub was excellent!

3/5 - Okay

Verified traveler

Not much to it

Cities near Chester