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, Bonnie's Bundles Dolls and DaVallia Art & Accents are top sights worth seeing.

Chester Depot
Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
3 out of 5
698 VT-11, Chester, VT
The price is AED 658 per night from Nov 27 to Nov 28
AED 658
AED 717 total
includes taxes & fees
27 Nov - 28 Nov
Stay at this 3-star B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (70 reviews)
"If you’re looking for an authentic experience in a 200 year old home - with tons of wonderful history and true early American character - you’ll love this stay! This is NOT a shiny new hotel, with all the conveniences. You can forget your free “make-your-own hot breakfast” deal. This chef-curated ..."

Reviewed on 12 October 2024

Stone Hearth Inn and Eatery
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AED 1,135 per night from Dec 16 to Dec 17
AED 1,135
AED 1,410 total
includes taxes & fees
16 Dec - 17 Dec
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! (483 reviews)
"The overall experience was great."

Reviewed on 20 November 2024

Woodstock Inn & Resort
Hampton Inn and Suites Manchester
Hampton Inn and Suites Manchester
2.5 out of 5
4519 Main St, Manchester Center, VT
The price is AED 505 per night from Dec 8 to Dec 9
AED 505
AED 556 total
includes taxes & fees
8 Dec - 9 Dec
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
9.6/10 Exceptional! (1,002 reviews)
"Convenient, very clean, friendly staff and great breakfast!"

Reviewed on 21 November 2024

Hampton Inn and Suites Manchester
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 laundry facilities. Popular attractions Killington Resort and Skyeship Express ...
9/10 Wonderful! (39 reviews)
Great Stay
"Everything was wonderful. Easy in and out. Near to almost everything. Beautiful area. I left my keys by mistake and they were wonderful in getting them back to me. I would stay there again."

Reviewed on 8 November 2024

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Mount Holly
Stay at this cabin in Mount Holly. Enjoy free WiFi, a garden, and patios. Popular attractions Okemo Mountain Resort and Lake Ninevah are located nearby.
9.8/10 Exceptional! (191 reviews)
Honeymoon
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful!"

Reviewed on 19 November 2024

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
Ludlow
Book a stay at this family-friendly vacation home in Ludlow. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Okemo Mountain Resort and ...
9.6/10 Exceptional! (119 reviews)
Wedding trip
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again"

Reviewed on 23 October 2024

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
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