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Our top choices for Chester 4-star hotels
1. Woodstock Inn & Resort
Woodstock Inn & ResortWoodstock
9.4 out of 10, Exceptional, (631 reviews)
"Absolutely beautiful hotel and property, which is a destination just in and of itself. Very comfortable, great dining options, gorgeous spa, and very walkable, if you decide to wander; Woodstock is a town right out of a Hallmark movie, after all."
Darrah
$369 nightly
The price is $406
Nov 30 - Dec 1
Total with taxes and fees
2. The Jackson
The JacksonWest Woodstock
9.6 out of 10, Exceptional, (343 reviews)
"Excellent stay"
Richard
$176 nightly
The price is $194
Dec 1 - Dec 2
Total with taxes and fees
3. The Equinox Golf Resort And Spa
The Equinox Golf Resort And SpaManchester Village Historic District
7.4 out of 10, Good, (682 reviews)
"Very unique property with a feel like home feel
Good breakfast
."
Michael
$166 nightly
The price is $182
Nov 23 - Nov 24
Total with taxes and fees
4. Kimpton Taconic Hotel by IHG
Kimpton Taconic Hotel by IHGManchester Village Historic District
9.4 out of 10, Exceptional, (883 reviews)
"The Kimpton Taconic is a beautiful property with professional, friendly staff. We very much enjoyed our stay there and will stay there again the next time we are in Manchester VT."
Jim
$216 nightly
The price is $238
Nov 18 - Nov 19
Total with taxes and fees
5. On The River Inn
On The River InnWest Woodstock
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place would stay again"
Joseph
$149 nightly
The price is $163
Dec 6 - Dec 7
Total with taxes and fees
6. The Reluctant Panther Inn and Restaurant
The Reluctant Panther Inn and RestaurantManchester Village Historic District
9.8 out of 10, Exceptional, (401 reviews)
"Terrific place. Loved everything about it!"
Jeffrey
$199 nightly
The price is $219
Nov 29 - Nov 30
Total with taxes and fees
7. Four Columns Inn
Four Columns InnNewfane
9.8 out of 10, Exceptional, (63 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
Raymond
$148 nightly
The price is $161
Nov 23 - Nov 24
Total with taxes and fees
8. The Hermitage Inn Vermont
The Hermitage Inn VermontWest Dover
9.0 out of 10, Wonderful, (22 reviews)
"Could not have had a more perfect stay. Highly recommend."
Steven
$371 nightly
The price is $408
Nov 25 - Nov 26
Total with taxes and fees
9. The Inn at Weathersfield
The Inn at WeathersfieldPerkinsville
9.8 out of 10, Exceptional, (83 reviews)
"Breakfast was very good.
Had dinner at the restaurant & it was excellent"
Rula
$264 nightly
The price is $287
Nov 29 - Nov 30
Total with taxes and fees
10. Winterplace at Okemo, A Vail Resorts Property
Winterplace at Okemo, A Vail Resorts PropertyClock Tower Base Area
8.8 out of 10, Excellent, (29 reviews)
"Large unit - well laid out for three generation visit. Comfortable beds. Kitchen well appointed."
Lori A.
11. Seesaw's Lodge
Seesaw's LodgePeru
10.0 out of 10, Exceptional, (35 reviews)
"Check in and out was super easy - the room was beautiful and so clean. Was close to Manchester and Londonderry"
Michaela
$240 nightly
The price is $262
Nov 15 - Nov 16
Total with taxes and fees
12. The Village Inn of Woodstock
The Village Inn of WoodstockWoodstock
9.6 out of 10, Exceptional, (105 reviews)
"Owners were very friendly. Food was incredible. Breakfast is included but they also have dinner available. Both were excellent. It was also nice having a small bar on site. Great place for a few drinks before we went out."
Sam
13. Windham Hill Inn
Windham Hill InnWest Townshend
8.6 out of 10, Excellent, (47 reviews)
"The view of mountains id stunning, as is the aroma of fresh air and the enchanting songbirds. We had a great time in the small but adequate swimming pool. It is easy to miss the turn onto Laurence Lane, so it would be good if a sign were to be installed there."
Nadine
14. Solitude Village at Okemo by Vail Resorts
Solitude Village at Okemo by Vail ResortsClock Tower Base Area
7.8 out of 10, Good, (36 reviews)
"Great location!"
DIEN
15. Inn on Putney Road
Inn on Putney RoadBrattleboro
9.8 out of 10, Exceptional, (61 reviews)
"Helpful staff, wonderful breakfast and homey ambiance."
Karla
$267 nightly
The price is $294
Nov 15 - Nov 16
Total with taxes and fees
16. Chesterfield Inn
Chesterfield InnWest Chesterfield
9.4 out of 10, Exceptional, (106 reviews)
"Great stay"
Wayne
$301 nightly
The price is $327
Nov 15 - Nov 16
Total with taxes and fees
17. Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful four night stay at this great condo! Perfect if you are skiing out of Okemo! The condo was beautiful, clean and the host Bill was so communicative and responded to texts immediately. The gym and spa was also an added bonus! Great time! "
Nipa
18. The Woodstocker B&B
The Woodstocker B&BWoodstock
10.0 out of 10, Exceptional, (53 reviews)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
Kavina
19. 'bearfoot Apres' Mtn-view Condo < 1 Mi to Mt Snow!
'bearfoot Apres' Mtn-view Condo < 1 Mi to Mt Snow!West Dover
20. Bromley Mountain Escape w/ 2 Balconies: Hike & Ski
Bromley Mountain Escape w/ 2 Balconies: Hike & SkiBromley Mountain
6.0 out of 10, (1 review)
"The property is low cost in a nice area of Peru seconds from Bromley Mtn. BUT the property needs some serious updating -No AC. The host was more than accomodating. "
Chris
Top Chester Hotel Reviews
The Inn at Weathersfield
The Inn at WeathersfieldPerkinsville
10/10 Excellent
Great Inn.
Robert