Title: Visit Chester: 2026 Travel Guide for Chester, Vermont | Expedia.com [Hotels in Chester](https://expedia.com/Chester-Hotels.d89014.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d89014.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d89014.Destination-Travel-Guides) # Chester, VT ## Travel Guide ![aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont](https://images.trvl-media.com/place/89014/92c0e546-2b37-46d6-9961-c387fdf435b7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Chester Where to stay Things to do Reviews ### Where to stay in Chester ![panoramic view of colorful foliage in White mountain national forest in New Hampshire along Kancamagus highway](https://images.trvl-media.com/place/553248635976384383/172b7db7-b524-4c32-84cc-eb436772ed39.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [](https://expedia.com/Chester-Chester-Depot.dx553248635976384383) [See our Where To Stay guide](https://expedia.com/Chester.dx89014.Where-To-Stay?rfrr=TG.LP.Dest.Neighborhoods) - Chester Hotel Deals - Vacation Rentals in Chester ![Fullerton Inn](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fullerton Inn 40 The Common Chester VT $129 nightly $141 total Mar 17 - Mar 18 Total with taxes and fees 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 ... 8.2/10 Very Good! (422 reviews) Gorgeous old Inn that is fairly well maintained to keep up with modern competition. We visited in the dead of winter so the quaint town of Chester, VT didn’t have a lot to offer. We plan on visiting again in the summer to get the full experience! Reviewed on Mar 10, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F17%2F2026&endDate=3%2F18%2F2026&selected=15845368&PinnedHotelID=15845368&HadPinnedHotel=true®ionId=89014) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pointe at Castle Hill Resort 2940 State Route 103 Cavendish VT $135 nightly $146 total Mar 29 - Mar 30 Total with taxes and fees Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ... 8.8/10 Excellent! (1,004 reviews) Staff is incredibly friendly and helpful. Rooms are okay. Pool and Tub fine but crowded Reviewed on Mar 15, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=1823093&PinnedHotelID=1823093&HadPinnedHotel=true®ionId=89014) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07b171_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Woodstock Inn & Resort Fourteen The Green Woodstock VT $349 nightly $384 total Mar 22 - Mar 23 Total with taxes and fees 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! (567 reviews) Amazing restaurant and attentive staff Reviewed on Mar 4, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=25690&PinnedHotelID=25690&HadPinnedHotel=true®ionId=89014) [See all 3,128 properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=3%2F17%2F2026&endDate=3%2F18%2F2026®ionId=89014) 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. ![Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/b26aecc3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area Chester VT Stay at this cabin in Chester. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial ... 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 Mar 11, 2026 [](https://expedia.com/Chester-Hotels-Luxury-Glamping-Cabin-Close-To-Hiking-And-15-Minutes-From-Ski-Area.h88933370.Hotel-Information) ![Long Trail House at Stratton Mountain Resort](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/4994716e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Long Trail House at Stratton Mountain Resort 761 Stratton Access Rd Stratton VT Book a stay at this ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ... 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 Jan 31, 2026 [](https://expedia.com/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information) ![Cozy Hideaway near Ludlow/Okemo. HOT TUB!!](https://images.trvl-media.com/lodging/21000000/20490000/20480500/20480495/17628ba1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cozy Hideaway near Ludlow/Okemo. HOT TUB!! Mount Holly VT Stay at this cabin in Mount Holly. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Okemo Mountain Resort and Lake Ninevah are located ... 9.8/10 Exceptional! (231 reviews) Great place for our family of three and just a quck drive to jackson gore. Reviewed on Mar 10, 2026 [](https://expedia.com/Mount-Holly-Hotels-Cozy-Hideaway-Near-Ludlowokemo-HOT-Tub.h20480495.Hotel-Information) [See all properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=89014&sort=VACATION_RENTAL) 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. ## Check Chester hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2026-03-16&endDate=2026-03-17)[Mar 16 - Mar 17](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2026-03-16&endDate=2026-03-17) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2026-03-17&endDate=2026-03-18)[Mar 17 - Mar 18](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2026-03-17&endDate=2026-03-18) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026)[Mar 20 - Mar 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=3%2F27%2F2026&endDate=3%2F29%2F2026)[Mar 27 - Mar 29](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=3%2F27%2F2026&endDate=3%2F29%2F2026) ### Popular places to visit #### DaVallia Art & Accents Enjoy an outing to DaVallia Art & Accents during your stay in Chester. You can seek out the ski slopes while in the area. [](https://expedia.com/DaVallia-Art-Accents-Chester-Depot.d553248621532666916.Vacation-Attraction) #### Bonnie's Bundles Dolls Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views, or seek out its ski slopes. [](https://expedia.com/Bonnies-Bundles-Dolls-Chester-Depot.d553248621561865050.Vacation-Attraction) ## Reviews of Chester 4.2 Top Destination 5 - Excellent 6 4 - Good 14 3 - Okay 1 2 - Disappointing 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 ![Autumn colors along Connecticut River, Brattleboro, Vermont](https://images.trvl-media.com/place/6842/f67d7263-0019-48ba-844b-cb8141b33dda.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Bellows Falls ![Ludlow showing street scenes](https://images.trvl-media.com/place/8496/505d08ac-b11f-4f25-a539-2958ea0722b2.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Ludlow ![Aerial Landscape of Maplewood New Jersey ](https://images.trvl-media.com/place/10292/282dfab9-19e2-451d-9dfa-ba7a7807a4e7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Springfield ![White winter wonderland scenery in South Londonderry, Vermont with snow covered trees, bench, pond and blue cloudy sky in the background. Cold snowy day.](https://images.trvl-media.com/place/127228/def91bc0-833e-4f3b-aaad-ceb4dc0bf45d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Londonderry ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Chester Depot ](https://www.expedia.com/Chester-Depot-Chester-Hotels.0-n553248635976384383-0.Travel-Guide-Filter-Hotels) - [Hotels near Bonnie's Bundles Dolls ](https://www.expedia.com/Bonnies-Bundles-Dolls-Hotels.0-l553248621561865050-0.Travel-Guide-Filter-Hotels) - [Andover Hotels ](https://www.expedia.com/Andover-Hotels.d6023580.Travel-Guide-Hotels) - [B&B in Andover ](https://www.expedia.com/Andover-Bed-And-Breakfast.d6023580-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Andover ](https://www.expedia.com/Andover-Cabins.d6023580-aaCabins.Travel-Guide-Accommodation) - [Resorts in Andover ](https://www.expedia.com/Andover-Resorts.d6023580-aaResorts.Travel-Guide-Accommodation) - [5 Star Hotels in Andover ](https://www.expedia.com/5Star-Andover-Hotels.s50-0-d6023580.Travel-Guide-Filter-Hotels) - 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[Grafton Vacation Rentals ](https://www.expedia.com/Grafton-Vacation-Rentals.d184049.Travel-Guide-VacationRentals) - Cities near Chester - Places of interest [Bellows Falls](https://expedia.com/Bellows-Falls.dx6842)[Ludlow](https://expedia.com/Ludlow.dx8496)[Springfield](https://expedia.com/Springfield.dx10292)[Londonderry](https://expedia.com/Londonderry.dx127228)[Weston](https://expedia.com/Weston.dx177460)[Grafton](https://expedia.com/Grafton.dx184049)[Newfane](https://expedia.com/Newfane.dx184059)[North Springfield](https://expedia.com/North-Springfield.dx184061)[Perkinsville](https://expedia.com/Perkinsville.dx184065)[Putney](https://expedia.com/Putney.dx184069)[West Townshend](https://expedia.com/West-Townshend.dx184080)[Cavendish](https://expedia.com/Cavendish.dx6023399)[Andover](https://expedia.com/Andover.dx6023580)[Saxtons River](https://expedia.com/Saxtons-River.dx6054130)[Windham](https://expedia.com/Windham.dx6150553)[Rockingham](https://expedia.com/Rockingham.dx3000008087)[Brookline](https://expedia.com/Brookline.dx3000459594)[Townshend](https://expedia.com/Townshend.dx553248634998697337) - [DaVallia Art & Accents ](https://expedia.com/DaVallia-Art-Accents-Chester-Depot.d553248621532666916.Vacation-Attraction) - [Bonnie's Bundles Dolls ](https://expedia.com/Bonnies-Bundles-Dolls-Chester-Depot.d553248621561865050.Vacation-Attraction) - [Stratton Mountain Resort ](https://expedia.com/Stratton-Mountain-Resort-Stratton.d6115910.Vacation-Attraction) - [Okemo Mountain Resort ](https://expedia.com/Okemo-Mountain-Resort-Ludlow.d6082889.Vacation-Attraction) - [Mount Snow ](https://expedia.com/Mount-Snow-West-Dover.d6115918.Vacation-Attraction) - [Killington Resort ](https://expedia.com/Killington-Resort-Killington.d6082887.Vacation-Attraction) - [Bromley Mountain Ski Resort ](https://expedia.com/Bromley-Mountain-Ski-Resort-Bromley-Mountain.d6115890.Vacation-Attraction) - [Green Mountain National Forest ](https://expedia.com/Green-Mountain-National-Forest-Vermont.d6115904.Vacation-Attraction) - [Magic Mountain Ski Resort ](https://expedia.com/Magic-Mountain-Ski-Resort-Londonderry.d6115886.Vacation-Attraction) - [Golf Club at Equinox ](https://expedia.com/Golf-Club-At-Equinox-Manchester-Village-Historic-District.d6179922.Vacation-Attraction) - [Connecticut River ](https://expedia.com/Connecticut-River-United-States-of-America.d553248621555565605.Vacation-Attraction) - [Keene State College ](https://expedia.com/Keene-State-College-Keene.d553248621533117511.Vacation-Attraction) - [Hildene ](https://expedia.com/Hildene-Manchester-Center.d6275944.Vacation-Attraction) - [Landmark College ](https://expedia.com/Landmark-College-Putney.d553248635937215663.Vacation-Attraction) - [Stratton Mountain Summit Gondola ](https://expedia.com/Stratton-Mountain-Summit-Gondola-Stratton.d6328803.Vacation-Attraction) - [Billings Farm and Museum ](https://expedia.com/Billings-Farm-And-Museum-Woodstock.d6175222.Vacation-Attraction) - [Mount Snow Golf Course ](https://expedia.com/Mount-Snow-Golf-Course-West-Dover.d553248621587242570.Vacation-Attraction) - [Vermont Country Store ](https://expedia.com/Vermont-Country-Store-Bellows-Falls.d553248621532666908.Vacation-Attraction) - 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