Title: Visit Chester: Best of Chester Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d89014.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d89014.Destination-Travel-Guides) # Chester ## 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) ![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 ### 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 If you're spending some time in Chester Depot, Bonnie's Bundles Dolls and DaVallia Art & Accents are top sights worth seeing. [](https://expedia.ca/Chester-Chester-Depot.dx553248635976384383) - Chester Hotel Deals - Vacation Rentals in Chester ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pointe at Castle Hill Resort 2940 State Route 103 Cavendish VT CA $192 CA $219 total Mar 9 - Mar 10 includes taxes & 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! (970 reviews) Clean room! Great food! Reviewed on Jan 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F03%2F2026&endDate=10%2F03%2F2026&selected=1823093&PinnedHotelID=1823093&HadPinnedHotel=true®ionId=89014) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Woodstock Inn & Resort Fourteen The Green Woodstock VT CA $423 CA $525 total Feb 22 - Feb 23 includes taxes & 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! (562 reviews) Excellent hotel, staff well trained. Reviewed on Jan 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=25690&PinnedHotelID=25690&HadPinnedHotel=true®ionId=89014) ![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Equinox Golf Resort & Spa 3567 Main Street Route 7A Manchester VT Book a stay at this luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Golf Club at Equinox and American ... 7.2/10 Good! (594 reviews) . Reviewed on Feb 2, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=2759006&PinnedHotelID=2759006&HadPinnedHotel=true®ionId=89014) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=2759006&PinnedHotelID=2759006&HadPinnedHotel=true®ionId=89014) [See all 3,115 properties in Chester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=08%2F02%2F2026&endDate=09%2F02%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! (23 reviews) Hidden gem! This lovingly built off-grid glamping cabin is drenched with sun! It’s absolutely gorgeous! The kids enjoyed pumping their own water and sledding down the front hill. Paris is an excellent hostess- she answered all our questions very promptly & thoroughly. We cant wait to come back! Thank you!!! Reviewed on Feb 24, 2025 [](https://expedia.ca/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/7000000/6610000/6602500/6602401/31db03a1_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 ... 8.4/10 Very Good! (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.ca/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information) ![Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger](https://images.trvl-media.com/lodging/110000000/109880000/109873400/109873306/a7140266_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Mount Snow Yurt: Hot Tub\~Wood Stove\~WiFi\~EVcharger Dover VT Book a stay at this family-friendly campground in West Dover. Enjoy free WiFi, a sauna, and a garden. Popular attractions Mount Snow and Mount Snow Golf Course ... 8/10 Very Good! (2 reviews) Place was amazing! Beautiful property and so unique. Being pet friendly was a huge plus! We had a wonderful time! Reviewed on Sep 21, 2025 [](https://expedia.ca/West-Dover-Hotels-Mount-Snow-Yurt-Hot-TubWood-StoveWiFiEVcharger.h109873306.Hotel-Information) [See all properties in Chester](https://expedia.ca/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.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2026-02-07&endDate=2026-02-08) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2026-02-08&endDate=2026-02-09) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[Feb 13 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026) ### Popular places to visit #### 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.ca/Bonnies-Bundles-Dolls-Chester-Depot.d553248621561865050.Vacation-Attraction) #### 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.ca/DaVallia-Art-Accents-Chester-Depot.d553248621532666916.Vacation-Attraction) ## Cities near Chester ![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 ![Weston](https://images.trvl-media.com/place/177460/d1512e1e-9812-4c44-bb52-20146b43656b.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Weston ![Great place, if you want to slow down and kick back this is your place. ](https://images.trvl-media.com/place/184079/10462fad-f412-460c-a257-7f1b261099f9.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Perkinsville - Cities near Chester - Places of interest [Ludlow](https://expedia.ca/Ludlow.dx8496)[Weston](https://expedia.ca/Weston.dx177460)[Perkinsville](https://expedia.ca/Perkinsville.dx184065)[Andover](https://expedia.ca/Andover.dx6023580) - [Mount Snow ](https://expedia.ca/Mount-Snow-West-Dover.d6115918.Vacation-Attraction) - [Killington Resort ](https://expedia.ca/Killington-Resort-Killington.d6082887.Vacation-Attraction) - [Bromley Mountain Ski Resort ](https://expedia.ca/Bromley-Mountain-Ski-Resort-Bromley-Mountain.d6115890.Vacation-Attraction) - [Green Mountain National Forest ](https://expedia.ca/Green-Mountain-National-Forest-Vermont.d6115904.Vacation-Attraction) - [Mount Ascutney ](https://expedia.ca/Mount-Ascutney-Brownsville.d553248621532666931.Vacation-Attraction) - [Golf Club at Equinox ](https://expedia.ca/Golf-Club-At-Equinox-Manchester-Village-Historic-District.d6179922.Vacation-Attraction) - [Billings Farm and Museum ](https://expedia.ca/Billings-Farm-And-Museum-Woodstock.d6175222.Vacation-Attraction) - [American Express Ski Lift ](https://expedia.ca/American-Express-Ski-Lift-Stratton.d6328793.Vacation-Attraction) - [Landmark College ](https://expedia.ca/Landmark-College-Putney.d553248635937215663.Vacation-Attraction) - [Vermont Country Store ](https://expedia.ca/Vermont-Country-Store-Bellows-Falls.d553248621532666908.Vacation-Attraction) - [Emerald Lake State Park ](https://expedia.ca/Emerald-Lake-State-Park-East-Dorset.d6265781.Vacation-Attraction) - [Bear Mountain Quad Ski Lift ](https://expedia.ca/Bear-Mountain-Quad-Ski-Lift-Killington.d6291422.Vacation-Attraction) - [Mt Ascutney State Park ](https://expedia.ca/Mt-Ascutney-State-Park-Vermont.d6175264.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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