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 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_SPRING_PROMO_89014) ### 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 ![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 CA $177 CA $192 total Mar 1 - Mar 2 includes taxes & 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 ... 8/10 Very Good! (418 reviews) Fullerton is a little run down and dated, but our room was clean and usable. Could use a few more outlets in the wall. Bathtub was wide and spacious. Reviewed on Feb 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=15845368&PinnedHotelID=15845368&HadPinnedHotel=true®ionId=89014) ![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 4 - Mar 5 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! (982 reviews) The Pointe was much more than I expected (honestly). The room was large with a couch, reading chair (and ottoman) and small table and 2 chairs. The bathroom had a tub with jets. There was an indoor pool and hot tub-that worked. The one negative, no microwave in the room or common area— but the desk ... Reviewed on Feb 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=04%2F03%2F2026&endDate=05%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 Mar 15 - Mar 16 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! (564 reviews) Incredible experience. Can’t wait to return Reviewed on Feb 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=25690&PinnedHotelID=25690&HadPinnedHotel=true®ionId=89014) [See all 3,121 properties in Chester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=21%2F02%2F2026&endDate=22%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) ![Riverfront, family fun, amazing rec room, close to Magic & Okemo](https://images.trvl-media.com/lodging/92000000/91610000/91608700/91608672/0b2e8ab6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Riverfront, family fun, amazing rec room, close to Magic & Okemo Chester VT Book a stay at this family-friendly vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Bonnie's Bundles Dolls and ... 9.8/10 Exceptional! (13 reviews) Clean, spacious, and well-equipped home that was a perfect fit for a ski weekend for our family of 6\. The kids loved the turf play area and all the games! Reviewed on Jan 24, 2026 [](https://expedia.ca/Chester-Hotels-Riverfront.h91608672.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) [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=2026-02-20&endDate=2026-02-21)[Feb 20 - Feb 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2026-02-20&endDate=2026-02-21) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2026-02-21&endDate=2026-02-22)[Feb 21 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2026-02-21&endDate=2026-02-22) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[Feb 20 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=20%2F02%2F2026&endDate=22%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) - [Golf Club at Equinox ](https://expedia.ca/Golf-Club-At-Equinox-Manchester-Village-Historic-District.d6179922.Vacation-Attraction) - [Mount Ascutney ](https://expedia.ca/Mount-Ascutney-Brownsville.d553248621532666931.Vacation-Attraction) - [American Express Ski Lift ](https://expedia.ca/American-Express-Ski-Lift-Stratton.d6328793.Vacation-Attraction) - [Billings Farm and Museum ](https://expedia.ca/Billings-Farm-And-Museum-Woodstock.d6175222.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) ![](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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