Title: Chester Travel Guide: Best of Chester, Vermont Travel 2025 | Expedia.co.uk [Hotels in Chester](https://expedia.co.uk/Chester-Hotels.d89014.Travel-Guide-Hotels)[Holiday Rentals in Chester](https://expedia.co.uk/Chester-Holiday-Rentals.d89014.Travel-Guide-HolidayRentals)[Chester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chester.d89014.Car-Hire-Guide)[Chester Holidays](https://expedia.co.uk/Chester.d89014.Holidays-City-Breaks) # Chester Travel Guide ## Tourist Guide ## Visit Chester Where to stay Things to do ### Where to stay in Chester ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Chester Depot If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing. [](https://expedia.co.uk/Chester-Chester-Depot.dx553248635976384383) - Top hotels in Chester - Top Holiday Rentals in Chester ![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 £300 30 Nov - 1 Dec includes taxes & fees Stay at this 4.5-star luxury resort in Woodstock. Enjoy free Wi-Fi, free valet parking and an outdoor pool. Our guests praise the helpful staff in their reviews. ... 9.2/10 Wonderful! (541 reviews) Highly recommend stay here Reviewed on 24 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&selected=25690&PinnedHotelID=25690&HadPinnedHotel=true®ionId=89014) ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Shire Woodstock 46 Pleasant St., Woodstock, VT Stay at this 3-star hotel in Woodstock. Enjoy free Wi-Fi, free parking and free bicycles on-site. Our guests praise the helpful staff and the clean rooms in ... 8.6/10 Excellent! (864 reviews) Nice view , great location Reviewed on 28 Oct 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=14%2F11%2F2025&endDate=15%2F11%2F2025&selected=10453651&PinnedHotelID=10453651&HadPinnedHotel=true®ionId=89014) [](https://expedia.co.uk/Hotel-Search?startDate=14%2F11%2F2025&endDate=15%2F11%2F2025&selected=10453651&PinnedHotelID=10453651&HadPinnedHotel=true®ionId=89014) ![Jackson Gore Village](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Jackson Gore Village 111 Jackson Gore Road, Ludlow, VT £170 2 Nov - 3 Nov includes taxes & fees Stay at this 3-star spa hotel in Ludlow. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the helpful staff and the property condition ... 8.6/10 Excellent! (820 reviews) The room overall was nice. There were lots of marks on the walls and baseboards. However everything was pretty clean and the fireplace was a nice touch. Unfortunately due to the time of the year we were on our own for food. I wish they told us this ahead of hour stay. Otherwise it was a nice.stay. ... Reviewed on 29 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=2417009&PinnedHotelID=2417009&HadPinnedHotel=true®ionId=89014) [See all 2,995 properties in Chester](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025®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 Wi-Fi, an in-room coffee maker 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 24 Feb 2025 [](https://expedia.co.uk/Chester-Hotels-Luxury-Glamping-Cabin-Close-To-Hiking-And-15-Minutes-From-Ski-Area.h88933370.Hotel-Information) ![Ski in & out Spruce Glen Townhomes on Great Eastern Trail](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432554/6ca4befa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ski in & out Spruce Glen Townhomes on Great Eastern Trail 3387 East Mountain Road, Killington, VT Stay at this 3-star ski cabin in Killington. Enjoy free Wi-Fi, free parking and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ... 9/10 Wonderful! (53 reviews) Arrived after dark. Didn’t know where to park. Very secluded. Outside light would not stay lit. Upstairs needs attention. Reviewed on 27 Oct 2025 [](https://expedia.co.uk/Killington-Hotels-Ski-In-Out-Spruce-Glen-Townhomes-On-Great-Eastern-Trail.h21432554.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 Stay at this 3-star ski aparthotel in Stratton. Enjoy free Wi-Fi, free parking and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ... 8.4/10 Very Good! (75 reviews) Nice lodge. Room needs updating Reviewed on 19 Oct 2025 [](https://expedia.co.uk/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information) [See all properties in Chester](https://expedia.co.uk/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 [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2025-10-31&endDate=2025-11-01) [Tonight](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2025-10-31&endDate=2025-11-01) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2025-10-31&endDate=2025-11-01) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2025-10-31&endDate=2025-11-01)[31 Oct - 1 Nov](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2025-10-31&endDate=2025-11-01) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2025-11-01&endDate=2025-10-02) [Tomorrow night](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2025-11-01&endDate=2025-10-02) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2025-11-01&endDate=2025-10-02) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2025-11-01&endDate=2025-10-02)[1 Nov - 2 Nov](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=2025-11-01&endDate=2025-10-02) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [This weekend](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025)[31 Oct - 2 Nov](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=89014&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) ### 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.co.uk/DaVallia-Art-Accents-Chester-Depot.d553248621532666916.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.co.uk/Bonnies-Bundles-Dolls-Chester-Depot.d553248621561865050.Attraction) ## Cities near Chester ![Ludlow featuring street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94298-Ludlow.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Ludlow [](https://expedia.co.uk/Ludlow.dx8496) ![Weston](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94317-Weston.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Weston [](https://expedia.co.uk/Weston.dx177460) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - [Amsden Hotels](https://www.expedia.co.uk/Amsden-Hotels.d553248635975749059.Travel-Guide-Hotels) - [Ascutney Hotels](https://www.expedia.co.uk/Ascutney-Hotels.d6046953.Travel-Guide-Hotels) - [Bellows Falls Hotels](https://www.expedia.co.uk/Bellows-Falls-Hotels.d6842.Travel-Guide-Hotels) - [Cavendish Hotels](https://www.expedia.co.uk/Cavendish-Hotels.d6023399.Travel-Guide-Hotels) - 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[Flights from Weston](https://www.expedia.co.uk/lp/flights/177460/flights-from-weston) - [Flights from Jamaica](https://www.expedia.co.uk/lp/flights/184052/flights-from-jamaica) - [Flights from Ludlow](https://www.expedia.co.uk/lp/flights/8496/flights-from-ludlow) - [Flights from Berlin (BER) to Springfield (VSF)](https://www.expedia.co.uk/lp/flights/ber/vsf/berlin-to-springfield) - [Flights from Kozhikode (CCJ) to Springfield (VSF)](https://www.expedia.co.uk/lp/flights/ccj/vsf/kozhikode-to-springfield) - [Flights from Charlotte (CLT) to Springfield (VSF)](https://www.expedia.co.uk/lp/flights/clt/vsf/charlotte-to-springfield) - [Flights from Tamchy (IKU) to Springfield (VSF)](https://www.expedia.co.uk/lp/flights/iku/vsf/tamchy-to-springfield) - [Ball Mountain Dam](https://www.expedia.co.uk/Ball-Mountain-Dam-Jamaica.d6327973.Attraction) - [Visit Barnard](https://www.expedia.co.uk/Barnard.dx184038) - [Bellows Falls Holidays](https://www.expedia.co.uk/Bellows-Falls.d6842.Holidays-City-Breaks) - [Visit Bondville](https://www.expedia.co.uk/Bondville.dx6049474) - [Visit Central Vermont](https://www.expedia.co.uk/Central-Vermont.dx6057337) - [Visit Chittenden](https://www.expedia.co.uk/Chittenden.dx184042) - [Dorsey Park](https://www.expedia.co.uk/Dorsey-Park-Ludlow.d6291271.Attraction) - [Visit East Dorset](https://www.expedia.co.uk/East-Dorset.dx184047) - [Fletcher Farm School for the Arts and Crafts](https://www.expedia.co.uk/Fletcher-Farm-School-For-The-Arts-And-Crafts-Ludlow.d553248621532666921.Attraction) - [Visit Gaysville](https://www.expedia.co.uk/Gaysville.dx3000749241) - [Visit Glastenbury](https://www.expedia.co.uk/Glastenbury.dx553248635975870958) - [Grafton Holidays](https://www.expedia.co.uk/Grafton.d184049.Holidays-City-Breaks) - [Visit Jamaica](https://www.expedia.co.uk/Jamaica.dx184052) - [Jud Hartmann Gallery](https://www.expedia.co.uk/Jud-Hartmann-Gallery-Grafton.d553248621532666896.Attraction) - [Visit Killington](https://www.expedia.co.uk/Killington.dx10780) - [Visit Ludlow](https://www.expedia.co.uk/Ludlow.dx8496) - [Visit Manchester Center](https://www.expedia.co.uk/Manchester-Center.dx129382) - [Visit Mount Snow Valley](https://www.expedia.co.uk/Mount-Snow-Valley.dx3000458633) - [Visit North Pomfret](https://www.expedia.co.uk/North-Pomfret.dx553248635975883202) - [Visit Norwich](https://www.expedia.co.uk/Norwich.dx184063) - [Visit Plymouth](https://www.expedia.co.uk/Plymouth.dx146918) - [Visit Quechee](https://www.expedia.co.uk/Quechee.dx9580) - [Saxtons River Holidays](https://www.expedia.co.uk/Saxtons-River.d6054130.Holidays-City-Breaks) - [Visit Shaftsbury](https://www.expedia.co.uk/Shaftsbury.dx184070) - [Visit South Londonderry](https://www.expedia.co.uk/South-Londonderry.dx184074) - [Visit South Woodstock](https://www.expedia.co.uk/South-Woodstock.dx6149659) - [Visit Southern Vermont](https://www.expedia.co.uk/Southern-Vermont.dx6057348) - [Visit Stratton](https://www.expedia.co.uk/Stratton.dx163002) - [Visit Weathersfield](https://www.expedia.co.uk/Weathersfield.dx184079) - [Visit Wells](https://www.expedia.co.uk/Wells.dx553248629963397988) - [Visit West Dover](https://www.expedia.co.uk/West-Dover.dx10459) - [Visit West Halifax](https://www.expedia.co.uk/West-Halifax.dx3000007842) - [Visit West Hartford](https://www.expedia.co.uk/West-Hartford.dx3000459784) - [Weston Holidays](https://www.expedia.co.uk/Weston.d177460.Holidays-City-Breaks) - [Visit Weston](https://www.expedia.co.uk/Weston.dx177460) - [Visit White River Junction](https://www.expedia.co.uk/White-River-Junction.dx6294) - [Visit Whitingham](https://www.expedia.co.uk/Whitingham.dx3000459793) - [Visit Woodstock](https://www.expedia.co.uk/Woodstock.dx10868) - [Car hire Ludlow](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Ludlow.d8496.Car-Hire-Guide) - [Car hire North Springfield](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-North-Springfield.d184061.Car-Hire-Guide) - [Enterprise Rental Cars in Chester Depot](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Chester-Depot.d553248635976384383-c15.Car-Rental-Guide-Suppliers) - [Car hire in National Car Rental 600 Rental Blvd](https://www.expedia.co.uk/National-Car-Rental-at-600-Rental-Blvd-New-Orleans-Louisiana-USA.v10292.Car-Rental-Guide-Location) - [Sixt Rental Cars in Andover](https://www.expedia.co.uk/Sixt-Car-Rentals-In-Andover.d6023580-c35.Car-Rental-Guide-Suppliers) - [Landgrove Holiday Rentals](https://www.expedia.co.uk/Landgrove-Holiday-Rentals.d6046153.Travel-Guide-HolidayRentals) - [Windham Holiday Rentals](https://www.expedia.co.uk/Windham-Holiday-Rentals.d6150553.Travel-Guide-HolidayRentals) - Cities near Chester - Places of interest [Ludlow](https://expedia.co.uk/Ludlow.dx8496)[Weston](https://expedia.co.uk/Weston.dx177460) - [Killington Resort](https://expedia.co.uk/Killington-Resort-Killington.d6082887.Attraction) - [Stratton Mountain Resort](https://expedia.co.uk/Stratton-Mountain-Resort-Stratton.d6115910.Attraction) - [Mount Snow](https://expedia.co.uk/Mount-Snow-West-Dover.d6115918.Attraction) - [Green Mountain National Forest](https://expedia.co.uk/Green-Mountain-National-Forest-Vermont.d6115904.Attraction) - [Bromley Mountain Ski Resort](https://expedia.co.uk/Bromley-Mountain-Ski-Resort-Bromley-Mountain.d6115890.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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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