Title: Book the Best SHOPPING Hotels in Chestnut Springs in 2025 | Expedia.ca [Chestnut Springs Travel Guide](https://expedia.ca/Roseland-Chestnut-Springs.dx553248635976481526)[Vacation Rentals in Roseland](https://expedia.ca/Roseland-Vacation-Rentals.d6361484.Travel-Guide-VacationRentals)[Things to do in Roseland](https://expedia.ca/Things-To-Do-In-Roseland.d6361484.Travel-Guide-Activities)[Chestnut Springs Car Rentals](https://expedia.ca/Car-Rentals-In-Chestnut-Springs.d553248635976481526.Car-Rental-Guide)[Chestnut Springs Vacations](https://expedia.ca/Chestnut-Springs.d553248635976481526.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Shopping Hotels in Chestnut Springs, VA from CA $164 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chestnut Springs Shopping Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976481526&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976481526&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976481526&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976481526&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chestnut Springs Shopping Hotels ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119550000/119543400/119543302/ede09bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119550000/119543400/119543302/f1c13802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/120000000/119550000/119543400/119543302/cd4f8621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119550000/119543400/119543302/820fcb7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three Ridges 64 With Wintergreen Advantage Chestnut Springs CA $286 CA $595 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Nellysford-Hotels-Three-Ridges-64-With-Wintergreen-Advantage.h119543302.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441541/48894831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441541/4d1ea9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441541/83a20360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441541/78f4d01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highridge Place 43 with Wintergreen Advantage Chestnut Springs CA $286 CA $502 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Nellysford-Hotels-Highridge-Place-43-With-Wintergreen-Advantage.h102441541.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/3500e79c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/aed55363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/9206cfcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/a13f8427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highridge Court 24 with Wintergreen Advantage Chestnut Springs 8.0/10 Very good (1) "Nice place with a great view. Take your own Keurig machine though." CA $286 CA $490 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Nellysford-Hotels-Highridge-Court-24-With-Wintergreen-Advantage.h102441532.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/120000000/119240000/119231300/119231246/5c18adf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119240000/119231300/119231246/17949524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119240000/119231300/119231246/a128f5eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/120000000/119240000/119231300/119231246/b50ed825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three Ridges 05 With Wintergreen Advantage Chestnut Springs CA $419 CA $704 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Roseland-Hotels-Three-Ridges-05-With-Wintergreen-Advantage.h119231246.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107700000/107695200/107695197/d7b5f1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107700000/107695200/107695197/72d49fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107700000/107695200/107695197/e2095d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/108000000/107700000/107695200/107695197/44607272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highridge Court 08 with Wintergreen Advantage Chestnut Springs CA $419 CA $704 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Nellysford-Hotels-Highridge-Court-08-With-Wintergreen-Advantage.h107695197.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441537/d9f781e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441537/70db5b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441537/4842df3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441537/6e8cb0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highridge Court 30 with Wintergreen Advantage Chestnut Springs CA $286 CA $502 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Nellysford-Hotels-Highridge-Court-30-With-Wintergreen-Advantage.h102441537.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102441800/102441739/2478b44d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441800/102441739/176dfcfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102450000/102441800/102441739/c5f602f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102450000/102441800/102441739/d981fc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highridge Place 42 with Wintergreen Advantage Chestnut Springs CA $419 CA $701 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Nellysford-Hotels-Highridge-Place-42-With-Wintergreen-Advantage.h102441739.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441853/d0eb33a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441853/b8d186e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441853/95910c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441853/ece2aa01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highridge Court 19 with Wintergreen Advantage Chestnut Springs CA $566 CA $925 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Nellysford-Hotels-Highridge-Court-19-With-Wintergreen-Advantage.h102441853.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/23000000/22460000/22455000/22454998/5e926ba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/23000000/22460000/22455000/22454998/e980766d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22460000/22455000/22454998/w1797h1197x5y6-3b6eda2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/23000000/22460000/22455000/22454998/e80c9df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blackburn Inn and Conference Center Staunton 9.2/10 Wonderful (1002) "This hotel is beautiful and perfect for visiting the Shenandoah Valley! " CA $147 CA $164 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Staunton-Hotels-The-Blackburn-Inn-And-Conference-Center.h22454998.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/77000000/76820000/76814300/76814272/ece8095d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76820000/76814300/76814272/38825cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76820000/76814300/76814272/29301eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76820000/76814300/76814272/72c8a1fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Piedmont Place 401 | Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly Crozet 9.8/10 Exceptional (21) "Amazing stay! The space was perfect. " CA $227 CA $527 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Crozet-Hotels-Piedmont-Place-401-Modern-Apartment-In-Heart-Of-Crozet-Near-King-Family-Vineyards.h76814272.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27®ionId=553248635976481526&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top Chestnut Springs Hotel Reviews ![Sleep Inn Staunton](//images.trvl-media.com/lodging/1000000/170000/168400/168389/f334eca9_y.jpg) ### Sleep Inn Staunton 10/10 Excellent "Shower stall was too small, one bed squeaked and creaked, breakfast food and coffee weren’t hot, breakfast food wasn’t refilled, no place to sit in the room other than the bed or one desk chair." [](https://expedia.ca/Staunton-Hotels-Sleep-Inn-Staunton.h168389.Hotel-Information) ![Howard Johnson by Wyndham Staunton](//images.trvl-media.com/lodging/1000000/670000/663700/663617/932add2a_y.jpg) ### Howard Johnson by Wyndham Staunton 10/10 Excellent "good location" [](https://expedia.ca/Staunton-Hotels-Howard-Johnson-By-Wyndham-Staunton.h663617.Hotel-Information) ![Comfort Inn](//images.trvl-media.com/lodging/1000000/70000/64100/64084/2a69aac3_y.jpg) ### Comfort Inn 10/10 Excellent "Was very clean" [](https://expedia.ca/Staunton-Hotels-Comfort-Inn.h64084.Hotel-Information) ![avid hotel Staunton by IHG](//images.trvl-media.com/lodging/1000000/20000/17600/17558/3f6256d5_y.jpg) ### avid hotel Staunton by IHG 10/10 Excellent "Quiet location. Minutes from downtown " [](https://expedia.ca/Staunton-Hotels-Avid-Hotels-Staunton.h17558.Hotel-Information) ![Hotel 24 South](//images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg) ### Hotel 24 South 10/10 Excellent "Terrific location. The room was very clean and comfortable. " [](https://expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information) ![Quality Inn Waynesboro - Skyline Drive](//images.trvl-media.com/lodging/1000000/30000/22300/22261/dedaf9e2_y.jpg) ### Quality Inn Waynesboro - Skyline Drive 10/10 Excellent "The staff were very helpful and friendly. They provided recommendations for local attractions and events. Rooms were quite and clean and the beds were comfortable. Breakfast was adequate. Check in and check out was quick and easy. Staff were very responsive to a room maintenance need. Would recommend and will stay there again." [](https://expedia.ca/Staunton-Hotels-Quality-Inn-Waynesboro.h22261.Hotel-Information) ![Best Western Staunton Inn](//images.trvl-media.com/lodging/1000000/20000/18500/18431/5e29fbfa_y.jpg) ### Best Western Staunton Inn 10/10 Excellent "The staff was amazing! So friendly and knowledgeable. Room comfortable and really well kept. " [](https://expedia.ca/Staunton-Hotels-Best-Western-Staunton-Inn.h18431.Hotel-Information) ![Days Inn by Wyndham Waynesboro](//images.trvl-media.com/lodging/1000000/20000/13100/13044/b02f560b_y.jpg) ### Days Inn by Wyndham Waynesboro 10/10 Excellent "Good location, clean rooms, very comfortable beds! The staff was extremely friendly and went so far as to make sure we had a great stay. 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[Green Hotels in Richmond](https://www.expedia.ca/Richmond-Hotels-Green-Sustainable.0-0-d601761-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels near Rockfish Gap Entrance Shenandoah](https://www.expedia.ca/Rockfish-Gap-Entrance-Shenandoah-Hotels.0-l6129965-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Stuarts Draft](https://www.expedia.ca/Stuarts-Draft-Cabins.d6056908-aaCabins.Travel-Guide-Accommodation) - [Cheap Hotels in Stuarts Draft](https://www.expedia.ca/Stuarts-Draft-Hotels-Cheap-Hotels.0-0-d6056908-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Stuarts Draft](https://www.expedia.ca/Stuarts-Draft-Hotels-Luxury-Hotel.0-0-d6056908-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Stuarts Draft Hotels](https://www.expedia.ca/Stuarts-Draft-Hotels.d6056908.Travel-Guide-Hotels) - [Cabin Rentals in Tyro](https://www.expedia.ca/Tyro-Cabins.d3000460704-aaCabins.Travel-Guide-Accommodation) - [Chalets in Tyro](https://www.expedia.ca/Tyro-Chalets.d3000460704-aaChalets.Travel-Guide-Accommodation) - [Tyro Hotels](https://www.expedia.ca/Tyro-Hotels.d3000460704.Travel-Guide-Hotels) - [Hotels near Veritas Vineyard and Winery](https://www.expedia.ca/Veritas-Vineyard-And-Winery-Hotels.0-l6093181-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Waynesboro](https://www.expedia.ca/Waynesboro-Hotels-Cheap-Hotels.0-0-d6733-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Waynesboro](https://www.expedia.ca/Waynesboro-Hotels-Hotels-With-Hot-Tubs.0-0-d6733-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Waynesboro](https://www.expedia.ca/Waynesboro-Hotels-Hotels-With-Indoor-Pool.0-0-d6733-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Waynesboro](https://www.expedia.ca/Waynesboro-Hotels-Luxury-Hotel.0-0-d6733-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Waynesboro](https://www.expedia.ca/Waynesboro-Hotels-Pet-Friendly-Hotel.0-0-d6733-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Farmstay in Wintergreen](https://www.expedia.ca/Wintergreen-Agritourism.d10811-aaAgritourism.Travel-Guide-Accommodation) - 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[Flights from Afton](https://www.expedia.ca/lp/flights/6056907/flights-from-afton) - [Flights from Stuarts Draft](https://www.expedia.ca/lp/flights/6056908/flights-from-stuarts-draft) - [Visit Blue Ridge Tunnel Trail](https://www.expedia.ca/Blue-Ridge-Tunnel-Trail.dx847217400490500096) - [Rockfish Gap Entrance Shenandoah](https://www.expedia.ca/Rockfish-Gap-Entrance-Shenandoah-Waynesboro.d6129965.Vacation-Attraction) - [Visit Tyro](https://www.expedia.ca/Tyro.dx3000460704) - [Car rental Afton](https://www.expedia.ca/Car-Rentals-In-Afton.d6056907.Car-Rental-Guide) - [Car rental Tyro](https://www.expedia.ca/Car-Rentals-In-Tyro.d3000460704.Car-Rental-Guide) - [Car rentals near Veritas Vineyard and Winery](https://www.expedia.ca/Car-Rentals-In-Veritas-Vineyard-And-Winery.d6093181.Car-Rental-Guide) - [Car rentals near Wintergreen Resort](https://www.expedia.ca/Car-Rentals-In-Wintergreen-Resort.d6093285.Car-Rental-Guide) - [Enterprise Rental Cars in Blue Ridge Tunnel Trail](https://www.expedia.ca/Enterprise-Car-Rentals-In-Blue-Ridge-Tunnel-Trail.d847217400490500096-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Blue Ridge Tunnel Trail](https://www.expedia.ca/Hertz-Car-Rentals-In-Blue-Ridge-Tunnel-Trail.d847217400490500096-c40.Car-Rental-Guide-Suppliers) - [Premium Car Rentals in Blue Ridge Tunnel Trail](https://www.expedia.ca/Premium-Car-Rentals-In-Blue-Ridge-Tunnel-Trail.d847217400490500096-tPremium.Car-Rental-Guide-Class) - [Things to do in Wintergreen](https://www.expedia.ca/Things-To-Do-In-Wintergreen.d10811.Travel-Guide-Activities)