Title: Book the Best BEACH RESORTS in Chestnut Springs, Roseland from CA $558 - Chestnut Springs Hotels on the Beach| 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://a.travel-assets.com/travel-assets-manager/bex-affinities/beach.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Beach Hotel in Chestnut Springs, Roseland from CA $558 - ![](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 Beach Hotel Tonight [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976481526&startDate=2025-12-21&endDate=2025-12-22&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Tomorrow [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976481526&startDate=2025-12-22&endDate=2025-12-23&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976481526&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976481526&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) No exact matches found, but these alternatives could be just right ## Recommended hotels in Chestnut Springs ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101920000/101916300/101916242/448c50fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/102000000/101920000/101916300/101916242/52e5512c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101920000/101916300/101916242/8c44b91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/102000000/101920000/101916300/101916242/4e7f6a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking [](https://www.expedia.ca/Roseland-Hotels-Wintergreen-Retreat-Cozy-Cabin-With-Hot-Tub.h101916242.Hotel-Information) Chestnut Springs 10/10 Exceptional (15) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl P. CA $331 CA $779 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Roseland-Hotels-Wintergreen-Retreat-Cozy-Cabin-With-Hot-Tub.h101916242.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/5c68525e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/w1999h1499x0y0-80a8f2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/86699d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/w1999h1499x0y0-c0bbd045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### You deserve it all! Awesome Views, Comfy Condo & Elevator! [](https://www.expedia.ca/Charlottesville-Hotels-You-Deserve-It-All-Awesome-Views.h19624409.Hotel-Information) Chestnut Springs 9.8/10 Exceptional (196) "Nice view along with a spacious layout. Was very nice location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $311 CA $558 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Charlottesville-Hotels-You-Deserve-It-All-Awesome-Views.h19624409.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/120000000/119550000/119543400/119543302/820fcb7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/120000000/119550000/119543400/119543302/0cbe3407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three Ridges 64 With Wintergreen Advantage [](https://www.expedia.ca/Nellysford-Hotels-Three-Ridges-64-With-Wintergreen-Advantage.h119543302.Hotel-Information) Chestnut Springs [](https://www.expedia.ca/Nellysford-Hotels-Three-Ridges-64-With-Wintergreen-Advantage.h119543302.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/add548d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/57b1d668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/05a5f823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/f9b08921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 BR cabin mins to trails & breweries pets welcome [](https://www.expedia.ca/Nellysford-Hotels-4-BR-Cabin-Mins-To-Trails-Breweries-Pets-Welcome.h77100132.Hotel-Information) Chestnut Springs 9.6/10 Exceptional (28) "Nice place and very clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melad K. CA $373 CA $944 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Nellysford-Hotels-4-BR-Cabin-Mins-To-Trails-Breweries-Pets-Welcome.h77100132.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) ![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/a13f8427.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) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/d27b0647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highridge Court 24 with Wintergreen Advantage [](https://www.expedia.ca/Nellysford-Hotels-Highridge-Court-24-With-Wintergreen-Advantage.h102441532.Hotel-Information) Chestnut Springs 8.0/10 Very good (1) "Nice place with a great view. Take your own Keurig machine though." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James C. [](https://www.expedia.ca/Nellysford-Hotels-Highridge-Court-24-With-Wintergreen-Advantage.h102441532.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) ![Children's area](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441541/63329b2d.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) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441541/83a20360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highridge Place 43 with Wintergreen Advantage [](https://www.expedia.ca/Nellysford-Hotels-Highridge-Place-43-With-Wintergreen-Advantage.h102441541.Hotel-Information) Chestnut Springs [](https://www.expedia.ca/Nellysford-Hotels-Highridge-Place-43-With-Wintergreen-Advantage.h102441541.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119320000/119318700/119318633/d3789b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119320000/119318700/119318633/874fe033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119320000/119318700/119318633/4f311398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119320000/119318700/119318633/0d82e1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Build! Log Cabin with Hot Tub in Wintergreen [](https://www.expedia.ca/Nellysford-Hotels-New-Build-Log-Cabin-With-Hot-Tub-In-Wintergreen.h119318633.Hotel-Information) Chestnut Springs 10/10 Exceptional (4) "Well appointed kitchen, beautiful cabin!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Curtis CA $725 CA $1,415 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Nellysford-Hotels-New-Build-Log-Cabin-With-Hot-Tub-In-Wintergreen.h119318633.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106850000/106847400/106847377/15dbaac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106850000/106847400/106847377/88db804a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106850000/106847400/106847377/f02427a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106850000/106847400/106847377/b71ab38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24 [](https://www.expedia.ca/Nellysford-Hotels-Blue-Ridge-Bliss-9BR6BA-2-Homes-Across-The-Street-From-Each-Other-Sleeps-24.h106847377.Hotel-Information) Chestnut Springs 10/10 Exceptional (1) CA $1,499 CA $2,985 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Nellysford-Hotels-Blue-Ridge-Bliss-9BR6BA-2-Homes-Across-The-Street-From-Each-Other-Sleeps-24.h106847377.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) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441853/5a42fbef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highridge Court 19 with Wintergreen Advantage [](https://www.expedia.ca/Nellysford-Hotels-Highridge-Court-19-With-Wintergreen-Advantage.h102441853.Hotel-Information) Chestnut Springs [](https://www.expedia.ca/Nellysford-Hotels-Highridge-Court-19-With-Wintergreen-Advantage.h102441853.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=2026-01-05&endDate=2026-01-06®ionId=553248635976481526&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Top Chestnut Springs Hotel Reviews ## Frequently asked questions ### What is Chestnut Springs like for travelers who love the beach? ### What is there to see and do around Chestnut Springs? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [2 Star Hotels in Deer Springs ](https://www.expedia.ca/2Star-Deer-Springs-Nellysford-Hotels.s20-n553248635976470298-0.Travel-Guide-Filter-Hotels) - [Apartments in Afton ](https://www.expedia.ca/Afton-Apartments.d6056907-aaApartments.Travel-Guide-Accommodation) - [Cheap Hotels in Afton ](https://www.expedia.ca/Afton-Hotels-Cheap-Hotels.0-0-d6056907-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Afton ](https://www.expedia.ca/Afton-Hotels-Hotels-With-Bar.0-0-d6056907-tHotelswithBar.Travel-Guide-Filter-Hotels) - 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