Title: Book the Best HISTORIC 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 Historic Hotels in Chestnut Springs, VA from CA $91 ![](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 Historic Hotels Tonight [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976481526&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976481526&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This 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) Next weekend [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 Historic Hotels ![Lobby](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/b13a3aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/d544b47b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/295808bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel 24 South Staunton 9.4/10 Exceptional (1022) "Very nice place to stay. " CA $154 CA $172 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/22300/22261/dedaf9e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22300/22261/782d8b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22300/22261/c1479d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/30000/22300/22261/21ceb0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Waynesboro - Skyline Drive Waynesboro 7.0/10 Good (804) "I loved my stay everything was great" CA $99 CA $110 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Staunton-Hotels-Quality-Inn-Waynesboro.h22261.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/101000000/100330000/100323900/100323899/360ed68a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/101000000/100330000/100323900/100323899/992e03d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100330000/100323900/100323899/c8ae03e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/101000000/100330000/100323900/100323899/2284c9af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Waynesboro - Skyline Drive Waynesboro 7.0/10 Good (105) "terrible attached somehow to a Quality Inn?" CA $82 CA $91 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Waynesboro-Hotels-Econo-Lodge.h100323899.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/6e457bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/5d8ae7ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/d520e803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/3491bdb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Street | Walk to Everything Crozet | Pet-Friendly Crozet 9.8/10 Exceptional (102) "reaturants walking distance, just wish the water pressure was better" CA $281 CA $471 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Crozet-Hotels-High-Street-Walk-To-Everything-Crozet-Pet-Friendly.h33562200.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/54000000/53670000/53665100/53665040/fca9f6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53670000/53665100/53665040/62355d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/54000000/53670000/53665100/53665040/d2545c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/54000000/53670000/53665100/53665040/d6fddf2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay in Crozet Train Suite in Downtown Crozet Crozet 10/10 Exceptional (65) "Location was great, check-in was easy, communication was 10/10, the train suite was very clean, coffee shop below was delicious! Can’t say enough good things!" CA $211 CA $343 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bouvet-Island-Hotels-Stay-In-Crozet-Train-Suite-In-Downtown-Crozet.h53665040.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34490000/34484900/34484802/fc96953e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/35000000/34490000/34484900/34484802/dd1aa333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/35000000/34490000/34484900/34484802/cec3a7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, toys, offices](https://images.trvl-media.com/lodging/35000000/34490000/34484900/34484802/b5de57f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Barn at Haden near Wineries and C'ville Crozet 10/10 Exceptional (123) "Clean place in a quiet and charming neighborhood area central to many adventures. Extra attention to detail, comfort, and quality make it feel more like home than just a place to stay on vacation." CA $249 CA $432 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Crozet-Hotels-The-Barn-At-Haden-Near-Wineries-And-Cville.h34484802.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/71000000/70040000/70038200/70038148/a0e1e9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70040000/70038200/70038148/7b707b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/71000000/70040000/70038200/70038148/db5ce325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/71000000/70040000/70038200/70038148/1bb19c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideaway Suite: Sauna & Lux Amenities Staunton 9.8/10 Exceptional (18) "Charming, clean, cozy place. Great location. Would definitely stay there again." CA $265 CA $481 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Staunton-Hotels-The-Hideaway-Suite-Sauna-Lux-Amenities.h70038148.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73030000/73025000/73024984/d8b29795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73030000/73025000/73024984/95d58511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73030000/73025000/73024984/a28f834f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73030000/73025000/73024984/9f46bd06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries Roseland 10/10 Exceptional (32) "Lovely quiet location. Ideal for families. In Summer it would be spectacular. " CA $631 CA $771 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Arrington-Hotels-Farmhouse-Getaway-For-Family-Vacations-And-Friend-Retreats-Heated-Pool.h73024984.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/dfad674a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, stereo](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/ffba14b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/f2b6b704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, stereo](https://images.trvl-media.com/lodging/63000000/62620000/62612000/62611923/46538bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Chalet, Best Views in Virginia Wintergreen Resort 9.8/10 Exceptional (30) "Great house, great owner, incredible views. As good as it gets in the entire mid-Atlantic" CA $1,211 CA $2,310 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Nellysford-Hotels-Luxury-Chalet.h62611923.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=2025-10-30&endDate=2025-10-31®ionId=553248635976481526&adults=2&specialized_stays_group_explore=historic_property&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 "Breakfast was very minimal. Clean room. " [](https://expedia.ca/Staunton-Hotels-Sleep-Inn-Staunton.h168389.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 "Very nice room. Breakfast was good as well" [](https://expedia.ca/Staunton-Hotels-Best-Western-Staunton-Inn.h18431.Hotel-Information) ![Hotel 24 South](//images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg) ### Hotel 24 South 10/10 Excellent "Awesome" [](https://expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information) ![Holiday Inn Staunton Conference Center by IHG](//images.trvl-media.com/lodging/1000000/20000/19200/19125/c184cf6d_y.jpg) ### Holiday Inn Staunton Conference Center by IHG 10/10 Excellent "Clean Property, excellent check-in super staff, especially in the hotel restaurant lounge area. Staff seems to be a little over work, but works completely as a team which makes that issue not issue for the customer you can tell they’re tired. Rooms are very clean. Parking is great close to the interstate. The only thing I would have to say is the hotel is a little worn out. Needs to update. We would stay there again " [](https://expedia.ca/Staunton-Hotels-Holiday-Inn-Staunton-Conference-Center.h19125.Hotel-Information) ![Motel 6 Staunton, VA](//images.trvl-media.com/lodging/1000000/10000/9000/8977/e2fd1c0e_y.jpg) ### Motel 6 Staunton, VA 10/10 Excellent "Great, parked outside of the room…very well lit parking area. Staff was friendly. Room clean. " [](https://expedia.ca/Staunton-Hotels-Motel-6-Staunton.h8977.Hotel-Information) ![Comfort Inn](//images.trvl-media.com/lodging/1000000/70000/64100/64084/2a69aac3_y.jpg) ### Comfort Inn 10/10 Excellent "Good place" [](https://expedia.ca/Staunton-Hotels-Comfort-Inn.h64084.Hotel-Information) ![Quality Inn Verona - Staunton North](//images.trvl-media.com/lodging/1000000/180000/172800/172798/a429ddd5_y.jpg) ### Quality Inn Verona - Staunton North 10/10 Excellent "Easy check in" [](https://expedia.ca/Staunton-Hotels-Quality-Inn-Verona-Staunton-North.h172798.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 "Clean and fresh viewing " [](https://expedia.ca/Staunton-Hotels-Avid-Hotels-Staunton.h17558.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) ## Frequently asked questions ### What should a history buff expect from a stay in Chestnut Springs? > The historical sites in Chestnut Springs are probably at the top of your sightseeing list. And while you are here in the area, why not also enjoy all there is to see and do? ### How many historical hotels will I find in Chestnut Springs? > In Chestnut Springs, there are 73 lodging options bookable on Expedia but not many designated as historic hotels. ### What are the top historical places and other sights in Chestnut Springs? > A favorite place to visit is Wintergreen Resort. You'll also find Bold Rock Hard Cider Nellysford Cidery and Stoney Creek Golf Course in the area. ### What is a historic hotel like in Chestnut Springs? > Guests who book a historic hotel can stay in a building that has a national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be identified as a historic hotel provided that it has special significance. Traditional architecture and period features are often found in the communal spaces and guestrooms of these historic hotels in Chestnut Springs, giving a historical feel. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is more common in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The physical building and architecture of a historic hotel is generally what's most significant. For a heritage hotel, often it's the cultural value as well as how it shaped the community. ### Do historic hotels in Chestnut Springs have modern facilities? > Hotel interiors feature the modern conveniences and safety features you might expect, though efforts have been made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found in a hotel should be available at a historic hotel. Rest assured that when you select a historic hotel in Chestnut Springs, you won't be staying at a place that's uncomfortable for guests or simply rundown. ## 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) - [Mountain Hotels in Afton](https://www.expedia.ca/Afton-Hotels-Mountain-Hotels.0-0-d6056907-tMountainHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Afton](https://www.expedia.ca/Afton-Hotels-Pet-Friendly-Hotel.0-0-d6056907-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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