[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Historic District Downtown Winchester Condo in Winchester ![Interior](https://images.trvl-media.com/lodging/94000000/93450000/93448400/93448334/w380h683x323y0-cdac4e34.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93450000/93448400/93448334/w1024h571x0y56-51b3961b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Living area](https://images.trvl-media.com/lodging/94000000/93450000/93448400/93448334/w1020h683x4y0-bb2c217f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/94000000/93450000/93448400/93448334/5b38bca3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![1 bedroom](https://images.trvl-media.com/lodging/94000000/93450000/93448400/93448334/w1024h609x0y37-9d523afb.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location In Old Town Winchester, a spacious private apartment awaits in the historic center. This 1,500sq foot retreat features modern amenities with antique hardware and exposed brick. Unwind in the fully equipped gourmet kitchen or relax on your sectional sofa. 9.8 Exceptional ### Entire condo 1 bedroom1 bathroomSleeps 2 ## Popular amenities ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire condo to yourself and will only share it with other guests in your party. ### Historic District Downtown Winchester A spacious and well appointed private apartment in the historic center of Old Town Winchester. This tastefully decorated, fully equipped and comfortable large apartment is located just one block from the walking mall, filled with quaint shops, restaurants, breweries, nightlife, galleries, and museums. The space This restored, turn of the century building offers modern amenities, convenience and old world charm. Featuring antique hardware, finely crafted concrete countertops, exposed brick and repurposed lumber from Fort Loudoun. Spread out in this 1,500sq foot apartment boasting a fully equipped gourmet kitchen with high tech appliances, 3 high resolution cable TV’s with Netflix & Amazon app, a large living room with sectional, an incredibly comfortable King Suite, with in suite full bathroom, and an additional sitting area. Take a quick stroll to the Old Town Loudoun Walking Mall, a historical and gastronomical delight, to enjoy fine dinning, a show at the Bright Box, a splash in the park, Trivia night at Broken Window Brewing, or a ghost tour with Apparition Trail. Guest access The entire apartment is privately yours. The ground level entrance and rear parking is shared with Blackwater Concrete. You do not have access to the lower level office. Other things to note Located on the second level of an operating business office, Blackwater Concrete. The ground level entrance and rear parking is shared with the first floor business. Please communicate with the hosts directly rather than brining any concerns to the office. Thank you! ## Property amenities ### Bedrooms - Bedroom ### Bathroom - 1 bathroom ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ## Similar properties ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The George Washington Hotel, A Wyndham Grand Hotel Old Town Winchester - Pool - Spa - Free WiFi - Restaurant 9.4 Exceptional 1,006 reviews CA $177 CA $200 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-09&endDate=2025-10-10&selected=1364026&PinnedHotelID=1364026&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior detail](https://images.trvl-media.com/lodging/76000000/75860000/75853900/75853887/11bbc02b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Blue Door steps from Handley Library Old Town Winchester - Kitchen - Washer - Dryer - Pet-friendly 7.0 Good 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-18&selected=75853887&PinnedHotelID=75853887&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36630000/36621300/36621280/f0e06430.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed Winchester - Air conditioning - Parking available - Laundry - Kitchen 10 Exceptional 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-18&selected=36621280&PinnedHotelID=36621280&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/76000000/75840000/75832400/75832325/e75c3693.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy English Basement Apt quiet but close to downtown Winchester - Kitchen - Washer - Dryer - Pet-friendly 9.6 Exceptional 7 reviews CA $139 CA $245 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-22&endDate=2025-10-23&selected=75832325&PinnedHotelID=75832325&HadPinnedHotel=true®ionId=-1&adults=2) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75860000/75852300/75852258/434367ca.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Nostalgia Lane in the heart of the city Old Town Winchester - Kitchen - Washer - Dryer - Air conditioning 9.0 Wonderful 12 reviews CA $258 CA $456 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21&selected=75852258&PinnedHotelID=75852258&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/4d85dcf4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pretty Little Apt by the Train II Old Town Winchester - Free WiFi - Air conditioning 10 Exceptional 2 reviews CA $181 CA $305 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-09&endDate=2025-10-10&selected=75853307&PinnedHotelID=75853307&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/a4ec224c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cameron Charmer pristine downtown apt with double master suites Winchester - Kitchen - Washer - Dryer - Air conditioning 9.4 Exceptional 3 reviews CA $276 CA $493 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-09&endDate=2025-10-10&selected=75856945&PinnedHotelID=75856945&HadPinnedHotel=true®ionId=-1&adults=2) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119350000/119340100/119340097/w1190h805x0y0-69fbf3ef.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Available for 2026 Apple Blossom Only! 2 Bedroom on Parade Route! Old Town Winchester - Washer - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-18&selected=119340097&PinnedHotelID=119340097&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/76000000/75840000/75832700/75832658/491c0c6d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Indigo Blue modern open vibe on tree lined street Winchester Historic District - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 13 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-18&selected=75832658&PinnedHotelID=75832658&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, foosball](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/8a0bbbc2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 3BDR, 3 Full-Bath house in City, 2 living rooms \[3,000 sq. ft.\] - Pet Friendly! Stephens City - Kitchen - Washer - Dryer - Pet-friendly 8.8 Excellent 5 reviews CA $180 CA $441 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-08&endDate=2025-10-09&selected=113270721&PinnedHotelID=113270721&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 18 ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area Old Town Winchester, a neighborhood in Winchester, is home to this condo. Abrams Creek Wetlands Preserve and Red Bud Run reflect the area's natural beauty and area attractions include Shenandoah Valley Discovery Museum and Nalls Farm Market. Looking to enjoy an event or a game while in town? See what's going on at Summit Point Motorsports Park, or consider a night out at Barns of Rose Hill. [Visit our Winchester travel guide](https://www.expedia.ca/Winchester.dx6056879) [View more Condo rentals in Winchester](https://www.expedia.ca/Winchester-Condos.d6056879-aaCondos.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=39.181892,-78.16791&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:%7DqdnFldb%7CM%3FS%3FU%40S%3FS%40S%40S%3FSBS%40S%40S%40SBSBSBSBSBQBSBSDQDSBQDSDQDQDQFQDQFSFQDOHQFQFOFQHOFOHOFOHOHOJOHOHKHOJOHMJKJMJMJKJMJKJKJKLMJILKLIJKLGLKLGLILGLILGLGNGLGLELGNENELELCNENELCNANENALCNANANANAL%3FNAN%3FN%3FN%3FL%3FN%40N%3FN%40N%40N%40L%40NBN%40NDLBN%40NDLDNBLDNDLDNFLDLFLFNFLFLHLFLHLFJJLFLJLJJHLHJLJJLJJJJLJJJLJLHJJNHLJNHJHNHNHNHNHNFNHNHNFPFNFPFPFPFNDRFPDPFPDPDPBRDPDRBPDRBRBPBRBRBR%40R%40RBR%40R%40R%40R%40R%3FR%40R%3FR%3FT%3FR%3FR%3FR%3FRAR%3FRARATARARCPARARCRCRCRCRCPERCPEREPCREPEPGREPGPEPGNGRGNGPGPGNINIPGLIPILIPILINILKNIJKNILKLKLKJKLKJMJKJKJMHKJMJMHMHKHMHMFMHMFMFOHMFMDMDOFMDODMDODMDOBOBMBOBOBO%40M%40OBO%3FO%40O%40O%40M%3FO%3FO%3FO%3FOAMAOAO%3FOCOAMAOCOCOCMCOCOEMEMEOEOEMGMEMEOGMIMGMGMIMGMIMIMIKIMKMKKIMKKKKKKKKMKKKMKMKMIMKMIOIMIOKMIQIMGQIMGQIOGOGQGOIQEQGQGQEQGQESEQEQESCQESEQCSCQCSCSCSCSCSASAQASCS%3FUASAS%3FSAS%3FS%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=rR9V7XBMGUdiYGh1CR8nTUQS5L0=) Winchester, VA ### What's nearby - Shenandoah Valley Discovery Museum - 3 min walk - 0.3 km - Shenandoah University - 18 min walk - 1.6 km - Museum of the Shenandoah Valley - 19 min walk - 1.6 km - Apple Blossom Mall - 3 min drive - 3.8 km - Winchester Medical Center - 4 min drive - 3.9 km ### Getting around - Martinsburg, WV (MRB-Eastern West Virginia Regional) - 31 min drive ### Restaurants - ‪50/50 Taphouse - ‬4 min walk - ‪Piccadilly's Public House & Restaurant - ‬6 min walk - ‪Water Street Kitchen - ‬4 min walk - ‪Cork Street Tavern - ‬3 min walk - ‪Roma Old Town Wood-Fired Pizzeria - ‬4 min walk ## Frequently asked questions ### Is Historic District Downtown Winchester pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Historic District Downtown Winchester? > Check-in begins at 4:00 PM. ### What time is check-out at Historic District Downtown Winchester? > Check-out is at 11:00 AM. ### Where is Historic District Downtown Winchester located? > Located in Old Town Winchester, this condo building is within a 5-minute walk of Shenandoah Valley Discovery Museum, George Washington's Office, and Bright Box Theater. Old Court House Civil War Museum and Mt Hebron Cemetery are also within 10 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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