Title: 10 Best Hotels in Old Town Winchester, Winchester for 2026 | Expedia.ca [Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Old Town Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Town-Winchester.d6164092.Car-Rental-Guide)[Old Town Winchester Vacations](https://expedia.ca/Old-Town-Winchester.d6164092.Destination-Travel-Guides) ![Took a day trip to Old Town Winchester for some shopping on Shop Small Saturday. ](https://images.trvl-media.com/place/6056879/b213b0d3-ce12-43d5-987b-6b4533cc11b3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kelly Godby ![](https://images.trvl-media.com/place/6056879/b213b0d3-ce12-43d5-987b-6b4533cc11b3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 prices for these dates Tonight [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2026-01-26&endDate=2026-01-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for Old Town Winchester hotels ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/50dde1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/d6b37fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/31f87045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The George Washington Hotel, A Wyndham Grand Hotel [](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) Old Town Winchester 9.4/10 Exceptional (1,005 reviews) "Great hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CHARLES CA $174 CA $197 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/41cd029b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/d8a75afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/ffce1877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Winchester [](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) 2.9 km from Old Town Winchester 9.2/10 Wonderful (2,250 reviews) "yes, room was spotless very nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ROBERT CA $126 CA $137 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/cb7df1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/20c409c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/20e2fa6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/9b09e95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Charles Town/Harpers Ferry [](https://www.expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information) 29.6 km from Old Town Winchester 8.0/10 Very good (1,002 reviews) "Nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $91 CA $103 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/5447905f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/3eaf7092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/e8922549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Winchester [](https://www.expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) 4.1 km from Old Town Winchester 9.2/10 Wonderful (1,441 reviews) "Clean, spacious room with friendly staff and good breakfast..... would stay there again for sure!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eleanor CA $114 CA $124 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/557f4fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/f8e3941a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/8506bf92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Winchester [](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) 7.8 km from Old Town Winchester 9.4/10 Exceptional (1,099 reviews) "We have stayed here many times on our way to Massachusetts and find it perfect every time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patsy CA $134 CA $146 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/6c4fd659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/40efde4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/54c3ac5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Front Royal [](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) 25 km from Old Town Winchester 9.0/10 Wonderful (1,002 reviews) "Very nice breakfast (eggs sausage, potatoes, ...), clean lobby, and all the staff was friendly, including Beatrix. Also we appreciated the attention to a clean and warm pool room on a very cold January. Great mexican 1 mile away at Potrillo's." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kenneth CA $134 CA $149 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/7b9d69e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/80e06b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (The Snuggery)](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/af2498b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/f0afdbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hillbrook Inn [](https://www.expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) 21.7 km from Old Town Winchester 8.6/10 Excellent (674 reviews) "Wonderful staff, and fall cottage was lovely." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Henrik CA $209 CA $269 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/ac575b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/5df91a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/4baca37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/b2c1f0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Winchester [](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) 2 km from Old Town Winchester 9.0/10 Wonderful (1,002 reviews) "Rooms was clean, staff friendly all in all great place to stay for price close to all we needed and cozy " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frederick CA $106 CA $120 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/4c7ae30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9cf3d079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/d92b1c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows [](https://www.expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) 21.9 km from Old Town Winchester 9.0/10 Wonderful (1,000 reviews) "Great room and staff. Nice restaurant and bar also with good prices. Very nice hotel. 5 stars" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vincent CA $134 CA $147 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/a391dd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/6b04791b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/f49e1754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/b42e7086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Winchester, VA [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) 7.5 km from Old Town Winchester 8.8/10 Excellent (1,002 reviews) "Have stayed here multiple times -always good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $113 CA $122 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![2 bars/lounges, sports bar](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/9a1a11fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/40b9339a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/ab154d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/b511b890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn & Suites Charles Town [](https://www.expedia.ca/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.Hotel-Information) 29.7 km from Old Town Winchester 8.6/10 Excellent (1,005 reviews) "Staff was very courteous " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal CA $87 CA $99 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/c93a366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/e6dc1dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/636f5ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/8a97ffc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) 5.3 km from Old Town Winchester 9.4/10 Exceptional (801 reviews) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rene CA $147 CA $160 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6291b142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a19abecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/61b207d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/29d89638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Charles Town - Hollywood Casino [](https://www.expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) 30 km from Old Town Winchester 8.6/10 Excellent (535 reviews) "Clean room and facilities and super friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenn CA $159 CA $192 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/1b2ad59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/723a3b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/fa968ddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/5ea79918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) 3.1 km from Old Town Winchester 9.0/10 Wonderful (928 reviews) "Room was great. Staff was extremely friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $147 CA $159 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/0de00556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/b20fa3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/f063e2e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/08af73b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information) 2.9 km from Old Town Winchester 9.0/10 Wonderful (815 reviews) "We stay here a lot and it is always consistently clean and service is great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim CA $127 CA $138 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/2fa2dbbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/0ec10473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Non Smoking, Refrigerator & Microwave (Wet bar)](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/5daa33ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/ca692cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winchester N/Conference Center, VA [](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-NConference-Center.h424883.Hotel-Information) 2.1 km from Old Town Winchester 9.2/10 Wonderful (857 reviews) "Super clean room comfy beds" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joy CA $145 CA $164 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-NConference-Center.h424883.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/30ef090b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/52d84062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/0f03a335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Sunrise Room](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/7a2a968f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Inn B&B [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) 29.3 km from Old Town Winchester 9.6/10 Exceptional (441 reviews) "Excellent accommodations and breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $172 CA $195 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/c7da6581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/c5cff2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/cab65b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Winchester [](https://www.expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) 4.3 km from Old Town Winchester 9.2/10 Wonderful (1,000 reviews) "Great stay, as usual" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $113 CA $123 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/d236d605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/7ff8d7be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Additional Living Area)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/aeec97ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Winchester Se-Historic Gateway by IHG [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) 3.2 km from Old Town Winchester 9.0/10 Wonderful (1,001 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori CA $112 CA $126 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/19e0634f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking | Living area](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/38eadba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking | Living area](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/bf0bfb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Winchester [](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) 2.9 km from Old Town Winchester 8.6/10 Excellent (1,073 reviews) "Hotels well Located off 81 for a nice pull Off and overnight stay. Staff is friendly and helpful and rooms comfortable and quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stefanie CA $96 CA $104 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.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=2026-02-08&endDate=2026-02-09®ionId=6164092&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay in Old Town Winchester Find the best Old Town Winchester areas and neighborhoods for the activities you enjoy most. - Winchester Historic District ![](https://mediaim.expedia.com/destination/1/720fb116634761161ecda43d4ca150e7.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=918789051029594112) ![Winchester Historic District map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ctdnFvsd%7CM%7DI_FCA%5BQeAo%40iAs%40L_%40DB%5E%7BAFDDQDUf%40NDUHBR%7D%40RFLo%40o%40Wc%40USGHeBDuADw%40HaChDM%40ETkCHcAeAG%7B%40Ew%40El%40mFFMFIFGJGHAJ%3FtA%5CRB%5CuC%5BGVwB_CaBaGgEiNmJ%3F%5B%7C%40iFi%40m%40Z%7DBDCHg%40Hq%40F_%40%40SDS%60%40LFi%40F_%40Da%40Fa%40XHR%5BHk%40Hg%40OEHg%40%3FGPgALy%40p%40R%3F_%40L%7B%40%5EJR%3Fd%40LDUBUBONDNDNDNDNDNDNDJBVHPFNBLBn%40PZYb%40L%40%3FRFTaBbAVLDJc%40%5CuBDUN%7B%40MIAAc%40KDUW%40SAK%3Fa%40G_%40KHa%40VcBFQLy%40l%40PRHPFRFCP%7EAd%40BSvA%60%40CRRFVFN%3FNDEZJBND%40%40AFJDbAXGXEXALn%40RpG%7DAf%40ICJk%40zDaFwACb%40Mx%40Kr%40ZJa%40nCd%40NbAX%5CmCTFRDhAXVmB%7C%40VFc%40v%40oFJK%60%40%3FVB%5CDb%40JnCx%40nDbAF_%40RsAT%7DA%7EBp%40hCjAh%40NlBv%40Kn%40_%40bCxA%60%40c%40lDYfBRj%40Kl%40E%5ELDEZ%3F%3FCXNDRFA%40XH%5C%3Fb%40LTFRFRFXHVRf%40NCTCLALCLCRId%40%5B%5EE%5CG%5CXJPDCPCLALCJADA%3FGASIMCGd%40Ib%40Kr%40O%60%40U%7EAHDTDRFEPCRE%5CAJERYIG%60%40Ij%40%5DXM%7C%40ZJG%5ETHABKp%40z%40V%40n%40LD%60%40LZJBM%60%40J%5EJQnAIb%40WlB%7D%40WA%3FECCNy%40Ui%40f%40%5BK%3FAOGMGA%3F%7B%40YEe%40MGq%40Q%3FABIc%40Mi%40O%5BAg%40O_%40KYIYIc%40R%5DKg%40QAJw%40WQw%40q%40Sg%40Oc%40Kc%40Ne%40O%3FDuAa%40%5D%40UIQGFe%40OE%3FBGCKAk%40QCAk%40Oi%40b%40QI%40CSEi%40ODUOES%7CAGFM%60%40QnAMEAJOp%40PFIn%40Id%40Ij%40If%40Ih%40If%40Ij%40Kh%40Gh%40If%40Kl%40Ih%40QG%3FA_ACMTWn%40Uh%40Gl%40Gn%40Id%40AH%3Fn%40%3Fv%40AXJDTx%40Yf%40p%40%5EjA%5EsE%7CY&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=DA_fdKQkDO_rSB3B7g9rdHINaU0=) ### Winchester Historic District While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum. [See properties](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112) ## Top Old Town Winchester Hotel Reviews ![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg) ### The George Washington Hotel, A Wyndham Grand Hotel 10/10 Excellent "Pleasant Relaxing " [](https://expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Clean room. Friendly and helpful staff." [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "All of the above " [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378_y.jpg) ### Ramada by Wyndham Strasburg/Shenandoah Valley 10/10 Excellent "Great stay everyone friendly will stay again" [](https://expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Hampton Inn Winchester N/Conference Center, VA](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/cba33bb0_y.jpg) ### Hampton Inn Winchester N/Conference Center, VA 10/10 Excellent "Great staff" [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-NConference-Center.h424883.Hotel-Information) ![Quality Inn Winchester](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943_y.jpg) ### Quality Inn Winchester 10/10 Excellent "The staff (phenomenal), the cleanliness, the attention to detail! The lady overseeing breakfast was a machine. Everything tidied up and perfect. The front desk staff were amazing!! Best staff we've ever seen and we travel a LOT!! 100% recommend staying here. It was less than a mile from the concert venue we bought tickets for. " [](https://expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) ![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg) ### Microtel Inn & Suites by Wyndham Winchester 10/10 Excellent "Clean, spacious room with friendly staff and good breakfast..... would stay there again for sure!" [](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg) ### Travelodge by Wyndham Winchester 10/10 Excellent "Yes!" [](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![TownePlace Suites by Marriott Front Royal](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/0776aa15_y.jpg) ### TownePlace Suites by Marriott Front Royal 10/10 Excellent "Clean room, friendly and helpful staff, good breakfast, I would stay again." [](https://expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) ## Find out more about Old Town Winchester ### Top reasons to visit Old Town Winchester - **Historic Landmarks:** Discover fascinating historic sites through guided walking tours that showcase Old Town Winchester's rich heritage. - **Charming Downtown:** Stroll through picturesque streets filled with quaint shops and delightful eateries, embodying the town's warm hospitality. - **Outdoor Adventures:** Enjoy recreational areas and scenic lakes, blending culture and nature for a perfect family-friendly experience. - **Diverse Accommodations:** Choose from a range of hotels, including pet-friendly and LGBTQIA welcoming options, ensuring comfort for all travellers. - **Weekend Getaways:** Immerse yourself in the scenic beauty of the surrounding regions, perfect for an unforgettable escape. ### Find great hotels near Old Town Winchester Explore the charming hotel accommodations in Old Town Winchester, Virginia, where you can find a diverse range of options to suit every traveller's needs. Whether you're seeking pet-friendly lodgings, business-themed amenities, or LGBTQIA welcoming environments, this delightful area has something for everyone. Discover the best hotels, including Wyndham Winchester, and enjoy a memorable stay in a historic setting that beautifully blends modern comfort with timeless appeal. - **[Travelodge by Wyndham Winchester: ](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)** A welcoming and convenient motel experience awaits at Travelodge by Wyndham Winchester, situated 3.2km from Old Town Winchester. This property is ideal for pet lovers, offering a pet-friendly atmosphere that ensures your furry companions can join in on the adventure. With essential amenities and a commitment to comfort, guests appreciate the straightforward lodging combined with the convenience of nearby attractions. The pet policy allows for both pets and service animals, ensuring a hassle-free stay for all. - **[La Quinta Inn & Suites by Wyndham Winchester: ](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)** Emphasizing a business-friendly environment, La Quinta Inn & Suites by Wyndham Winchester is just 3.2km from Old Town Winchester and welcomes both corporate and leisure travellers. This hotel stands out with its dedicated business centre and versatile meeting rooms, making it perfect for business trips or conferences. Additionally, it's a proud ally of the LGBTQIA community, creating an inclusive atmosphere for all guests. With a pet-friendly policy and modern amenities, this hotel successfully blends work and play. - **Red Roof Inn Winchester, VA:** Family-oriented and pet-friendly, Red Roof Inn Winchester, VA is an excellent choice for those travelling with children, located 3.2km from Old Town Winchester. The hotel features child-friendly amenities such as complimentary cribs, ensuring a comfortable stay for families. Additionally, as a supporter of the LGBTQIA community, it fosters an inclusive environment for all guests. The property's pet policy caters to both dogs and cats, making it easy for families to bring their beloved pets along for the journey. ### Where to stay near Old Town Winchester Discover the charm of Old Town Winchester, where history meets hospitality. Stroll through the picturesque downtown, rich with historic attractions and family-friendly vibes. Enjoy Virginia's warm welcome as you explore quaint shops and delightful eateries. For a weekend getaway, immerse yourself in the scenic beauty of the surrounding regions, offering a perfect blend of urban and natural experiences. Old Town Winchester promises an unforgettable adventure for every traveller. - **[Winchester: ](https://www.expedia.ca/Winchester-Hotels.d6056879.Travel-Guide-Hotels)** Nestled in the heart of Virginia, Winchester is a vibrant city where Old Town Winchester serves as its historic nucleus. The city offers a year-round outdoor adventure experience, with scenic landscapes perfect for hiking and exploring. Popular activities include visiting nearby national parks and lakes, as well as enjoying skiing during the winter months. With a peak in visitor numbers during the summer and fall, Winchester is an excellent spot for those seeking both relaxation and adventure. - **[Winchester Historic District: ](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels.0-n918789051029594112-0.Travel-Guide-Filter-Hotels)** Just 322m from Old Town Winchester, the Winchester Historic District is a charming neighborhood steeped in history. This area attracts families and outdoor enthusiasts alike, featuring golf courses and shopping centres. With its quaint parks and a welcoming visitor center, it's an ideal location to explore the unique blend of history and modern convenience. Expect a lively atmosphere, particularly during peak seasons in summer and autumn, making it a delightful stop for visitors looking for family-friendly activities. - **[College Park: ](https://www.expedia.ca/College-Park-Hotels.d553248635975870482.Travel-Guide-Hotels)** Located 3.2km from Old Town Winchester, College Park is a quaint village that perfectly complements your travel itinerary. Known for its outdoor experiences, this area offers excellent recreational opportunities and winter sports, including skiing. The proximity to national parks and a marina makes it attractive for nature lovers and adventure seekers. With a steady flow of visitors throughout the year, College Park provides a laid-back atmosphere to unwind and enjoy the scenic beauty of Virginia. ### Things to do in and around Old Town Winchester Old Town Winchester offers a delightful mix of outdoor and family-friendly activities. You can enjoy recreational areas and explore educational sites while shopping at the local centre. Don’t miss the chance to embark on guided walking tours through historic landmarks, providing a fascinating insight into the town's rich heritage. For a memorable experience, plan your trip around the charming streets of Old Town Winchester. **Shopping** In Old Town Winchester, you can find unique gifts at [Nalls Farm Market](https://www.expedia.ca/Nalls-Farm-Market-Hotels.0-l553248621532661846-0.Travel-Guide-Filter-Hotels), just 1.6km away. For a more extensive shopping experience, visit the Apple Valley Square Shopping Center and Eastgate Plaza Shopping Center, both offering a blend of local businesses and family-friendly vibes. **Recreation** [Jim Barnett Park](https://www.expedia.ca/Jim-Barnett-Park-Hotels.0-l6164028-0.Travel-Guide-Filter-Hotels) offers a tranquil environment for relaxation and leisurely strolls, only 1.4km from Old Town Winchester. For those seeking outdoor activities, [Rock Harbor Golf Course](https://www.expedia.ca/Rock-Harbor-Golf-Course-Hotels.0-l553248621561864838-0.Travel-Guide-Filter-Hotels), 3.2km away, provides a vibrant atmosphere for golf enthusiasts. [Appleland Sports Center](https://www.expedia.ca/Appleland-Sports-Center-Hotels.0-l553248621587477489-0.Travel-Guide-Filter-Hotels), 9.7km distant, focuses on wellness and rejuvenation. **Adventure** Experience the thrill of racing at [Summit Point Motorsports Park](https://www.expedia.ca/Summit-Point-Motorsports-Park-Hotels.0-l6164103-0.Travel-Guide-Filter-Hotels), located 17.7km from Old Town Winchester, where adrenaline meets speed. For a family-friendly outdoor adventure, visit [Watermelon Park Campground](https://www.expedia.ca/Watermelon-Park-Campground-Hotels.0-l553248621532661928-0.Travel-Guide-Filter-Hotels), 20.9km away, offering camping and nature activities. Don’t miss hiking the scenic [Tuckers Lane Trailhead](https://www.expedia.ca/Tuckers-Lane-Trailhead-Hotels.0-l553248633992585760-0.Travel-Guide-Filter-Hotels), 32.2km distant. **Nightlife** Experience the vibrant nightlife of Old Town Winchester at [Bright Box Theater](https://www.expedia.ca/Bright-Box-Theater-Hotels.0-l553248621561864843-0.Travel-Guide-Filter-Hotels), where culture and entertainment come alive. For a unique touch, visit the nearby [Morgan County Observatory](https://www.expedia.ca/Morgan-County-Observatory-Hotels.0-l553248621558141373-0.Travel-Guide-Filter-Hotels) for stargazing. Don’t miss the [Winchester Little Theater](https://www.expedia.ca/Winchester-Little-Theater-Hotels.0-l6164047-0.Travel-Guide-Filter-Hotels), perfect for a romantic evening filled with artistic charm. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Old Town Winchester To save money on your vacation to Old Town Winchester, consider visiting between January and March for lower accommodation rates. Tuesdays are typically the least expensive days to stay, while Saturdays are the priciest. Use Expedia to find deals by filtering for budget-friendly options and eco-certified hotels. Combining your hotel, flights, and activities into a package can also lead to significant savings. Take advantage of free local attractions and explore the town on foot to minimize transport costs. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Old Town Winchester are January to March, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Old Town Winchester is Tuesday. The most expensive day to stay around Old Town Winchester is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly accommodations currently available. To find the best prices and deals, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Old Town Winchester with your flights and activities through an Expedia package. ### Find the best attractions in and around Old Town Winchester Old Town Winchester offers a delightful mix of outdoor adventures and family-friendly experiences, with attractions such as the historic downtown area and the scenic Winchester Historic District. Visitors can explore the charming historic houses and enjoy the nearby lakes, providing a perfect blend of culture and nature. Don't miss out on discovering the best attractions in Winchester, where history and outdoor fun come together beautifully for an unforgettable vacation. - **[Shenandoah University: ](https://www.expedia.ca/Shenandoah-University-Hotels.0-l6127311-0.Travel-Guide-Filter-Hotels)** This historic university, located 1.6km from Old Town Winchester, offers visitors a glimpse of vibrant campus life and beautiful architecture. Experience the cultural vibes through its various events and performances. - **[Museum of the Shenandoah Valley: ](https://www.expedia.ca/Museum-Of-The-Shenandoah-Valley-Hotels.0-l6127313-0.Travel-Guide-Filter-Hotels)** Situated 1.3km away, this art museum showcases regional art and history, providing a rich cultural experience. Explore its stunning galleries and beautiful gardens, perfect for a leisurely stroll. - **[Shenandoah Valley Discovery Museum: ](https://www.expedia.ca/Shenandoah-Valley-Discovery-Museum-Hotels.0-l553248621587527659-0.Travel-Guide-Filter-Hotels)** Located within Old Town Winchester, this children's museum is a delightful space for families. With interactive exhibits, it encourages learning through play, making it a wonderful destination for kids and parents alike. ### Best time to go to Old Town Winchester The best time to visit Old Town Winchester is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 31.3°F (-0.4°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | February | 34.7°F (1.5°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | March | 42.3°F (5.7°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 52.9°F (11.6°C) | Light Rain | Mostly Sunny | Average | Average | | May | 62.4°F (16.9°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 70.9°F (21.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 75.9°F (24.4°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 73.8°F (23.2°C) | Light Rain | Mostly Sunny | Average | Average | | September | 66.9°F (19.4°C) | Light Rain | Mostly Sunny | Average | Average | | October | 55.8°F (13.2°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | November | 43.5°F (6.4°C) | Light Rain | Mostly Sunny | Average | Average | | December | 36.7°F (2.6°C) | Light Rain | Mostly Sunny | Slightly Low | Average | ### The nearest major airports for your trip to Old Town Winchester For your visit to Old Town Winchester, you can fly into several nearby airports. Washington Dulles International Airport ([IAD](https://www.expedia.ca/Washington-Dulles-Intl-Airport-Hotels.0-aIAD-0.Travel-Guide-Filter-Hotels)) is 67.6km away, with nearby hotels like the 4-star [Hyatt Regency Dulles](https://www.expedia.ca/Herndon-Hotels-Hyatt-Regency-Dulles.h150.Hotel-Information), just 1.6km from the airport. Hagerstown Regional Airport ([HGR](https://www.expedia.ca/Hagerstown-Regional-Airport-Hotels.0-aHGR-0.Travel-Guide-Filter-Hotels)), located 69.2km away, offers options such as the 4-star Mercersburg Inn, 19.3km from the airport. The closest is Eastern West Virginia Regional Airport (MRB), situated 29.0km away, with accommodations like the 4-star [Hillbrook Inn](https://www.expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information), 11.6kms from the airport. Each airport provides accessible transportation options to ensure a smooth journey to Old Town Winchester. ## Frequently asked questions ### What are the best hotels in Old Town Winchester that travellers recommend? ### What are the best family hotels in Old Town Winchester? ### What are the best spa hotels in Old Town Winchester? ### What are the best budget hotels in Old Town Winchester? ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Old Town Winchester hotel booking with Expedia? ### How much is the nightly rate at a Old Town Winchester hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Stephens City ](https://www.expedia.ca/4Star-Stephens-City-Hotels.s40-0-d12076.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Winchester ](https://www.expedia.ca/4Star-Winchester-Hotels.s40-0-d6056879.Travel-Guide-Filter-Hotels) - [Hotels near Apple Blossom Mall ](https://www.expedia.ca/Apple-Blossom-Mall-Hotels.0-l6164018-0.Travel-Guide-Filter-Hotels) - 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