Title: 3 Stars Hotels in Old Town Winchester, Winchester from CA $121 - Find Cheap Old Town Winchester Hotels With 3 Stars | Expedia.ca [Old Town Winchester Travel Guide](https://expedia.ca/Winchester-Old-Town-Winchester.dx6164092)[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 availability on Old Town Winchester 3 Star Hotels Tonight [Jan 21 - Jan 22](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2026-01-21&endDate=2026-01-22&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 22 - Jan 23](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2026-01-22&endDate=2026-01-23&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2026-01-23&endDate=2026-01-25&adults=2&star=30&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&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Old Town Winchester 3-star hotels ![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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/41cd029b.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) Winchester 9.2/10 Wonderful (2,249 reviews) "yes, room was spotless very nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ROBERT CA $127 CA $138 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/39b30783.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) ![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) ### Country Inn & Suites by Radisson, Winchester, VA [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) Winchester 8.8/10 Excellent (1,001 reviews) "Clean efficient room with good front desk service. Convienence to Highway 81 and eateries." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $113 CA $123 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![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/2000000/1370000/1364100/1364026/31f87045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/a8e7d0d0.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) ### 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 (1,004 reviews) "Great hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CHARLES CA $175 CA $199 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/ee4df7fa.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) ### Holiday Inn Winchester Se-Historic Gateway by IHG [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) Winchester 9.0/10 Wonderful (1,000 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori CA $108 CA $122 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.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) ![Reception](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/5ea79918.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) ### Courtyard by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) Winchester 9.0/10 Wonderful (927 reviews) "Room was great. Staff was extremely friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $148 CA $161 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/b2c1f0d7.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) ![Pool](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/cd7ad69b.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) 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 $107 CA $121 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/50595509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/dcb5b936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/673fcd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/dff66771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Front Royal [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) Front Royal 9.6/10 Exceptional (560 reviews) "Clean room, friendly and helpful staff, good breakfast, I would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $152 CA $171 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.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) ![Fitness facility](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/cb927ccc.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) Charles Town 8.6/10 Excellent (533 reviews) "Friendly staff, comfortable bed, convenient location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kourtney CA $161 CA $195 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a948cd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/689131eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/037b096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winchester [](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) Winchester 8.8/10 Excellent (516 reviews) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DONNA D CA $140 CA $158 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/0ecd0e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/b1c7d60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/c096d0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/7c860f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) Winchester 8.8/10 Excellent (485 reviews) "Nice place to stay. Great staff and breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stormy CA $156 CA $170 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/a3d72fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/06bbe3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/9e80fe83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/2f175422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wayside Inn [](https://www.expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) Middletown 9.2/10 Wonderful (420 reviews) "Historic inn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $100 CA $124 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.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) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/6f99e56e.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) Charles Town 9.6/10 Exceptional (440 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 Jan 27 - Jan 28 [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551300/98551264/c7865ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551300/98551264/74557242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551300/98551264/bae86f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551300/98551264/b406fc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Front Royal Retreat Near Shenandoah River! [](https://www.expedia.ca/Front-Royal-Hotels-Chic-Front-Royal-Retreat-Near-Shenandoah-River.h98551264.Hotel-Information) Front Royal 10/10 Exceptional (6 reviews) "Nice place near skyline drive" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timmy [](https://www.expedia.ca/Front-Royal-Hotels-Chic-Front-Royal-Retreat-Near-Shenandoah-River.h98551264.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/d3249f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/10293e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/11c8962f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/8dcc0cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Berkeley Springs Home: Escape to Nature! [](https://www.expedia.ca/Berkeley-Springs-Hotels-Secluded-Berkeley-Springs-Home-W-Fire-Pit-Deck.h98550730.Hotel-Information) Berkeley Springs [](https://www.expedia.ca/Berkeley-Springs-Hotels-Secluded-Berkeley-Springs-Home-W-Fire-Pit-Deck.h98550730.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204200/93204197/5a8565bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204200/93204197/2bccaef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/94000000/93210000/93204200/93204197/f829392a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204200/93204197/babf1778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny Front Royal Vacation Rental w/ Hot Tub! [](https://www.expedia.ca/Front-Royal-Hotels-Sunny-Front-Royal-Vacation-Rental-W-Hot-Tub.h93204197.Hotel-Information) Front Royal [](https://www.expedia.ca/Front-Royal-Hotels-Sunny-Front-Royal-Vacation-Rental-W-Hot-Tub.h93204197.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/1dc0803d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/7eaba39d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/b6932fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/a0c33a04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Front Royal Retreat \~ 1 Mi to National Park! [](https://www.expedia.ca/Front-Royal-Hotels-Front-Royal-Retreat-1-Mi-To-National-Park.h93199813.Hotel-Information) Front Royal [](https://www.expedia.ca/Front-Royal-Hotels-Front-Royal-Retreat-1-Mi-To-National-Park.h93199813.Hotel-Information) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101850000/101845400/101845369/39556d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101850000/101845400/101845369/6295fd40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101850000/101845400/101845369/61a4e3d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101850000/101845400/101845369/dfe6045a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great for Families! Townhome 9 Mi to Harpers Ferry [](https://www.expedia.ca/Charles-Town-Hotels-Charles-Town-Townhome-4-Mi-To-Hollywood-Casino.h101845369.Hotel-Information) Charles Town [](https://www.expedia.ca/Charles-Town-Hotels-Charles-Town-Townhome-4-Mi-To-Hollywood-Casino.h101845369.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/110000000/109690000/109682500/109682488/87cae8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109690000/109682500/109682488/3a7c4b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109690000/109682500/109682488/f0f6d4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109690000/109682500/109682488/c068279b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Mi to Hollywood Casino: Charles Town Townhome! [](https://www.expedia.ca/Charles-Town-Hotels-2-Mi-To-Hollywood-Casino-Charles-Town-Townhome.h109682488.Hotel-Information) Charles Town [](https://www.expedia.ca/Charles-Town-Hotels-2-Mi-To-Hollywood-Casino-Charles-Town-Townhome.h109682488.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551900/98551827/1a66ff34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551900/98551827/942c7487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551900/98551827/d5d06933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551900/98551827/e653d99b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home in Star Tannery w/ Private Backyard! [](https://www.expedia.ca/Strasburg-Hotels-Cozy-Home-In-Star-Tannery-W-Private-Backyard.h98551827.Hotel-Information) Strasburg [](https://www.expedia.ca/Strasburg-Hotels-Cozy-Home-In-Star-Tannery-W-Private-Backyard.h98551827.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93207100/93207046/385f380b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93207100/93207046/c695947f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93207100/93207046/9bc30309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93207100/93207046/04243560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cabin With Sunroom & Cacapon River Access! [](https://www.expedia.ca/Capon-Bridge-Hotels-Cozy-Cabin-With-Sunroom-Cacapon-River-Access.h93207046.Hotel-Information) Capon Bridge 10/10 Exceptional (2 reviews) "We had a fantastic family trip. This was a great landing point to amazing outdoor adventures in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer [](https://www.expedia.ca/Capon-Bridge-Hotels-Cozy-Cabin-With-Sunroom-Cacapon-River-Access.h93207046.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F3Star-Old-Town-Winchester-Winchester-Hotels.s30-n6164092-0.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F3Star-Old-Town-Winchester-Winchester-Hotels.s30-n6164092-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Old Town Winchester. ![DoubleTree by Hilton Front Royal Blue Ridge Shadows](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 111 Hospitality Drive Front Royal VA CA $135 CA $149 total Feb 1 - Feb 2 includes taxes & fees 8.8/10 Excellent! (1,002 reviews) [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Hillbrook Inn](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/eaa4b7cf_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hillbrook Inn 4490 Summit Point Road Charles Town WV CA $211 CA $271 total Jan 26 - Jan 27 includes taxes & fees 9.4/10 Exceptional! (125 reviews) [](https://expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) ![L'Auberge Provencale Inn & Restaurant](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/8c81eb2d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### L'Auberge Provencale Inn & Restaurant 13630 Lord Fairfax Hwy Boyce VA CA $317 CA $349 total Jan 25 - Jan 26 includes taxes & fees 9.4/10 Exceptional! (175 reviews) [](https://expedia.ca/Winchester-Hotels-LAuberge-Provencale.h15945622.Hotel-Information) Still don't see what you're looking for? [See all properties in Old Town Winchester.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F01%2F2026&endDate=24%2F01%2F2026®ionId=6164092&star=30) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F01%2F2026&endDate=24%2F01%2F2026®ionId=6164092&star=30&star=30&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F01%2F2026&endDate=24%2F01%2F2026®ionId=6164092&star=30&star=30&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F01%2F2026&endDate=24%2F01%2F2026®ionId=6164092&star=30&star=30&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F01%2F2026&endDate=24%2F01%2F2026®ionId=6164092&star=30&star=30&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F01%2F2026&endDate=24%2F01%2F2026®ionId=6164092&star=30&star=30&amenities=WATER_PARK) 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. ## Top Old Town Winchester Hotel Reviews ![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) ![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 "yes, room was spotless very nice place to stay" [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "It was all totally smooth " [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![The Inn at Charles Town - Hollywood Casino](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/fd85fd97_y.jpg) ### The Inn at Charles Town - Hollywood Casino 10/10 Excellent "Very clean which is what I really care about. Also it was quiet. I plan to stay here again. I like how to an easily walk to sheets. We never went to the casino, but would like to one day. Both of the ladies who ran the continental breakfast were so nice and helpful." [](https://expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ## Frequently asked questions ### What are the best 3-star hotels in Old Town Winchester? ### How much does it cost to stay in a 3-star hotel in Old Town Winchester? > - Search for the lowest price per night right now from CA $149 ### What is the difference between a 4-star and 3-star hotel in Old Town Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [1 Star Hotels in Rosemont ](https://www.expedia.ca/1Star-Rosemont-Washington-Hotels.s10-n553248635976481762-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Seminary Hill ](https://www.expedia.ca/1Star-Seminary-Hill-Washington-Hotels.s10-n553248635976472005-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Syria ](https://www.expedia.ca/1Star-Syria-Hotels.s10-0-d184113.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Mason Neck ](https://www.expedia.ca/2Star-Mason-Neck-Hotels.s20-0-d553248635975866256.Travel-Guide-Filter-Hotels) - 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