Title: Winchester Apartment Rentals from CA $210 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[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)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d6056879.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.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 In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester apartments ![Interior](https://images.trvl-media.com/lodging/108000000/107220000/107216300/107216300/w1136h1516x18y15-0867a003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107220000/107216300/107216300/w1118h1128x0y0-c29ed3e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107220000/107216300/107216300/w1133h1513x0y23-fd248447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/108000000/107220000/107216300/107216300/a601c23d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosamond nice downtown studio apt [](https://www.expedia.ca/Winchester-Hotels-Rosamond-Nice-Downtown-Studio-Apt.h107216300.Hotel-Information) Winchester Historic District 8.0/10 Very good (2 reviews) "Small but appropriately priced." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John M. CA $153 CA $267 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Winchester-Hotels-Rosamond-Nice-Downtown-Studio-Apt.h107216300.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83600000/83591200/83591191/9afb48f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/84000000/83600000/83591200/83591191/4e3d8e20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/84000000/83600000/83591200/83591191/3e63ad06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83600000/83591200/83591191/e90c6032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private apartment on a beautiful private farm! [](https://www.expedia.ca/Bluemont-Hotels-Private-Apartment-On-A-Beautiful-Private-Farm.h83591191.Hotel-Information) Bluemont 8.8/10 Excellent (6 reviews) "Stayed here with my 5 month old daughter, my mom and a friend and we had a blast. Kind folks, beautiful grounds and a super cute barn apartment! The fresh flowers in the kitchen were a lovely touch. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Haley M. CA $187 CA $375 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Bluemont-Hotels-Private-Apartment-On-A-Beautiful-Private-Farm.h83591191.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104060000/104052900/104052857/ba92ae27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/105000000/104060000/104052900/104052857/b7a39e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104060000/104052900/104052857/4f7ea815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104060000/104052900/104052857/9de8a9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apple Mountain Retreat [](https://www.expedia.ca/Linden-Hotels-Apple-Mountain-Retreat.h104052857.Hotel-Information) Linden 10/10 Exceptional (21 reviews) "Great place to stayed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike F. CA $187 CA $320 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Linden-Hotels-Apple-Mountain-Retreat.h104052857.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/76000000/75860000/75854400/75854350/w1080h1606x0y6-7da3475e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75860000/75854400/75854350/43e19b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75860000/75854400/75854350/d01496c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/76000000/75860000/75854400/75854350/58d1022d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stock Exchange downtown 3rd floor studio apt [](https://www.expedia.ca/Winchester-Hotels-The-Stock-Exchange-Downtown-3rd-Floor-Studio-Apt.h75854350.Hotel-Information) Winchester Historic District 6.0/10 (1 review) CA $153 CA $275 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Winchester-Hotels-The-Stock-Exchange-Downtown-3rd-Floor-Studio-Apt.h75854350.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120420000/120414100/120414068/5c313978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120420000/120414100/120414068/8a7ae46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/121000000/120420000/120414100/120414068/24f9c33c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120420000/120414100/120414068/07dac09c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Historic Schoolhouse HotTub+FirePit+Wineries [](https://www.expedia.ca/Linden-Hotels-NEW-Historic-Schoolhouse-HotTubFirePitWineries.h120414068.Hotel-Information) Fauquier County 8.0/10 Very good (1 review) "The listing indicated pets were welcome and we were able to bring our 13 year old dog, who loves traveling with my husband and I. There was some initial confusion after we booked the Schoolhouse, saying pets are prohibited. Through contact with the host, it was cleared up pretty quickly. All in all, the place was comfortable and we had what we needed to cook a couple of meals. I loved the area and enjoyed walking our dog on the state-maintained back roads. We would have liked to take advantage... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy S. CA $148 CA $409 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Linden-Hotels-NEW-Historic-Schoolhouse-HotTubFirePitWineries.h120414068.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/76000000/75860000/75852300/75852258/c7a94a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/76000000/75860000/75852300/75852258/2359633a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75860000/75852300/75852258/b00d8fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/76000000/75860000/75852300/75852258/1b928033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nostalgia Lane in the heart of the city [](https://www.expedia.ca/Winchester-Hotels-Nostalgia-Lane-In-The-Heart-Of-The-City.h75852258.Hotel-Information) Old Town Winchester 9.0/10 Wonderful (14 reviews) "Adorable place and perfect for Winchester and surrounding parks, wineries, and farms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy F. CA $257 CA $442 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Winchester-Hotels-Nostalgia-Lane-In-The-Heart-Of-The-City.h75852258.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105770000/105765500/105765423/6b26f42f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105770000/105765500/105765423/2ce760e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105770000/105765500/105765423/dce8d0ff.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/106000000/105770000/105765500/105765423/2f99002c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall [](https://www.expedia.ca/Winchester-Hotels-Dreamweaver-1BR-1BA-Just-Two-Blocks-From-The-Downtown-Walking-Mall.h105765423.Hotel-Information) Winchester Historic District 8.6/10 Excellent (4 reviews) "Clean property. Convenient to Old Town Winchester. All and all good property. Needs new bedroom pillows. Best." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) matthew r. CA $192 CA $325 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Winchester-Hotels-Dreamweaver-1BR-1BA-Just-Two-Blocks-From-The-Downtown-Walking-Mall.h105765423.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/76000000/75860000/75856800/75856721/547de25c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75860000/75856800/75856721/765a953b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75860000/75856800/75856721/38fc952e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/76000000/75860000/75856800/75856721/edb59678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yellow Submarine trendy basement apt and courtyard [](https://www.expedia.ca/Winchester-Hotels-Yellow-Submarine-Trendy-Basement-Apt-And-Courtyard.h75856721.Hotel-Information) Old Town Winchester 7.6/10 Good (4 reviews) "We loved the character and personality kf both Winchester and" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna N. CA $203 CA $357 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Winchester-Hotels-Yellow-Submarine-Trendy-Basement-Apt-And-Courtyard.h75856721.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119110000/119109900/119109888/9e880709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119110000/119109900/119109888/bd1270e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119110000/119109900/119109888/2888dcd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119110000/119109900/119109888/1f4dbb15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown [](https://www.expedia.ca/Winchester-Hotels-Magnolia-Wind-Elegant-3-BR-1BA-Loft-Apartment-Park-For-Free-And-Walk-Downtown.h119109888.Hotel-Information) Old Town Winchester 10/10 Exceptional (1 review) "Beautiful space; helpful host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sally C. CA $305 CA $541 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Winchester-Hotels-Magnolia-Wind-Elegant-3-BR-1BA-Loft-Apartment-Park-For-Free-And-Walk-Downtown.h119109888.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/76000000/75860000/75856500/75856493/80b59f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75860000/75856500/75856493/w1413h1055x0y0-6561893b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/76000000/75860000/75856500/75856493/2c3dcc54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75856500/75856493/31a46244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WonderClock House downtown vintage duplex w/ porches, steps to Handley Library [](https://www.expedia.ca/Winchester-Hotels-WonderClock-House-Downtown-Vintage-Duplex-W-Porches.h75856493.Hotel-Information) Old Town Winchester 9.0/10 Wonderful (6 reviews) "Indigo Blue is in a beautiful neighborhood and we loved the house and location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tricia M. CA $284 CA $500 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Winchester-Hotels-WonderClock-House-Downtown-Vintage-Duplex-W-Porches.h75856493.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/76000000/75860000/75853600/75853509/e0ae9bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75860000/75853600/75853509/4ef124d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/76000000/75860000/75853600/75853509/aac25142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75860000/75853600/75853509/49b61b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scarborough Fair walk to downtown two story apt [](https://www.expedia.ca/Winchester-Hotels-Scarborough-Fair-Walk-To-Downtown-Two-Story-Apt.h75853509.Hotel-Information) Old Town Winchester 9.6/10 Exceptional (5 reviews) "Charming home! Lovely decor. Was perfect for our stay. Great location, walkable to the historical district. Host was very friendly and communicative. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie L. CA $308 CA $544 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Winchester-Hotels-Scarborough-Fair-Walk-To-Downtown-Two-Story-Apt.h75853509.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/24000000/23010000/23004100/23004100/22255107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23010000/23004100/23004100/7be2e782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite | Interior](https://images.trvl-media.com/lodging/24000000/23010000/23004100/23004100/6b146a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23010000/23004100/23004100/725bc80e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roadhaven1830 [](https://www.expedia.ca/Luray-Hotels-Family-Farmhouse-Inn.h23004100.Hotel-Information) Mount Jackson 9.6/10 Exceptional (38 reviews) "Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carri CA $187 CA $210 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Luray-Hotels-Family-Farmhouse-Inn.h23004100.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/122000000/121350000/121343100/121343095/820bcd2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121350000/121343100/121343095/a3f022db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/122000000/121350000/121343100/121343095/4f0a2256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121350000/121343100/121343095/98b9f9cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy this cabin/tiny home on 24 acres of oak and hickory forest close to Berkeley Springs, WV [](https://www.expedia.ca/Berkeley-Springs-Hotels-Enjoy-This-Cabintiny-Home-On-24-Acres-Of-Oak-And-Hickory-Forest-Close-To-Berkeley-Springs.h121343095.Hotel-Information) Berkeley Springs 10/10 Exceptional (1 review) "Everything from booking the stay to arriving and checking in was quick and convenient. The host emailed us directions and was easy to navigate toThe owl was just the perfect size for " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kayla c. CA $116 CA $250 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Berkeley-Springs-Hotels-Enjoy-This-Cabintiny-Home-On-24-Acres-Of-Oak-And-Hickory-Forest-Close-To-Berkeley-Springs.h121343095.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114980000/114976400/114976354/8d4b2597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114980000/114976400/114976354/fec8e484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114980000/114976400/114976354/fa1c886d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114980000/114976400/114976354/cd677364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vintage Elegance w/Floral Accents & Timeless Decor [](https://www.expedia.ca/Luray-Hotels-The-Eden-Suite-Summar.h114976354.Hotel-Information) Luray CA $109 CA $232 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Luray-Hotels-The-Eden-Suite-Summar.h114976354.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122840000/122839700/122839624/c24718fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, printers](https://images.trvl-media.com/lodging/123000000/122840000/122839700/122839624/a1623197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122840000/122839700/122839624/5aa3d1b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, printers](https://images.trvl-media.com/lodging/123000000/122840000/122839700/122839624/43e972fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Loft by Brewery & Trails [](https://www.expedia.ca/Brunswick-Hotels-Brunswick.h122839624.Hotel-Information) Brunswick CA $110 CA $278 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Brunswick-Hotels-Brunswick.h122839624.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117340000/117336600/117336599/d45eceee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117340000/117336600/117336599/c78ea115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117340000/117336600/117336599/1e2a8724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117340000/117336600/117336599/5f6cf463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Cabin w Fire Pit Game Room and Dog Friendly [](https://www.expedia.ca/Great-Cacapon-Hotels-Tiny-Cabin-WFire-Pit.h117336599.Hotel-Information) Great Cacapon 10/10 Exceptional (3 reviews) "Lovely little cabin, everything we needed for a short weekend stay. Very cozy and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abigail G. CA $206 CA $365 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Great-Cacapon-Hotels-Tiny-Cabin-WFire-Pit.h117336599.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83490000/83481400/83481384/ee927aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83490000/83481400/83481384/e2eca9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83490000/83481400/83481384/1367ef09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83490000/83481400/83481384/5540f483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft Apt Just off C&O near Harpers Ferry and AT [](https://www.expedia.ca/Brunswick-Hotels-Loft-Apt-Just-Off-CO-Near-Harpers-Ferry-And-AT.h83481384.Hotel-Information) Brunswick 10/10 Exceptional (16 reviews) "Our Hosts were wonderful and the space was great. It sits right off of the bike trail and across the street from a great bakery and bike shop. We thoroughly enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark B. CA $136 CA $254 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Brunswick-Hotels-Loft-Apt-Just-Off-CO-Near-Harpers-Ferry-And-AT.h83481384.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98500000/98495800/98495723/450f7eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/99000000/98500000/98495800/98495723/0c480063.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/99000000/98500000/98495800/98495723/f36ecf04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98500000/98495800/98495723/bc52bc7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Little Red Schoolhouse [](https://www.expedia.ca/Cross-Junction-Hotels-The-Little-Red-Schoolhouse.h98495723.Hotel-Information) Cross Junction 9.8/10 Exceptional (13 reviews) "Lovely two night stay. The hot tub was clean and enjoyable as quick get away for my husband and me. Would absolutely stay again and refer others to do the same. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nikki B. CA $87 CA $246 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Cross-Junction-Hotels-The-Little-Red-Schoolhouse.h98495723.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/113000000/112720000/112713000/112712917/dc34416d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/113000000/112720000/112713000/112712917/7dd9ba62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112720000/112713000/112712917/f8a087ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112720000/112713000/112712917/d7cafd89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luray Downtown / Hot Tub / Game Room / Firepit [](https://www.expedia.ca/Luray-Hotels-Luray-Downtown-Hot-Tub-Game-Room-Firepit.h112712917.Hotel-Information) Luray 9.8/10 Exceptional (7 reviews) "A nice house and great amenities. We enjoyed our stay and had easy drives to different activities. Perfect for a family short vacation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mohamed S. CA $155 CA $423 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Luray-Hotels-Luray-Downtown-Hot-Tub-Game-Room-Firepit.h112712917.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29®ionId=6056879&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CABIN) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CHALET) ![](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%2FWinchester-Apartments.d6056879-aaApartments.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Apartments.d6056879-aaApartments.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "Great beds and pillows." [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.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 "Just perfect in every way!" [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-NConference-Center.h424883.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; really comfortable bed. Great staff " [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![SpringHill Suites by Marriott Winchester](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg) ### SpringHill Suites by Marriott Winchester 10/10 Excellent "Good" [](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.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 "Basic accomodations but OK for the price. Everything worked fine andd hotel easy to get to from I-81\. " [](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![APM Inn & Suites](https://images.trvl-media.com/lodging/30000000/29420000/29415600/29415558/782daa80_y.jpg) ### APM Inn & Suites 10/10 Excellent "Clean rooms great staff always willing to help and accommodate top shelf customer service" [](https://expedia.ca/Winchester-Hotels-APM-Inn-Suites.h29415558.Hotel-Information) ![Lansdowne Resort and Spa](https://images.trvl-media.com/lodging/1000000/30000/27700/27700/5ae32850_y.jpg) ### Lansdowne Resort and Spa 10/10 Excellent "Loved the resort, the spa, everyone was so sweet. It was clean and smelled amazing. I had the absolute best massage ever. Love love love, me and my husband definitely will be back " [](https://expedia.ca/Leesburg-Hotels-Lansdowne-Resort-And-Spa.h27700.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) ![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 "Service was exceptional. It’s a small hotel, but was clean and great service. " [](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ## Find out more about Winchester ## Winchester Apartments information | Number of reviews | 135 | | ----------------- | -------------- | | Accommodation | 200 Apartments | | Lowest Price | CA $210 | | Highest Price | CA $544 | ## Frequently asked questions ### What's it like to stay at an apartment in Winchester? ### Why choose an apartment versus a traditional hotel? ### What's the top apartment for a stay in Winchester? ### How many apartments can I expect to find in Winchester? ### What will the weather be like in Winchester? ### What should I see in Winchester? ### What's the best way to get to and around Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - More ways to book - [3 Star Hotels in Old Town Winchester ](https://www.expedia.ca/3Star-Old-Town-Winchester-Winchester-Hotels.s30-n6164092-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Stephens City ](https://www.expedia.ca/4Star-Stephens-City-Hotels.s40-0-d12076.Travel-Guide-Filter-Hotels) - 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