Title: Winchester Apartment Rentals from CA $210 | Expedia.ca

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2026-07-24&endDate=2026-07-26&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

![Property grounds](https://images.trvl-media.com/lodging/84000000/83600000/83591200/83591191/9afb48f8.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)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83600000/83591200/83591191/b988c9a9.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)

### Lunar Loft, with mountain views

[](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 $378 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Bluemont-Hotels-Private-Apartment-On-A-Beautiful-Private-Farm.h83591191.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)

![Dining](https://images.trvl-media.com/lodging/76000000/75860000/75852300/75852258/1b928033.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)

![Smart TV](https://images.trvl-media.com/lodging/76000000/75860000/75852300/75852258/2359633a.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

(16 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 $465 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Winchester-Hotels-Nostalgia-Lane-In-The-Heart-Of-The-City.h75852258.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/4d85dcf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/70052fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/0531b121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/4a8d2d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pretty Little Apt by the Train II

[](https://www.expedia.ca/Winchester-Hotels-Pretty-Little-Apt-By-The-Train-II.h75853307.Hotel-Information)

Old Town Winchester

9.8/10

Exceptional

(7 reviews)

"This was yhe perfect place for us to stay in Old Winchester. A short walk to just about everything. The apartment was clean and comfortable. We had no issues with checking in and communication was great with the property owner. We would definitely rent from them again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie L.

CA $180

CA $305 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Winchester-Hotels-Pretty-Little-Apt-By-The-Train-II.h75853307.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/108000000/107900000/107895800/107895789/w1129h837x5y0-f4d1c4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107900000/107895800/107895789/288bbbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107900000/107895800/107895789/1b3ed1b6_edited_3046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107900000/107895800/107895789/w1025h1046x4y3-ad71c285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Morocco Loft 2BR overlooking city walking mall 

[](https://www.expedia.ca/Winchester-Hotels-Morocco-Loft-2BR-Overlooking-City-Walking-Mall.h107895789.Hotel-Information)

Old Town Winchester

10/10

Exceptional

(2 reviews)

"Great property with all the comforts of home"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristen R.

CA $247

CA $453 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Winchester-Hotels-Morocco-Loft-2BR-Overlooking-City-Walking-Mall.h107895789.Hotel-Information)

![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/w1133h1513x0y23-fd248447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107220000/107216300/107216300/w1129h841x0y0-0b4a0cfb.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

Apr 6 - Apr 7

[](https://www.expedia.ca/Winchester-Hotels-Rosamond-Nice-Downtown-Studio-Apt.h107216300.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118720000/118716600/118716576/d8cde914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118720000/118716600/118716576/w2094h1573x3y0-24e0533e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/119000000/118720000/118716600/118716576/9a8809aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118720000/118716600/118716576/a47a043f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

[](https://www.expedia.ca/Bluemont-Hotels-Stylish-1-Bd1-Ba-Gardern-Apt-Within-Quaint-Bluemont-Village.h118716576.Hotel-Information)

Bluemont

9.8/10

Exceptional

(8 reviews)

"Had a fun visit. Property and host we're excellent."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel D.

CA $182

CA $372 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Bluemont-Hotels-Stylish-1-Bd1-Ba-Gardern-Apt-Within-Quaint-Bluemont-Village.h118716576.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)

![Dining](https://images.trvl-media.com/lodging/105000000/104060000/104052900/104052857/9de8a9e6.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)

![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)

### Apple Mountain Retreat

[](https://www.expedia.ca/Linden-Hotels-Apple-Mountain-Retreat.h104052857.Hotel-Information)

Linden

10/10

Exceptional

(22 reviews)

"Great place to stayed "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mike F.

CA $187

CA $321 total

includes taxes & fees

Apr 5 - Apr 6

[](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)

![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)

![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)

### 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 $277 total

includes taxes & fees

May 3 - May 4

[](https://www.expedia.ca/Winchester-Hotels-The-Stock-Exchange-Downtown-3rd-Floor-Studio-Apt.h75854350.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94700000/94693100/94693013/w2396h1600x0y1-12ab7579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94700000/94693100/94693013/eb43f8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94700000/94693100/94693013/dcb84646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/95000000/94700000/94693100/94693013/ba844e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Queen of Winchester Three Bedroom with Upper Level Deck

[](https://www.expedia.ca/Winchester-Hotels-The-Queen-Of-Winchester-Three-Bedroom-With-Upper-Level-Deck.h94693013.Hotel-Information)

Winchester

7.8/10

Good

(7 reviews)

"If you want to be in the town and have quick access to everything, this is the place for you."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris C.

CA $138

CA $298 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Winchester-Hotels-The-Queen-Of-Winchester-Three-Bedroom-With-Upper-Level-Deck.h94693013.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105770000/105765500/105765423/6b64b57e.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)

![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)

"Large historic house at a great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bryan T.

CA $191

CA $325 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Winchester-Hotels-Dreamweaver-1BR-1BA-Just-Two-Blocks-From-The-Downtown-Walking-Mall.h105765423.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)

![Exterior detail](https://images.trvl-media.com/lodging/76000000/75860000/75856500/75856493/2c3dcc54.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)

![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75856500/75856493/w1267h918x0y5-1650c869.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 $519 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Winchester-Hotels-WonderClock-House-Downtown-Vintage-Duplex-W-Porches.h75856493.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119540000/119530500/119530464/w506h683x260y0-1afec896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119540000/119530500/119530464/w506h683x259y0-d4dd74ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119540000/119530500/119530464/3aaa43b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/120000000/119540000/119530500/119530464/ff2d50c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Very charming & spacious 2 bedrm

[](https://www.expedia.ca/Winchester-Hotels-Very-Charming-Spacious-2-Bedrm.h119530464.Hotel-Information)

Winchester

CA $108

CA $223 total

includes taxes & fees

May 3 - May 4

[](https://www.expedia.ca/Winchester-Hotels-Very-Charming-Spacious-2-Bedrm.h119530464.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)

![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)

![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)

![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

9.8/10

Exceptional

(6 reviews)

"Excellent location, easy walk to most of the Old Town area. Michele is a great host, will definitely stay here again if in the area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Larry E.

CA $308

CA $549 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Winchester-Hotels-Scarborough-Fair-Walk-To-Downtown-Two-Story-Apt.h75853509.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/76000000/75860000/75856800/75856721/38fc952e.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)

![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75856800/75856721/6e61e0ea.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)

"You need to add some kitchen tongs Otherwise everything was fantastic!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle K.

CA $203

CA $362 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Winchester-Hotels-Yellow-Submarine-Trendy-Basement-Apt-And-Courtyard.h75856721.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/129000000/128040000/128033600/128033512/c1e55ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/129000000/128040000/128033600/128033512/1e6ae8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/129000000/128040000/128033600/128033512/d08f3a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/129000000/128040000/128033600/128033512/4e2c2a02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Chalet w Hot Tub, Deck & Loft Game Room

[](https://www.expedia.ca/Stephens-City-Hotels-Modern-Chalet-W-Hot-Tub.h128033512.Hotel-Information)

Stephens City

CA $362

CA $553 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Stephens-City-Hotels-Modern-Chalet-W-Hot-Tub.h128033512.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/120000000/119110000/119109900/119109888/1f4dbb15.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)

### 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

(4 reviews)

"Beautiful space; helpful host."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sally C.

CA $305

CA $546 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Winchester-Hotels-Magnolia-Wind-Elegant-3-BR-1BA-Loft-Apartment-Park-For-Free-And-Walk-Downtown.h119109888.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/121000000/120420000/120414100/120414068/07dac09c.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/f803f4c1.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)

### 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 $136

CA $412 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Linden-Hotels-NEW-Historic-Schoolhouse-HotTubFirePitWineries.h120414068.Hotel-Information)

![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93570000/93561000/93560996/c00e00ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93570000/93561000/93560996/878a0b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93570000/93561000/93560996/d5a4ce03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93570000/93561000/93560996/f6bfb763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Townhome < 1 Mi to Zoo & Luray Caverns!

[](https://www.expedia.ca/Luray-Hotels-Charming-Townhome-1-Mi-To-Zoo-Luray-Caverns.h93560996.Hotel-Information)

Luray

9.4/10

Exceptional

(10 reviews)

"Enjoyed our stay. The townhouse exceeded our expectations. Well taken care of and convenient the attractions my family were interested in."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jenifer

CA $204

CA $514 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/Luray-Hotels-Charming-Townhome-1-Mi-To-Zoo-Luray-Caverns.h93560996.Hotel-Information)

![Double Room, Ensuite | Lobby](https://images.trvl-media.com/lodging/24000000/23010000/23004100/23004100/ddb5cf4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/24000000/23010000/23004100/23004100/9b761ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Quadruple Room, Ensuite | Shared kitchen](https://images.trvl-media.com/lodging/24000000/23010000/23004100/23004100/d83f2809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/24000000/23010000/23004100/23004100/22255107.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

(39 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

Apr 5 - Apr 6

[](https://www.expedia.ca/Luray-Hotels-Family-Farmhouse-Inn.h23004100.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/87000000/86150000/86144100/86144049/f1895851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/87000000/86150000/86144100/86144049/ddb2ddac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86150000/86144100/86144049/60ab4719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/87000000/86150000/86144100/86144049/bb391ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Getaway near Harper\`s Ferry, C&O & Potomac

[](https://www.expedia.ca/Brunswick-Hotels-Cozy-Getaway-Near-Harpers-Ferry.h86144049.Hotel-Information)

Brunswick

9.8/10

Exceptional

(57 reviews)

"Host was welcoming and place was as described and in very clean condition. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Junaid B.

CA $137

CA $249 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Brunswick-Hotels-Cozy-Getaway-Near-Harpers-Ferry.h86144049.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=2026-04-16&endDate=2026-04-17&regionId=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&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=VILLA)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CHALET)

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## Top Winchester Hotel Reviews

![SpringHill Suites by Marriott Winchester](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/c93a366a_y.jpg)

### SpringHill Suites by Marriott Winchester

10/10 Excellent

"Quiet, clean rooms. Pleasant and competent staff. Great breakfast"

[](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information)

![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/d7802d8b_y.jpg)

### Hilton Garden Inn Dulles North

8/10 Good

"Staff was helpful. "

[](https://expedia.ca/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information)

![Fairfield Inn & Suites by Marriott Winchester](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/0de00556_y.jpg)

### Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent

"My only complaint was that they only have 3 handicap parking spots. They have another 4 parking spots in front of the hotel. They should make them also handicap and also make sure the vehicles in them have a pass. "

[](https://expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.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

"Excellent!"

[](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

![Mimslyn Inn Historic Hotels Of America](https://images.trvl-media.com/lodging/10000000/9770000/9760500/9760491/5175eb5d_y.jpg)

### Mimslyn Inn Historic Hotels Of America

8/10 Good

"The inn staff were friendly. The rooms were clean and quiet. The food in the restaurant was really good, with the best waffle fries. The only improvements I would suggest is a better mattress and pillows and having a better shower curtain that keeps the water in. "

[](https://expedia.ca/Luray-Hotels-Mimslyn-Inn-Historic-Hotels-Of-America.h9760491.Hotel-Information)

![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/c1c4db32_y.jpg)

### Hampton Inn Martinsburg

10/10 Excellent

"Breakfast was OK could’ve been a little better but more options Staff was very nice The area is good. There’s plenty of amenities nearby restaurants what not Housekeeping was nice no complaints"

[](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda_y.jpg)

### La Quinta Inn & Suites by Wyndham Winchester

8/10 Good

"The breakfast was subpar. Food was sparse Waffle maker didn't consistently work. "

[](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)

![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d_y.jpg)

### The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"This is a great renaissance hotel. The renovation of the interior is magnificent. The staff is very professional, competent and accommodating. Notables are the lobby including the bar and the pool spa. Best hotel shower head ever! The dining options in walking distance are fantastic. Definite return visit."

[](https://expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information)

![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/a391dd61_y.jpg)

### Country Inn & Suites by Radisson, Winchester, VA

8/10 Good

"The room was clean. The breakfast was well stocked and the attendants kept in very clean. "

[](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

## Find out more about Winchester

## Winchester Apartments information

| Number of reviews | 156            |
| ----------------- | -------------- |
| Accommodation     | 200 Apartments |
| Lowest Price      | CA $210        |
| Highest Price     | CA $553        |

## 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?

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- [Hotels with Balconies in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Balconies.0-n6164092-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
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- [Lodges in Riverton ](https://www.expedia.ca/Riverton-Lodges.d553248635975849884-aaLodges.Travel-Guide-Accommodation)
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- [Cottages in Shawnee Land ](https://www.expedia.ca/Shawnee-Land-Cottages.d553248635975849755-aaCottages.Travel-Guide-Accommodation)
- [Hotels near Shenandoah University ](https://www.expedia.ca/Shenandoah-University-Hotels.0-l6127311-0.Travel-Guide-Filter-Hotels)
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- [Hotels near Valerie Hill Winery ](https://www.expedia.ca/Valerie-Hill-Winery-Hotels.0-l553248621532661834-0.Travel-Guide-Filter-Hotels)
- [Honeymoon Resorts and in White Post ](https://www.expedia.ca/White-Post-Hotels-Honeymoon-Hotels.0-0-d184119-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
- [White Post Hotels ](https://www.expedia.ca/White-Post-Hotels.d184119.Travel-Guide-Hotels)
- [Hotels near Winchester-Frederick County Convention & Visitors Bureau ](https://www.expedia.ca/Winchester-Frederick-County-Convention-Visitors-Bureau-Hotels.0-l553248621561864842-0.Travel-Guide-Filter-Hotels)
- [Hotels with Bar in Winchester Historic District ](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels-Hotels-With-Bar.0-n918789051029594112-0-tHotelswithBar.Travel-Guide-Filter-Hotels)
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- [Hotels near Winchester Medical Center ](https://www.expedia.ca/Winchester-Medical-Center-Hotels.0-l6164057-0.Travel-Guide-Filter-Hotels)

- [Flights to Boyce ](https://www.expedia.ca/Cheap-Flights-To-Boyce.d184084.Travel-Guide-Flights)
- [Flights to Millwood ](https://www.expedia.ca/Cheap-Flights-To-Millwood.d3000460156.Travel-Guide-Flights)
- [Flights from Winchester Regional ](https://www.expedia.ca/lp/airports/wgo/flights-from-winchester-regional-airport)
- [Flights from Gore ](https://www.expedia.ca/lp/flights/3000460015/flights-from-gore)
- [Flights from Clear Brook ](https://www.expedia.ca/lp/flights/553248635975870250/flights-from-clear-brook)
- [Flights from Blacksburg (BCB) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/bcb/wgo/blacksburg-to-winchester)
- [Flights from Hartford (BDL) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/bdl/wgo/hartford-to-winchester)
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- [Flights from Jacksonville (JAX) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/jax/wgo/jacksonville-to-winchester)
- [Flights from Melbourne (MEL) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/mel/wgo/melbourne-to-winchester)
- [Flights from Sarasota (SRQ) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/srq/wgo/sarasota-to-winchester)
- [Flights from Syracuse (SYR) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/syr/wgo/syracuse-to-winchester)
- [Flights from Calgary (YYC) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/yyc/wgo/calgary-to-winchester)
- [Flights from Toronto (YYZ) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/yyz/wgo/toronto-to-winchester)

- [Appleland Sports Center ](https://www.expedia.ca/Appleland-Sports-Center-Stephens-City.d553248621587477489.Vacation-Attraction)
- [Jim Barnett Park ](https://www.expedia.ca/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction)
- [Visit Millwood ](https://www.expedia.ca/Millwood.dx3000460156)

- [Book Apartments in Winchester on Expedia.com ](https://www.expedia.com/Winchester-Apartments.d6056879-aaApartments.Travel-Guide-Accommodation)