Title: Gainesboro Apartment Rentals from CA $256 | Expedia.ca

  

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## Check prices for these dates

Next weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976006643&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976006643&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976006643&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976006643&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Gainesboro Apartments

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

![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/ccd1e83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/d904aaa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/6944d33b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pretty Little Apt by the Train II

Old Town Winchester

10/10

Exceptional

(4)

"Great time. Love this city"

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

Barbara B.

CA $182

CA $308 total

includes taxes & fees

Oct 27 - Oct 28

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98500000/98495800/98495723/83125d77.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)

![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)

![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)

### The Little Red Schoolhouse

Cross Junction

9.8/10

Exceptional

(12)

"We loved the overall school house theme. Very comfortable accommodations! "

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

Tony Z.

CA $116

CA $283 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Cross-Junction-Hotels-The-Little-Red-Schoolhouse.h98495723.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/122000000/121350000/121343100/121343095/98b9f9cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/122000000/121350000/121343100/121343095/95aca0ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121350000/121343100/121343095/7aa1feba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Enjoy this cabin/tiny home on 24 acres of oak and hickory forest close to Berkeley Springs, WV

Berkeley Springs

CA $117

CA $256 total

includes taxes & fees

Oct 26 - Oct 27

[](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)

![Interior](https://images.trvl-media.com/lodging/108000000/107220000/107216300/107216300/w1118h1128x0y0-c29ed3e7.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)

![Interior](https://images.trvl-media.com/lodging/108000000/107220000/107216300/107216300/w1136h1516x18y15-0867a003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Rosamond nice downtown studio apt

Winchester Historic District

8.0/10

Very good

(2)

"Small but appropriately priced."

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

John M.

CA $154

CA $269 total

includes taxes & fees

Nov 16 - Nov 17

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

![Living area](https://images.trvl-media.com/lodging/108000000/107900000/107895800/107895789/w1117h810x5y0-b88c2c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/108000000/107900000/107895800/107895789/w1248h1670x0y0-152d5b6b.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)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107900000/107895800/107895789/0da8d534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Morocco Loft 2BR overlooking city walking mall

Old Town Winchester

10/10

Exceptional

(2)

"Great property with all the comforts of home"

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

Kristen R.

CA $278

CA $489 total

includes taxes & fees

Oct 24 - Oct 25

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105910000/105903300/105903290/b03821f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105910000/105903300/105903290/18c2f6a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/106000000/105910000/105903300/105903290/d90ca9a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/106000000/105910000/105903300/105903290/583f0cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Cameron Grace Brand New 1BR 1BA apt downtown Winchester

Winchester

10/10

Exceptional

(4)

"The apartment is beautiful, comfortable and private. We enjoyed our quick getaway to Winchester."

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

Liz L.

CA $217

CA $358 total

includes taxes & fees

Nov 15 - Nov 16

[](https://www.expedia.ca/Winchester-Hotels-Cameron-Grace-Brand-New-1BR-1BA-Apt-Downtown-Winchester.h105903290.Hotel-Information)

![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)

![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)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/76000000/75860000/75854400/75854350/fd36dce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/76000000/75860000/75854400/75854350/9ba529c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Stock Exchange downtown 3rd floor studio apt

Winchester Historic District

6.0/10

(1)

CA $154

CA $279 total

includes taxes & fees

Oct 28 - Oct 29

[](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/103000000/102300000/102290900/102290821/d09b860d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102300000/102290900/102290821/w1437h957x0y3-4c97d60f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102300000/102290900/102290821/81bf1450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/103000000/102300000/102290900/102290821/w1436h960x0y0-04ff514f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dog-Friendly Home | Game Garage & Firepirt

Berkeley Springs

10/10

Exceptional

(12)

"Traveling with two preschool age children, we appreciated the sunroom so much. It made a great play space. "

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

Jason R.

CA $253

CA $558 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Berkeley-Springs-Hotels-Creekside-Fun-Dog-Friendly.h102290821.Hotel-Information)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75860000/75852300/75852258/434367ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/76000000/75860000/75852300/75852258/ace40b05.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)

### Nostalgia Lane in the heart of the city

Old Town Winchester

8.8/10

Excellent

(13)

"Great location in the heart of Winchester. Walking distance to everything. "

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

Andrew N.

CA $259

CA $452 total

includes taxes & fees

Oct 26 - Oct 27

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

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109220000/109212000/109211934/88deda1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109220000/109212000/109211934/f0c1a8f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/110000000/109220000/109212000/109211934/62b27a0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109220000/109212000/109211934/ea8961d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath

Augusta

7.4/10

Good

(3)

"Great Experience!"

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

Kimberly B.

CA $334

CA $529 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Augusta-Hotels-Luxe-2-Bed-Dome-W-Hot-Tub.h109211934.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107500000/107496600/107496576/25437ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107500000/107496600/107496576/70ef8503.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/108000000/107500000/107496600/107496576/847d0685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/108000000/107500000/107496600/107496576/bd1f4538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Dome w Hot Tub, King Bed, Full Bath & FirePit

Augusta

9.0/10

Wonderful

(4)

"This property was really cool to stay at. Nice and cozy with everything needed for a comfortable stay. "

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

Brandy B.

CA $282

CA $496 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Augusta-Hotels-Luxe-Dome-W-Hot-Tub.h107496576.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)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75856500/75856493/cf8e60e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

Old Town Winchester

9.0/10

Wonderful

(6)

"Our Wonder Clock stay was great. Everything was as expected. Location to downtown was awesome and very easily walkable. Our stay was cut short unexpectedly, but we would stay here again! The host was very responsive to one concern we had and was willing to fix immediately. "

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

Angela S.

CA $287

CA $518 total

includes taxes & fees

Nov 16 - Nov 17

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

![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75860000/75853600/75853509/49b61b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75860000/75853600/75853509/facc3b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Scarborough Fair walk to downtown two story apt

Old Town Winchester

9.6/10

Exceptional

(4)

"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 $311

CA $550 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Winchester-Hotels-Scarborough-Fair-Walk-To-Downtown-Two-Story-Apt.h75853509.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96990000/96989300/96989203/5741b6bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/97000000/96990000/96989300/96989203/98dc2745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/97000000/96990000/96989300/96989203/05b3e175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96990000/96989300/96989203/726e96cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Dome w/ Hot Tub, Full Bath & Mountain View!

Augusta

10/10

Exceptional

(5)

"Fabulous, will visit again"

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

H D S.

CA $336

CA $510 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Augusta-Hotels-Elegant-Rustic-Glamping-Dome-With-Mountain-View.h96989203.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119110000/119109900/119109888/bb213bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119110000/119109900/119109888/685d4771.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)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119110000/119109900/119109888/23f512b0.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

Old Town Winchester

CA $308

CA $552 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Winchester-Hotels-Magnolia-Wind-Elegant-3-BR-1BA-Loft-Apartment-Park-For-Free-And-Walk-Downtown.h119109888.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/76000000/75860000/75853900/75853887/11bbc02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75853900/75853887/81902a90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/76000000/75860000/75853900/75853887/1984db96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/76000000/75860000/75853900/75853887/9e695565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Blue Door steps from Handley Library

Old Town Winchester

5.4/10

(3)

"Perfect. Met all expectations. Small but Great."

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

derric3k

CA $161

CA $273 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Winchester-Hotels-The-Blue-Door-Steps-From-Handley-Library.h75853887.Hotel-Information)

![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/122000000/121350000/121343100/121343086/4fcfa18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121343100/121343086/c25e0aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121343100/121343086/1d674271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121350000/121343100/121343086/cb37ad4e.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

Berkeley Springs

CA $142

CA $318 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Berkeley-Springs-Hotels-Enjoy-This-Cabintiny-Home-On-24-Acres-Of-Oak-And-Hickory-Forest-Close-To-Berkeley-Springs.h121343086.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/106000000/105910000/105902800/105902795/7594c493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105910000/105902800/105902795/67fe17fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/106000000/105910000/105902800/105902795/ce796d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105910000/105902800/105902795/1269a84d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Cameron Grace Charming loft 1-bedroom apt in downtown Winchester

Winchester

CA $217

CA $361 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Winchester-Hotels-Cameron-Grace-Charming-Loft-1-Bedroom-Apt-In-Downtown-Winchester.h105902795.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=2025-11-06&endDate=2025-11-07&regionId=553248635976006643&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Gainesboro Hotel Reviews

![Motel 6 Winchester, VA](//images.trvl-media.com/lodging/1000000/50000/43100/43087/f87cf676_y.jpg)

### Motel 6 Winchester, VA

10/10 Excellent

"Very clean, safe. "

[](https://expedia.ca/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information)

![Travelodge by Wyndham Winchester](//images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg)

### Travelodge by Wyndham Winchester

10/10 Excellent

"Clean room. Good breakfast"

[](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)

![Hampton Inn Winchester-University/Mall Area](//images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg)

### Hampton Inn Winchester-University/Mall Area

10/10 Excellent

"Parking area felt very safe. Fruit available for breakfast. "

[](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information)

![TRU By Hilton Winchester](//images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b_y.jpg)

### TRU By Hilton Winchester

10/10 Excellent

"ok visit"

[](https://expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information)

![Candlewood Suites Winchester by IHG](//images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/0a2d8398_y.jpg)

### Candlewood Suites Winchester by IHG

10/10 Excellent

"Megan is delightful"

[](https://expedia.ca/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information)

![Hilton Garden Inn Martinsburg](//images.trvl-media.com/lodging/16000000/15570000/15569300/15569217/4c240ea0_y.jpg)

### Hilton Garden Inn Martinsburg

10/10 Excellent

"Staff extremely pleasant. Would return. Need more towel racks in bathrooms."

[](https://expedia.ca/Martinsburg-Hotels-Hilton-Garden-Inn-Martinsburg.h15569217.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg)

### La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent

"It was great the only thing bad .Breakfast only started at 7 am we had to leave at 6.30 am"

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

![Tru By Hilton Martinsburg](//images.trvl-media.com/lodging/103000000/102720000/102710100/102710055/0ce58ab1_y.jpg)

### Tru By Hilton Martinsburg

10/10 Excellent

"TRU hotels have never disappointed "

[](https://expedia.ca/Martinsburg-Hotels-Tru-By-Hilton-Martinsburg.h102710055.Hotel-Information)

![SpringHill Suites by Marriott Winchester](//images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg)

### SpringHill Suites by Marriott Winchester

10/10 Excellent

"The staff ws wonderful. Very clean"

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

## Find out more about Gainesboro

## Gainesboro Apartments information

| Number of reviews | 64 |
| --- | --- |
| Accommodation | 70 Apartments |
| Lowest Price | CA $256 |
| Highest Price | CA $558 |

## Frequently asked questions

### What's it like to stay at an apartment in Gainesboro?

> There are plenty of places to stay with in Winchester, with 78 hotels and accommodations including 26 apartments.

### Why consider an apartment over a traditional hotel room?

> Often offering more space than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for solo travelers who want to stay in at night and plan out their next day.

### What's the best apartment for my stay in Gainesboro?

> Here are some of the top apartments in the area: [Charming Loft In Winchester Va, Furnished and all Inclusive](https://www.expedia.ca/Winchester-Hotels-Charming-Loft-In-Winchester-Va.h114491101.Hotel-Information): Situated in Winchester, 9.9 mi/15.9 km from the heart of Gainesboro. [The Lovely Lodging- 2 bedroom apartment](https://www.expedia.ca/Martinsburg-Hotels-The-Lovely-Lodging-2-Bedroom-Apartment.h114251741.Hotel-Information): Located 20.1 mi/32.3 km away in Martinsburg. [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): Located in Winchester, 8.2 mi/13.2 km away. Includes Smart TVs. Access to onsite laundry facilities is available on site. ["Over The Ridge"Vintage Modern Apartment](https://www.expedia.ca/Berkeley-Springs-Hotels-Over-The-RidgeVintage-Modern-Apartment.h117999374.Hotel-Information): Located 13 mi/21 km away in Berkeley Springs. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. [Charming 1-bedroom apartment with AC, WiFi in pleasant Winchester pet-friendly](https://www.expedia.ca/Winchester-Hotels-Charming-1-Bedroom-Apartment-With-AC.h107727346.Hotel-Information): It's situated in Winchester, 10.1 mi/16.3 km from Gainesboro.

### What can I expect from the weather in Gainesboro?

> Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Gainesboro. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Gainesboro is 46 inches.

### What should I see and do in Gainesboro?

> While exploring the area, visit family-friendly sights like Shenandoah Valley Discovery Museum, or get outside and enjoy nature at Mackintosh Fruit Farm. In the larger area, you'll find Rock Harbor Golf Course and Museum of the Shenandoah Valley.

### What's the best way to get to and around Gainesboro?

> Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 16.8 mi (27.1 km) away from the heart of the city. Otherwise, look for flights into Washington Dulles Intl. Airport (IAD), which is 49 mi (78.8 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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-   [Flights from Cross Junction](https://www.expedia.ca/lp/flights/553248635975978078/flights-from-cross-junction)
-   [Flights from Denver (DEN) to Winchester (WGO)](https://www.expedia.ca/lp/flights/den/wgo/denver-to-winchester)
-   [Flights from Greenville (GSP) to Winchester (WGO)](https://www.expedia.ca/lp/flights/gsp/wgo/greenville-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)

-   [Jim Barnett Park](https://www.expedia.ca/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction)
-   [Winchester Vacations](https://www.expedia.ca/Winchester.d6056879.Destination-Travel-Guides)

-   [Budget Rental Cars in Winchester](https://www.expedia.ca/Budget-Car-Rentals-In-Winchester.d6056879-c39.Car-Rental-Guide-Suppliers)
-   [Car rental Winchester](https://www.expedia.ca/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide)
-   [National Car Rental Rental Cars in Winchester](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Winchester.d6056879-c42.Car-Rental-Guide-Suppliers)

-   [Winchester Vacation Rentals](https://www.expedia.ca/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals)

-   [Things to do in Winchester](https://www.expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)

-   [Book Apartments in Gainesboro on Expedia.com](https://www.expedia.com/Gainesboro-Apartments.d553248635976006643-aaApartments.Travel-Guide-Accommodation)