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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Browse Select Winchester Apartments

The Stock Exchange downtown 3rd floor studio apt
Fridge, microwave, oven, stovetop

The Stock Exchange downtown 3rd floor studio apt

2.0 star property
6.0 out of 10, (1)
The price is £140
includes taxes & fees
17 Aug - 18 Aug
The Stock Exchange downtown 3rd floor studio apt
Private apartment on a beautiful private farm!
Property grounds

Private apartment on a beautiful private farm!

10.0 out of 10, Exceptional, (4)
"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. "
The price is £215
includes taxes & fees
17 Aug - 18 Aug
Private apartment on a beautiful private farm!
Rosamond nice downtown studio apt
Interior

Rosamond nice downtown studio apt

8.0 out of 10, Very good, (2)
"Small but appropriately priced."
The price is £145
includes taxes & fees
29 Aug - 30 Aug
Rosamond nice downtown studio apt
Berryville Bliss: Basement Apartment in welcoming Berryville
Outdoor dining

Berryville Bliss: Basement Apartment in welcoming Berryville

10.0 out of 10, Exceptional, (3)
"Clean, comfortable and close to Historic Rosemont! Pool was incredible!"
The price is £349
includes taxes & fees
25 Aug - 26 Aug
Berryville Bliss: Basement Apartment in welcoming Berryville
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Fridge, microwave, oven, stovetop

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

2.0 star property
8.0 out of 10, Very good, (3)
"Clean property. Convenient to Old Town Winchester. All and all good property. Needs new bedroom pillows. Best."
The price is £176
includes taxes & fees
17 Aug - 18 Aug
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Scarborough Fair walk to downtown two story apt
Terrace/patio

Scarborough Fair walk to downtown two story apt

9.4 out of 10, Exceptional, (3)
"We stayed here overnight after our trip to Shenandoah. House had everything we needed for a peaceful night. "
The price is £295
includes taxes & fees
29 Aug - 30 Aug
Scarborough Fair walk to downtown two story apt
Nostalgia Lane in the heart of the city
3 bedrooms, iron/ironing board, WiFi, bed sheets

Nostalgia Lane in the heart of the city

8.8 out of 10, Excellent, (10)
"Great location in the heart of Winchester. Walking distance to everything. "
The price is £250
includes taxes & fees
17 Aug - 18 Aug
Nostalgia Lane in the heart of the city
The Blue Door steps from Handley Library
Exterior detail

The Blue Door steps from Handley Library

2.0 star property
7.0 out of 10, Good, (2)
"Perfect. Met all expectations. Small but Great."
The price is £145
includes taxes & fees
16 Sept - 17 Sept
The Blue Door steps from Handley Library
Apple Mountain Retreat
Property grounds

Apple Mountain Retreat

10.0 out of 10, Exceptional, (14)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
The price is £176
includes taxes & fees
17 Aug - 18 Aug
Apple Mountain Retreat
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Private kitchen

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

The price is £200
includes taxes & fees
8 Sept - 9 Sept
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Family Farmhouse Inn
Garden

Family Farmhouse Inn

3.0 star property
9.6 out of 10, Exceptional, (36)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
The price is £107
includes taxes & fees
26 Aug - 27 Aug
Family Farmhouse Inn
Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath
1 bedroom, WiFi, bed sheets

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

1.0 star property
7.4 out of 10, Good, (3)
"Great Experience!"
The price is £194
includes taxes & fees
3 Sept - 4 Sept
Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath
Elegant Retreat w/Vintage Charm & Modern Comforts
Property grounds

Elegant Retreat w/Vintage Charm & Modern Comforts

9.4 out of 10, Exceptional, (3)
"This Beautiful Inn took me back to my childhood. We enjoyed eating breakfast on the porch during our short stay. Short walk along the street or relaxing greenway by the river to Main street. We loved West Main Market Beer and Wine Garden around the corner. Crazy good sandwiches and friendly staff! Our room was clean and cozy with lots of large windows. Wild flowers by the greenway were a nice view. Quick note for those who are sensitive to fragrance. The owner did make an effort to remove plug...
The price is £101
includes taxes & fees
28 Aug - 29 Aug
Elegant Retreat w/Vintage Charm & Modern Comforts
Dog-Friendly Downtown Studio — Walk to Park, Shops
1 bedroom, desk, WiFi

Dog-Friendly Downtown Studio — Walk to Park, Shops

2.0 star property
10.0 out of 10, Exceptional, (8)
"We had a great stay at this pet friendly spot! We were in the area to visit family, and the location was perfect. "
The price is £173
includes taxes & fees
17 Aug - 18 Aug
Dog-Friendly Downtown Studio — Walk to Park, Shops
The San Francisco Way
Outdoor dining

The San Francisco Way

10.0 out of 10, Exceptional, (1)
The price is £140
includes taxes & fees
28 Aug - 29 Aug
The San Francisco Way
The Speakeasy Listening Room
1 bedroom, iron/ironing board, WiFi, bed sheets

The Speakeasy Listening Room

10.0 out of 10, Exceptional, (1)
"Me and my girlfriend throughly enjoyed every bit of this place. Everything was set up perfectly and we had no troubles getting in. This spot is beautiful and set up very nicely We definitely plan to stay here again in the future no complaints "
The price is £152
includes taxes & fees
28 Aug - 29 Aug
The Speakeasy Listening Room
The Little Red Schoolhouse
Fridge, microwave, oven, stovetop

The Little Red Schoolhouse

9.6 out of 10, Exceptional, (9)
"We loved the overall school house theme. Very comfortable accommodations! "
The price is £161
includes taxes & fees
3 Sept - 4 Sept
The Little Red Schoolhouse
The Nashville Experience
1 bedroom, desk, iron/ironing board, travel cot

The Nashville Experience

The price is £140
includes taxes & fees
28 Aug - 29 Aug
The Nashville Experience
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
Interior

Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street

10.0 out of 10, Exceptional, (3)
"Clean, cute, hot water, cool inside. I would stay again!!!"
The price is £166
includes taxes & fees
29 Aug - 30 Aug
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
New studio conveniently located in town of Luray.
Exterior

New studio conveniently located in town of Luray.

9.8 out of 10, Exceptional, (66)
"We enjoyed our stay at this studio apartment, which was convenient to town and a short drive from Shenandoah National Park."
The price is £135
includes taxes & fees
17 Aug - 18 Aug
New studio conveniently located in town of Luray.
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.
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Top Winchester Hotel Reviews

Quality Inn Winchester

Quality Inn Winchester

10/10 Excellent
"Comfortable beds. Great free breakfast and staff. Great price. Very clean "
Allen 1-night trip
Posted 1 day ago
Quality Inn Winchester