Apartments in Winchester

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Winchester apartments

Smart TV

Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city
Old Town Winchester
9.0 out of 10, Wonderful, (15 reviews)
"Adorable place and perfect for Winchester and surrounding parks, wineries, and farms."
United States
Tracy F.
The price is NZ$561
includes taxes & fees
19 Mar - 20 Mar
Nostalgia Lane in the heart of the city
Property grounds

Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
8.8 out of 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
Haley M.
The price is NZ$456
includes taxes & fees
19 Mar - 20 Mar
Lunar Loft, with mountain views
Living area

Morocco Loft 2BR overlooking city walking mall

Morocco Loft 2BR overlooking city walking mall
Old Town Winchester
10.0 out of 10, Exceptional, (2 reviews)
"Great property with all the comforts of home"
United States
Kristen R.
Morocco Loft 2BR overlooking city walking mall
Property grounds

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

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Bluemont
10.0 out of 10, Exceptional, (6 reviews)
"Had a fun visit. Property and host we're excellent."
United States
Daniel D.
The price is NZ$469
includes taxes & fees
9 Mar - 10 Mar
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Property grounds

Apple Mountain Retreat

Apple Mountain Retreat
Linden
10.0 out of 10, Exceptional, (21 reviews)
"Great place to stayed "
United States
Mike F.
The price is NZ$386
includes taxes & fees
8 Mar - 9 Mar
Apple Mountain Retreat
Interior

Rosamond nice downtown studio apt

Rosamond nice downtown studio apt
Winchester Historic District
8.0 out of 10, Very good, (2 reviews)
"Small but appropriately priced."
United States
John M.
Rosamond nice downtown studio apt
Interior

NEW! Historic Schoolhouse HotTub+FirePit+Wineries

NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Fauquier County
8.0 out of 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
Kathy S.
The price is NZ$470
includes taxes & fees
9 Mar - 10 Mar
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Smart TV, books

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

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Winchester Historic District
8.6 out of 10, Excellent, (4 reviews)
"Large historic house at a great location "
United States
Bryan T.
The price is NZ$396
includes taxes & fees
8 Mar - 9 Mar
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Dining

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

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Old Town Winchester
9.0 out of 10, Wonderful, (6 reviews)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is NZ$625
includes taxes & fees
19 Mar - 20 Mar
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Exterior detail

The Stock Exchange downtown 3rd floor studio apt

The Stock Exchange downtown 3rd floor studio apt
Winchester Historic District
6.0 out of 10, (1 review)
The Stock Exchange downtown 3rd floor studio apt
Smart TV, fireplace

Scarborough Fair walk to downtown two story apt

Scarborough Fair walk to downtown two story apt
Old Town Winchester
9.8 out of 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
Larry E.
The price is NZ$663
includes taxes & fees
19 Mar - 20 Mar
Scarborough Fair walk to downtown two story apt
Interior

Very charming & spacious 2 bedrm

Very charming & spacious 2 bedrm
Winchester
The price is NZ$317
includes taxes & fees
5 Apr - 6 Apr
Very charming & spacious 2 bedrm
Interior

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Old Town Winchester
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful space; helpful host."
United States
Sally C.
The price is NZ$703
includes taxes & fees
20 Mar - 21 Mar
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Smart TV

Yellow Submarine trendy basement apt and courtyard

Yellow Submarine trendy basement apt and courtyard
Old Town Winchester
7.6 out of 10, Good, (4 reviews)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
The price is NZ$434
includes taxes & fees
19 Mar - 20 Mar
Yellow Submarine trendy basement apt and courtyard
Exterior detail

The Blue Door steps from Handley Library

The Blue Door steps from Handley Library
Old Town Winchester
5.4 out of 10, (3 reviews)
"Perfect. Met all expectations. Small but Great."
United States
derric3k
The Blue Door steps from Handley Library
Apartment (3 Bedrooms) | Interior

Charming Townhome < 1 Mi to Zoo & Luray Caverns!

Charming Townhome < 1 Mi to Zoo & Luray Caverns!
3.5 star property
Luray
9.4 out of 10, Exceptional, (9 reviews)
"Enjoyed our stay. The townhouse exceeded our expectations. Well taken care of and convenient the attractions my family were interested in."
United States
Jenifer
The price is NZ$624
includes taxes & fees
16 Mar - 17 Mar
Charming Townhome < 1 Mi to Zoo & Luray Caverns!
Garden

Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (38 reviews)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
United States
Carri
The price is NZ$253
includes taxes & fees
9 Mar - 10 Mar
Roadhaven1830
Outdoor dining

The Downtown Flat at Creekside

The Downtown Flat at Creekside
Berkeley Springs
10.0 out of 10, Exceptional, (19 reviews)
"Awesome stay. Perfect setting and impeccable place. "
United States
Mark B.
The price is NZ$498
includes taxes & fees
18 Mar - 19 Mar
The Downtown Flat at Creekside
1 bedroom, desk, iron/ironing board, free WiFi

Cozy Apartment w/ King bed in lovely VA Wine Country; Enough room for up to 6!

Cozy Apartment w/ King bed in lovely VA Wine Country; Enough room for up to 6!
Purcellville
10.0 out of 10, Exceptional, (1 review)
"Had a wonderful stay. The space was very cute and was clean and comfortable. The hosts were helpful and accommodating. We appreciated everything. "
United States
Amanda H.
The price is NZ$340
includes taxes & fees
8 Mar - 9 Mar
Cozy Apartment w/ King bed in lovely VA Wine Country; Enough room for up to 6!
Interior

Loft Apt Just off C&O near Harpers Ferry and AT

Loft Apt Just off C&O near Harpers Ferry and AT
Brunswick
10.0 out of 10, Exceptional, (17 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
Mark B.
The price is NZ$339
includes taxes & fees
8 Mar - 9 Mar
Loft Apt Just off C&O near Harpers Ferry and AT
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

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Great hotel stay for our trip down soutg! Very clean and very nice rooms- very quiet!"
Nancy 1-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Winchester

Find out more about Winchester

Winchester Apartments information

Number of reviews
156
Accommodation
200 Apartments
Lowest Price
NZ$253
Highest Price
NZ$703

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You can choose from 26 apartments in Winchester for your trip. Take time to enjoy the array of shops and top-notch restaurants in this vibrant area.
Why should you consider an apartment versus a traditional hotel?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for solo travellers who want to stay in a quieter area.
What's the best apartment for my stay in Winchester?
Listed below are some of the more popular apartments in the area to choose from: Charming Loft In Winchester Va, Furnished and all Inclusive: Situated in Winchester , 2.9 mi/4.7 km from the heart of Winchester. Historic 2-Bedroom in Old Town Warrenton, Virginia: Located 37.9 mi/61 km away in Warrenton . Free WiFi, a patio and a dining area are included . Access to on-site laundry facilities is available on site . Apple Mountain Retreat: Located in Linden , 18.4 mi/29.6 km away. Includes free WiFi, a patio and a fireplace . Access to on-site laundry facilities is available on site . The Downtown Flat at Creekside: 30.8 mi/49.6 km away in Berkeley Springs . Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry: It's located in Harpers Ferry , 25 mi/40.2 km from Winchester. Includes free WiFi, a fireplace and a Smart TV .
How many apartments are there in Winchester?
Expedia has 26 apartments to book in Winchester.
What will the weather be like when I travel to Winchester?
Although weather is just one factor, it can really affect your travel plans, especially when you are planning a longer stay in Winchester. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Winchester is 1172 mm.
What should I see in Winchester?
Travellers come to Winchester for its restaurants and shops. Cultural attractions include Bright Box Theater and Museum of the Shenandoah Valley, whereas Jim Barnett Park and Star Fort Civil War Battlefield are a couple of picturesque spots to enjoy the outdoors. Shenandoah Valley Discovery Museum and Patsy Cline Historic House are other places to visit while you're in town.
What's the best way to get to and around Winchester?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) away from the heart of the city. Otherwise, look for flights into Washington Dulles International Airport (IAD), which is 41.7 mi (67.1 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.