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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Winchester apartments

Property grounds

Apartment in Bluemont

Lunar Loft, with mountain views
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 €231
includes taxes & fees
2 Mar - 3 Mar
Lunar Loft, with mountain views
Smart TV

Apartment in Old Town Winchester

Nostalgia Lane in the heart of the city
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 €282
includes taxes & fees
1 Apr - 2 Apr
Nostalgia Lane in the heart of the city
Property grounds

Apartment in Linden

Apple Mountain Retreat
10.0 out of 10, Exceptional, (21 reviews)
"Great place to stayed "
United States
Mike F.
The price is €196
includes taxes & fees
2 Mar - 3 Mar
Apple Mountain Retreat
Property grounds

Apartment in Bluemont

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
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 €237
includes taxes & fees
3 Mar - 4 Mar
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Living area

Apartment in Old Town Winchester

Morocco Loft 2BR overlooking city walking mall
10.0 out of 10, Exceptional, (2 reviews)
"Great property with all the comforts of home"
United States
Kristen R.
The price is €268
includes taxes & fees
1 Apr - 2 Apr
Morocco Loft 2BR overlooking city walking mall
Interior

Apartment in Winchester Historic District

Rosamond nice downtown studio apt
8.0 out of 10, Very good, (2 reviews)
"Small but appropriately priced."
United States
John M.
The price is €167
includes taxes & fees
31 Mar - 1 Apr
Rosamond nice downtown studio apt
Interior

Apartment in Fauquier County

NEW! Historic Schoolhouse HotTub+FirePit+Wineries
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 €247
includes taxes & fees
4 Mar - 5 Mar
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Smart TV, books

Apartment in Winchester Historic District

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
8.6 out of 10, Excellent, (4 reviews)
"Large historic house at a great location "
United States
Bryan T.
The price is €200
includes taxes & fees
2 Mar - 3 Mar
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Interior

Apartment in Winchester

Very charming & spacious 2 bedrm
The price is €165
includes taxes & fees
29 Mar - 30 Mar
Very charming & spacious 2 bedrm
Exterior detail

Apartment in Winchester Historic District

The Stock Exchange downtown 3rd floor studio apt
6.0 out of 10, (1 review)
The Stock Exchange downtown 3rd floor studio apt
Dining

Apartment in Old Town Winchester

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
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 €310
includes taxes & fees
2 Mar - 3 Mar
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Smart TV, fireplace

Apartment in Old Town Winchester

Scarborough Fair walk to downtown two story apt
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 €329
includes taxes & fees
2 Mar - 3 Mar
Scarborough Fair walk to downtown two story apt
Smart TV

Apartment in Old Town Winchester

Yellow Submarine trendy basement apt and courtyard
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 €219
includes taxes & fees
17 Mar - 18 Mar
Yellow Submarine trendy basement apt and courtyard
Interior

Apartment in Old Town Winchester

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful space; helpful host."
United States
Sally C.
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Exterior detail

Apartment in Old Town Winchester

The Blue Door steps from Handley Library
5.4 out of 10, (3 reviews)
"Perfect. Met all expectations. Small but Great."
United States
derric3k
The Blue Door steps from Handley Library
Garden

Apartment in Mount Jackson

Roadhaven1830
3.0 star property
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 €128
includes taxes & fees
2 Mar - 3 Mar
Roadhaven1830
Property grounds

Apartment in Harpers Ferry

Best location! Baltimore Suite @ historic 1799 Inn
9.6 out of 10, Exceptional, (11 reviews)
"Great location in Lower Harper's Ferry. We completely enjoyed our stay. Will definitely be staying again in the future."
United States
Andrew R.
The price is €188
includes taxes & fees
2 Mar - 3 Mar
Best location! Baltimore Suite @ historic 1799 Inn
Desk, iron/ironing board, free WiFi, bed sheets

Apartment in Middleburg

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
9.8 out of 10, Exceptional, (23 reviews)
"We had an excellent time and our dog loved the farm. The hosts are fantastic people and were very helpful. The room was clean and comfortable. We location is nice just a few minutes drive from downtown Middleburg and in a beautiful area. We will definitely return."
United States
Henri G.
The price is €231
includes taxes & fees
2 Mar - 3 Mar
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Outdoor dining

Apartment in Berkeley Springs

The Downtown Flat at Creekside
10.0 out of 10, Exceptional, (19 reviews)
"Awesome stay. Perfect setting and impeccable place. "
United States
Mark B.
The price is €252
includes taxes & fees
2 Mar - 3 Mar
The Downtown Flat at Creekside
Exterior detail

Apartment in Brunswick

Cozy Getaway near Harper`s Ferry, C&O & Potomac
9.8 out of 10, Exceptional, (56 reviews)
"Host was welcoming and place was as described and in very clean condition. "
United States
Junaid B.
The price is €156
includes taxes & fees
2 Mar - 3 Mar
Cozy Getaway near Harper`s Ferry, C&O & Potomac
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

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Checking in was very pleasant and I was very happy that they had coffee for 24/7 ! The place was very clean. The room was very comfortable and I was happy. I had the big bathroom… only thing was we got up late because of the heavy drinking the night before and by 945 they started cleaning up already the breakfast area I felt kind of uncomfortable and they were very cold towards us "
Djinel 1-night trip
Posted 3 days ago
Hampton Inn Martinsburg

Find out more about Winchester

Winchester Apartments information

Number of reviews
219
Accommodation
200 Apartments
Lowest Price
€128
Highest Price
€329

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.