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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Winchester apartments

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.
The price is £144
includes taxes & fees
11 Feb - 12 Feb
Rosamond nice downtown studio apt
Interior

Very charming & spacious 2 bedrm

Very charming & spacious 2 bedrm
Winchester
The price is £131
includes taxes & fees
15 Feb - 16 Feb
Very charming & spacious 2 bedrm
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 £202
includes taxes & fees
11 Feb - 12 Feb
Lunar Loft, with mountain views
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 £210
includes taxes & fees
11 Feb - 12 Feb
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
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 price is £149
includes taxes & fees
11 Feb - 12 Feb
The Stock Exchange downtown 3rd floor studio apt
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 £192
includes taxes & fees
11 Feb - 12 Feb
Yellow Submarine trendy basement apt and courtyard
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 £244
includes taxes & fees
11 Feb - 12 Feb
Nostalgia Lane in the heart of the city
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, (5 reviews)
"Had a fun visit. Property and host we're excellent."
United States
Daniel D.
The price is £210
includes taxes & fees
11 Feb - 12 Feb
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 £172
includes taxes & fees
11 Feb - 12 Feb
Apple Mountain Retreat
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)
"Clean property. Convenient to Old Town Winchester. All and all good property. Needs new bedroom pillows. Best."
United States
matthew r.
The price is £174
includes taxes & fees
17 Feb - 18 Feb
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
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, (1 review)
"Beautiful space; helpful host."
United States
Sally C.
The price is £284
includes taxes & fees
11 Feb - 12 Feb
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
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 £272
includes taxes & fees
15 Feb - 16 Feb
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
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 £286
includes taxes & fees
15 Feb - 16 Feb
Scarborough Fair walk to downtown two story apt
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 £111
includes taxes & fees
11 Feb - 12 Feb
Roadhaven1830
Terrace/patio

Vintage Elegance w/Floral Accents & Timeless Decor

Vintage Elegance w/Floral Accents & Timeless Decor
Luray
The price is £125
includes taxes & fees
22 Feb - 23 Feb
Vintage Elegance w/Floral Accents & Timeless Decor
Exterior detail

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

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (55 reviews)
"great communication, very easy people to talk to they were so sweet! the place was exactly what i was looking for and everything was kept very clean on arrival, and the area was lovely!"
United States
Maggie M.
The price is £127
includes taxes & fees
8 Mar - 9 Mar
Cozy Getaway near Harper`s Ferry, C&O & Potomac
Fridge, microwave, oven, stovetop

The Little Red Schoolhouse

The Little Red Schoolhouse
Cross Junction
9.8 out of 10, Exceptional, (13 reviews)
"Lovely two night stay. The hot tub was clean and enjoyable as quick get away for my husband and me. Would absolutely stay again and refer others to do the same. "
United States
Nikki B.
The price is £148
includes taxes & fees
9 Mar - 10 Mar
The Little Red Schoolhouse
Beach

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

Enjoy this cabin/tiny home on 24 acres of oak and hickory forest close to Berkeley Springs, WV
Berkeley Springs
10.0 out of 10, Exceptional, (1 review)
"Everything from booking the stay to arriving and checking in was quick and convenient. The host emailed us directions and was easy to navigate toThe owl was just the perfect size for "
United States
kayla c.
The price is £136
includes taxes & fees
11 Feb - 12 Feb
Enjoy this cabin/tiny home on 24 acres of oak and hickory forest close to Berkeley Springs, WV
Terrace/patio

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Luray
9.8 out of 10, Exceptional, (16 reviews)
"It was an amazing place, will recommend to friends and hopefully will be back."
United States
Lucerito I.
The price is £183
includes taxes & fees
11 Feb - 12 Feb
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
2 bedrooms, iron/ironing board, WiFi, bed sheets

Tiny Cabin w Fire Pit Game Room and Dog Friendly

Tiny Cabin w Fire Pit Game Room and Dog Friendly
Great Cacapon
10.0 out of 10, Exceptional, (4 reviews)
"Lovely little cabin, everything we needed for a short weekend stay. Very cozy and comfortable. "
United States
Abigail G.
The price is £196
includes taxes & fees
11 Feb - 12 Feb
Tiny Cabin w Fire Pit Game Room and Dog Friendly
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

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Very friendly staff. Quick easy check in. Comfortable, clean room and a nice breakfast for a great price!"
John 1-night trip
Posted 1 day ago
Comfort Inn & Suites Winchester

Find out more about Winchester

Winchester Apartments information

Number of reviews
192
Accommodation
200 Apartments
Lowest Price
£111
Highest Price
£286

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?
Here's a top apartment in the area: Roadhaven1830: 39.9 mi/64.2 km away in Mount Jackson .
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.