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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Winchester apartments

Interior
Rosamond nice downtown studio apt

Apartment in Winchester Historic District

Rosamond nice downtown studio apt
8.0 out of 10, Very good, (2)
"Small but appropriately priced."
United States
John M.
The price is HK$856
HK$1,500 total
includes taxes & fees
8 Feb - 9 Feb
Rosamond nice downtown studio apt
Property grounds
Private apartment on a beautiful private farm!

Apartment in Bluemont

Private apartment on a beautiful private farm!
8.8 out of 10, Excellent, (6)
"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 HK$1,051
HK$2,104 total
includes taxes & fees
15 Jan - 16 Jan
Private apartment on a beautiful private farm!
Property grounds
Apple Mountain Retreat

Apartment in Linden

Apple Mountain Retreat
10.0 out of 10, Exceptional, (21)
"Great place to stayed "
United States
Mike F.
The price is HK$1,051
HK$1,812 total
includes taxes & fees
9 Jan - 10 Jan
Apple Mountain Retreat
Interior
NEW! Historic Schoolhouse HotTub+FirePit+Wineries

Apartment in Fauquier County

NEW! Historic Schoolhouse HotTub+FirePit+Wineries
8.0 out of 10, Very good, (1)
"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 HK$888
HK$2,451 total
includes taxes & fees
4 Feb - 5 Feb
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Exterior detail
The Stock Exchange downtown 3rd floor studio apt

Apartment in Winchester Historic District

The Stock Exchange downtown 3rd floor studio apt
2.0 star property
6.0 out of 10, (1)
The price is HK$856
HK$1,544 total
includes taxes & fees
1 Feb - 2 Feb
The Stock Exchange downtown 3rd floor studio apt
Smart TV
Nostalgia Lane in the heart of the city

Apartment in Old Town Winchester

Nostalgia Lane in the heart of the city
9.0 out of 10, Wonderful, (14)
"Adorable place and perfect for Winchester and surrounding parks, wineries, and farms."
United States
Tracy F.
The price is HK$1,440
HK$2,488 total
includes taxes & fees
25 Jan - 26 Jan
Nostalgia Lane in the heart of the city
Smart TV, books
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

Apartment in Winchester Historic District

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
2.0 star property
8.6 out of 10, Excellent, (4)
"Clean property. Convenient to Old Town Winchester. All and all good property. Needs new bedroom pillows. Best."
United States
matthew r.
The price is HK$1,074
HK$1,791 total
includes taxes & fees
25 Jan - 26 Jan
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Smart TV
Yellow Submarine trendy basement apt and courtyard

Apartment in Old Town Winchester

Yellow Submarine trendy basement apt and courtyard
7.6 out of 10, Good, (4)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
The price is HK$1,137
HK$1,976 total
includes taxes & fees
2 Feb - 3 Feb
Yellow Submarine trendy basement apt and courtyard
Interior
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

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, (1)
"Beautiful space; helpful host."
United States
Sally C.
The price is HK$1,713
HK$3,017 total
includes taxes & fees
8 Feb - 9 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

Apartment in Old Town Winchester

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
9.0 out of 10, Wonderful, (6)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is HK$1,596
HK$2,805 total
includes taxes & fees
15 Jan - 16 Jan
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Smart TV, fireplace
Scarborough Fair walk to downtown two story apt

Apartment in Old Town Winchester

Scarborough Fair walk to downtown two story apt
9.6 out of 10, Exceptional, (5)
"Charming home! Lovely decor. Was perfect for our stay. Great location, walkable to the historical district. Host was very friendly and communicative. "
United States
Stephanie L.
The price is HK$1,728
HK$3,043 total
includes taxes & fees
8 Feb - 9 Feb
Scarborough Fair walk to downtown two story apt
Garden
Roadhaven1830

Apartment in Mount Jackson

Roadhaven1830
3.0 star property
9.6 out of 10, Exceptional, (38)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
United States
Carri
The price is HK$1,051
HK$1,180 total
includes taxes & fees
10 Jan - 11 Jan
Roadhaven1830
Beach
Enjoy this cabin/tiny home on 24 acres of oak and hickory forest close to Berkeley Springs, WV

Apartment in Berkeley Springs

Enjoy this cabin/tiny home on 24 acres of oak and hickory forest close to Berkeley Springs, WV
2.0 star property
10.0 out of 10, Exceptional, (1)
"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 HK$653
HK$1,402 total
includes taxes & fees
9 Jan - 10 Jan
Enjoy this cabin/tiny home on 24 acres of oak and hickory forest close to Berkeley Springs, WV
Outdoor spa tub
Luray Downtown / Hot Tub / Game Room / Firepit

Apartment in Luray

Luray Downtown / Hot Tub / Game Room / Firepit
9.8 out of 10, Exceptional, (7)
"A nice house and great amenities. We enjoyed our stay and had easy drives to different activities. Perfect for a family short vacation."
United States
Mohamed S.
Luray Downtown / Hot Tub / Game Room / Firepit
Terrace/patio
Elegant Retreat w/Vintage Charm & Modern Comforts

Apartment in Luray

Elegant Retreat w/Vintage Charm & Modern Comforts
9.8 out of 10, Exceptional, (6)
"Quaint house in a small town with a wonderdul trail right behind the residence."
United States
Amber K.
The price is HK$610
HK$1,035 total
includes taxes & fees
13 Jan - 14 Jan
Elegant Retreat w/Vintage Charm & Modern Comforts
Exterior
Downtown Loft by Brewery & Trails

Apartment in Brunswick

Downtown Loft by Brewery & Trails
2.0 star property
The price is HK$545
HK$1,725 total
includes taxes & fees
11 Jan - 12 Jan
Downtown Loft by Brewery & Trails
Interior
Loft Apt Just off C&O near Harpers Ferry and AT

Apartment in Brunswick

Loft Apt Just off C&O near Harpers Ferry and AT
10.0 out of 10, Exceptional, (16)
"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 HK$763
HK$1,436 total
includes taxes & fees
12 Jan - 13 Jan
Loft Apt Just off C&O near Harpers Ferry and AT
Interior
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street

Apartment in Warrenton

Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
10.0 out of 10, Exceptional, (4)
"I love staying here! It's cozy and comfortable and in a perfect location. "
United States
Jenny D.
The price is HK$1,285
HK$2,068 total
includes taxes & fees
18 Jan - 19 Jan
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
Exterior
The San Francisco Way

Apartment in Martinsburg

The San Francisco Way
9.4 out of 10, Exceptional, (3)
"Super cute, great spot, affordable. Would stay again if I visit Martinsburg. "
United States
Alex R.
The price is HK$654
HK$1,445 total
includes taxes & fees
13 Jan - 14 Jan
The San Francisco Way
Exterior
Historic Getaway near C&O Canal, hiking and biking

Apartment in Brunswick

Historic Getaway near C&O Canal, hiking and biking
10.0 out of 10, Exceptional, (1)
"Clean, great location, and charming/updated space. Highly recommend! Host was super communicative and helpful!! "
United States
Kaitlin L.
The price is HK$934
HK$1,832 total
includes taxes & fees
12 Jan - 13 Jan
Historic Getaway near C&O Canal, hiking and biking
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"
Deborah 2-night trip
Posted 4 days ago
La Quinta Inn & Suites by Wyndham Winchester

Find out more about Winchester

Winchester Apartments information

Number of reviews
130
Accommodation
200 Apartments
Lowest Price
HK$1,035
Highest Price
HK$3,043

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You can choose from 25 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 popular apartment in the area: Roadhaven1830: Located 39.9 mi/64.2 km away in Mount Jackson .
How many apartments are there in Winchester?
Expedia has 25 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.

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