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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

Featured Apartments in Winchester and around

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Microwave

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

9.6 out of 10, Exceptional, (7)
The price is €171
includes taxes & fees
25 Aug - 26 Aug
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
Fridge, microwave, oven, stovetop

Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues

10.0 out of 10, Exceptional, (90)
"Great place and part of Virginia house country (now wine and craft beer country). Accommodations are clean and perfect for my wife and me. "
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg
Dining

Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg

9.4 out of 10, Exceptional, (3)
"The apartment is great. I suspect it would be particularly awesome for a long-term stay. It's a basement apartment, so stairs weren't a surprise. Obviously, if you're not mobile, you won't pick this apartment. However, if you're a little wobbly, the stairs only have one handrail (it's not sketchy, but I rely pretty heavily on my handrails, and this one was not comforting), the bathroom floor is shiny and terrifying, the walk to the unit is bumpy, with lots of tree roots, uphill, and possibly...
Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg
Cozy 1BR Apt Minutes From Skyline Drive!!
Fridge, microwave, oven, stovetop

Cozy 1BR Apt Minutes From Skyline Drive!!

9.6 out of 10, Exceptional, (33)
"The Cozy Apartment was a nice little stay for our trip to the area including great vineyards, great restaurant (Claire's) in Warrenton, and a great experience in one of our nation's best National Parks - Shenandoah National Park. "
The price is €205
includes taxes & fees
15 Aug - 16 Aug
Cozy 1BR Apt Minutes From Skyline Drive!!
"Over The Ridge"Vintage Modern Apartment
Interior

"Over The Ridge"Vintage Modern Apartment

10.0 out of 10, Exceptional, (3)
"The hosts were great! I enjoyed the tub and the soft lighting! "
The price is €191
includes taxes & fees
28 Aug - 29 Aug
"Over The Ridge"Vintage Modern Apartment
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Desk, iron/ironing board, free WiFi, bed sheets

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

9.8 out of 10, Exceptional, (17)
"Cute farm, nice family. Place as advertised. Close to beautiful country and lots of vineyards."
The price is €230
includes taxes & fees
19 Aug - 20 Aug
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick
Exterior

Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick

10.0 out of 10, Exceptional, (15)
"Absolutely loved staying in this historic apartment! The hosts are incredibly friendly and the area is very walkable with local food and shops within a quarter to half mile. Such a great experience here, can’t recommend it enough and can’t wait to stay again!"
The price is €141
includes taxes & fees
18 Aug - 19 Aug
Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick
Cozy private ground floor apartment in townhome walking distance to historic HF
Fridge, microwave, coffee/tea maker, toaster

Cozy private ground floor apartment in townhome walking distance to historic HF

10.0 out of 10, Exceptional, (2)
"We had a great time checking out Harpers Ferry and enjoyed staying here. Directions were clear and everything was described accurately. "
Cozy private ground floor apartment in townhome walking distance to historic HF
Downtown Luray Getaway ~ Walk to Everything
Private kitchen

Downtown Luray Getaway ~ Walk to Everything

2.0 star property
9.6 out of 10, Exceptional, (4)
"The property is perfectly appointed for a family weekend stay. The kitchen is well stocked and the entire unit is appointed with everything you could need. Communication with the property owner was easy and they provided detailed answers to our questions. Would totally stay here again!"
The price is €253
includes taxes & fees
25 Aug - 26 Aug
Downtown Luray Getaway ~ Walk to Everything
Best location! The Ohio Suite @ historic 1799 Inn
1 bedroom, free WiFi, bed sheets

Best location! The Ohio Suite @ historic 1799 Inn

9.6 out of 10, Exceptional, (13)
"The perfect location from which to explore the town."
The price is €232
includes taxes & fees
18 Aug - 19 Aug
Best location! The Ohio Suite @ historic 1799 Inn
New studio conveniently located in town of Luray.
Exterior

New studio conveniently located in town of Luray.

9.8 out of 10, Exceptional, (65)
"We enjoyed our stay at this studio apartment, which was convenient to town and a short drive from Shenandoah National Park."
The price is €157
includes taxes & fees
28 Aug - 29 Aug
New studio conveniently located in town of Luray.
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
Outdoor dining

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

10.0 out of 10, Exceptional, (5)
"Perfect location and fit! Perfect balance of privacy and access"
The price is €303
includes taxes & fees
28 Aug - 29 Aug
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
Epic Brunswick Apartment with Deck!
1 bedroom, desk, iron/ironing board, WiFi

Epic Brunswick Apartment with Deck!

9.8 out of 10, Exceptional, (23)
"My husband & I had a wonderful stay. The apartment was clean, kitchen well-stocked, and it was the perfect location for a race I did along the C & O Canal. We made the short drive to Harper’s Ferry to go to dinner one night. We will definitely book again if we return to the area."
Epic Brunswick Apartment with Deck!
Top o' the Hill Apt. in historic Harpers Ferry
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Top o' the Hill Apt. in historic Harpers Ferry

9.8 out of 10, Exceptional, (37)
"Clean, relaxing stay. Close to town and lots to do!"
The price is €233
includes taxes & fees
18 Aug - 19 Aug
Top o' the Hill Apt. in historic Harpers Ferry
Buckingham Palace- one bedroom apartment
TV

Buckingham Palace- one bedroom apartment

Buckingham Palace- one bedroom apartment
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 €409
includes taxes & fees
27 Aug - 28 Aug
Berryville Bliss: Basement Apartment in welcoming Berryville
Luxury Loft at Luray - Mins to Main St & Caverns!
Fridge, microwave, oven, stovetop

Luxury Loft at Luray - Mins to Main St & Caverns!

10.0 out of 10, Exceptional, (4)
"The location is excellent with immediate walking access to Main Street Luray with all its shops."
Luxury Loft at Luray - Mins to Main St & Caverns!
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 €117
includes taxes & fees
28 Aug - 29 Aug
Elegant Retreat w/Vintage Charm & Modern Comforts
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 €124
includes taxes & fees
28 Aug - 29 Aug
Family Farmhouse Inn
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Terrace/patio

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

10.0 out of 10, Exceptional, (9)
"2 night stay celebrating our 21 year anniversary! Host was attentive & communicated through text daily to check how our stay was going! Unique property grounds & highly enjoyable!"
The price is €267
includes taxes & fees
3 Sept - 4 Sept
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
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

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

10/10 Excellent
"Comfortable, clean room conveniently located off the highway. Great breakfast in the morning and helpful staff. Would stay again! "
Krista 1-night trip
Posted 10 hours ago
SpringHill Suites by Marriott Winchester

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You can choose from 24 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 is a favourite apartment in the area: Family Farmhouse Inn: It's located in Mount Jackson , 39.9 mi/64.2 km away.
How many apartments are there in Winchester?
Expedia has 24 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 Winchester Little Theater, 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.