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Family Farmhouse Inn

3.0 star property
9.6 out of 10, Exceptional, (35)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
The price is HK$1,013
HK$1,137 total
includes taxes & fees
19 Aug - 20 Aug
Family Farmhouse Inn

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 HK$1,272
HK$2,063 total
includes taxes & fees
13 Aug - 14 Aug
Best location! The Ohio Suite @ historic 1799 Inn

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 HK$1,623
HK$2,442 total
includes taxes & fees
3 Sept - 4 Sept
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

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

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

9.8 out of 10, Exceptional, (17)
"Great two days at the farm. Quiet, clean, and friendly hosts. :) "
The price is HK$1,177
HK$2,121 total
includes taxes & fees
11 Aug - 12 Aug
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

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 HK$746
HK$1,403 total
includes taxes & fees
19 Aug - 20 Aug
New studio conveniently located in town of Luray.

The Downtown Flat at Creekside

10.0 out of 10, Exceptional, (7)
"We could not have loved this place more. We’re in a road trip and only stayed one night, but we really wished we could have stayed here longer. It was clean, nicely decorated, and was very luxurious. We will definitely be back. Thanks Sam and Jeff!"
The price is HK$1,170
HK$2,159 total
includes taxes & fees
12 Aug - 13 Aug
The Downtown Flat at Creekside

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

Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg

9.4 out of 10, Exceptional, (8)
"The location of this adorable cottage can’t be beat! Just minutes (by car) to downtown Middleburg. It’s perfect for a couple. "
Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg

Historic apartment in Old Town Warrenton, Virginia

9.8 out of 10, Exceptional, (48)
"The property was top notch! It was as comfortable as any 5 star hotels we have stayed in. Upon arrival we took advantage of the outdoor dining area and had drinks before leaving for dinner. The linens were also soft and fluffy. The rooms were beautifully decorated."
The price is HK$1,194
HK$1,837 total
includes taxes & fees
8 Aug - 9 Aug
Historic apartment in Old Town Warrenton, Virginia

Waterfront Virginia Retreat w/ Canoe, Pets Welcome

10.0 out of 10, Exceptional, (52)
"Fun little place to base from. Especially enjoyed the water and fire pit."
Waterfront Virginia Retreat w/ Canoe, Pets Welcome

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

9.6 out of 10, Exceptional, (7)
The price is HK$933
HK$1,520 total
includes taxes & fees
18 Aug - 19 Aug
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Luray Downtown / Hot Tub / Game Room / Firepit

10.0 out of 10, Exceptional, (4)
"The whole family, including the dog, loved it! Would definitely book again."
Luray Downtown / Hot Tub / Game Room / Firepit

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 HK$797
HK$2,260 total
includes taxes & fees
7 Aug - 8 Aug
Downtown Luray Getaway ~ Walk to Everything

Best location! The Iron Horse @ historic 1799 Inn

9.6 out of 10, Exceptional, (8)
"Perfect location, very nice accommodations! Loved the layout of the top apartment and loved the close proximity to many restaurants and trails. Would love to come back!"
The price is HK$1,389
HK$2,422 total
includes taxes & fees
18 Aug - 19 Aug
Best location! The Iron Horse @ historic 1799 Inn

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

10.0 out of 10, Exceptional, (90)
"Clean, quiet, and cozy. Thank you for being such great hosts—we really enjoyed our stay!!"
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues

Loft Apt Just off C&O near Harpers Ferry, AT, train to DC, & Frederick

10.0 out of 10, Exceptional, (13)
"Very nice stay!"
The price is HK$692
HK$1,449 total
includes taxes & fees
12 Aug - 13 Aug
Loft Apt Just off C&O near Harpers Ferry, AT, train to DC, & Frederick

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!

Cozy 1BR Apt Minutes From Skyline Drive!!

9.6 out of 10, Exceptional, (32)
"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 HK$954
HK$1,823 total
includes taxes & fees
11 Aug - 12 Aug
Cozy 1BR Apt Minutes From Skyline Drive!!

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 HK$1,590
HK$3,804 total
includes taxes & fees
11 Aug - 12 Aug
Berryville Bliss: Basement Apartment in welcoming Berryville
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

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You can choose from 21 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?
Below you'll find a favourite apartment in the area: Family Farmhouse Inn: Situated in Mount Jackson , 39.9 mi/64.2 km from the heart of Winchester.
How many apartments are there in Winchester?
Expedia has 21 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.