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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Winchester apartments

A modern living room with a sofa, a coffee table, and a lamp. There is a kitchen area in the background with cabinets and a painting on the wall.

1. Executive Suites

Executive Suites
3.0 star property
Winchester
The price is S$324
includes taxes & fees
16 Nov - 17 Nov
Executive Suites
A two-story residential building with a front porch, a pathway leading to the entrance, and a well-maintained lawn.

2. Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.4 out of 10, Exceptional, (55 reviews)
"Wow what an awesome place to stay!! Clean and so nice. I highly recommend."
United States
Mickey
The price is S$180
includes taxes & fees
16 Nov - 17 Nov
Roadhaven1830
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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Winchester and related destinations

Stroll through the charming pedestrian mall in the historic district, where shops and excellent restaurants await. Delve into local culture at the Museum of the Shenandoah Valley or catch a show at the Bright Box Theatre.

See all hotels in Winchester
A white neoclassical building with columns, an American flag, and a clock tower.

Frequently Asked Questions

What's it like to stay at an apartment in Winchester?

You can choose from 23 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: Roadhaven1830: Located in Mount Jackson , 39.9 mi/64.2 km from the heart of Winchester. Includes free WiFi, a private garden and a Smart TV . Free parking and a terrace are on site .

How many apartments are there in Winchester?

Expedia has 23 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.