What to do in Winchester, VA

Activities, attractions and tours

Winchester
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby

Winchester Tourist Attractions & Activities

If you’re searching for an exciting holiday, count on Expedia.com.au to help you find interesting attractions, enlightening experiences, and tons of other fun things to do in Winchester AU$27. From first-rate tours to incredible deals on sightseeing trips – our extensive selection of local things to do and places to visit is just a few clicks away.

It doesn’t matter whether you’re travelling alone, alongside your main squeeze, or with your favourite friends or family members, Expedia has the inside scoop on what to see and do while in this corner of the world. And our search tool makes it simple to score the best deals around. So regardless of if you are on a tight budget or prefer to spare no expense, you’ll find exactly what you’re looking for by browsing over 1 activities in Winchester, Virginia.

The intuitive booking system here on Expedia.com.au makes planning your holiday easier—and more affordable—than ever before. And not only can you discover all the best Winchester attractions from AU$27, but you can also book flights, hire cars, and reserve hotel rooms all in just a few moments. A world of wonder awaits you and your travelling companions. Count on Expedia.com.au to help you plan the holiday of your dreams, and you’ll have the time of your life.


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Recommended things to do in Winchester

Number of things to do
1
Cheapest thing to do on Expedia
Shenandoah Tour: Self-Guided Drive: AU$27
Top 5 things to do
Half-day tours
With kids

What to do in Winchester


Discover the most popular places to visit in Winchester

Explore areas of Winchester

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Old Town Winchester

Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.

Old Town Winchester
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Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.

Winchester Historic District

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 


 

Day trip destinations from Winchester

Frequently asked questions

Is Winchester worth visiting?
Winchester offers an interesting mix of culture, local charm and attractions. Whether you're into history, nature or traditional cuisine, there's a lot here to enjoy.
How do I spend a day in Winchester?
After you've visited leading attractions like Shenandoah Valley Discovery Museum and Abram's Delight, spend some time discovering Winchester's retail and dining scene.
What is the top tourist attraction in Winchester?
The top tourist attraction in Winchester is Shenandoah Valley Discovery Museum, so don't forget to put it on your sightseeing itinerary.
Is three days enough to stay in Winchester?
You can easily tick off leading sights like Shenandoah Valley Discovery Museum, Winchester Little Theatre and Abram's Delight with a three-day getaway in Winchester. On average, many travellers book two days here. There's plenty to experience nearby too, so stay a bit longer and check out Loudoun County.
Is Winchester a walkable city?
It all depends on what you'd like to see and do in Winchester. Several key attractions, such as Shenandoah Valley Discovery Museum and Winchester Little Theatre, are accessible on foot. If you're up for a stroll through some of Winchester's best neighbourhoods, Old Town Winchester is 0.16 kilometres away from downtown, while Winchester Historic District is 0.32 kilometres away from the city centre and also within walking distance.
What are some activities to do in Winchester with kids?
If you are after attractions and activities for all the family, here are some terrific ideas for what to do in Winchester with kids.
What to do in Winchester for adults?
There are lots of things to do in Winchester, with activities for adults of all ages. End the day with a visit to Valerie Hill Winery or Mt Hebron Cemetery.
Are there free things to do in Winchester?
One of the simplest ways to find free things to do in Winchester is to speak with a local tour guide. You'll get insider recommendations on exciting neighbourhoods, parks and other hotspots you can experience without reaching into your pocket. Mt Hebron Cemetery is one place that doesn't charge an admission fee.