History • Architecture • Food • Beer

Experience Winchester VA Like Never Before

Discover Winchester one step, sip, bite at a time!

Explore the city’s unique and thriving food scene on our downtown Winchester walking mall food tours. Your experienced guide will introduce you to great local dishes and drinks while sharing stories about Winchester’s rich history and architecture.

Valentine’s Food Tour

What better way to show your love for someone than a complete afternoon sampling food? We’ll be stopping at 5-6 restaurants, while playing a fun version of The Newlywed Game, ending with a a complimentary Champagne toast and roses for the ladies!

Sat Feb 15, 2PM
2.5-3 Hour Tour
$55

Historic Food Tour

Explore Winchester in this one of a kind historic food tour where you’ll learn about the founding events of Winchester, local architecture, and sample 5-6 unique dishes.

Sat, 2PM
2.5-3 Hour Tour
$55

History and Hops Beer & Cider Tour

Ready to see the other side of Winchester? Learn about the strong women and how architecture has changed Winchester’s historic landscape while you sample beer and cider from our downtown breweries.

Sun, 2PM
2.5-3 Hour Tour
$65

    positive review  The tour guide and all the people at the restaurants we stopped at were so nice and we definitely got our fill's worth!

    Emily Gallery Avatar Emily Gallery
    May 12, 2019

    positive review  We really enjoyed the Taste of Winchester today. We discovered several places to go back and try the regular menu.

    Kerrie Bridge Avatar Kerrie Bridge
    September 29, 2019

    positive review  We had a great History and Hops tour! It was nice to get a tour of downtown Winchester from a local and learn history along the way! The beer was delicious. I highly recommend booking a tour!

    Genna D'Antonio Avatar Genna D'Antonio
    November 11, 2019