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.

Self Guided 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 visit 5-6 restaurants. 

Fri, Sat, Sun
$25 per group

    positive review  I have loved living in Winchester for the past fifteen years, but today, I fell in love with it all over again! We did the food and history tour given by Misty and Anthony, a dynamic duo! We immensely enjoyed being in their company and all the amazing food and history that they presented to us. They have wonderful relationships with the owners of the restaurants, who personally gave us beautiful presentations of their food and history of their restaurants. We felt so welcomed by everyone we met and made to feel like part for he community. We are looking forward to taking other tours that you are working on. Thank you so much for all the time and love you have invested in this little town we call home;)

    Cari A. Brown Avatar Cari A. Brown
    January 26, 2020

    positive review  Wonderful all the way around! Great Hosts, food and deserts. Made friends and learned some history. Highly recommend this tour.

    Chris Cardinale Avatar Chris Cardinale
    February 15, 2020

    positive review  The tour was fun, delicious, and informative. We are our way through the walking mall and got to try new places and new dishes. We loved Misty and Anthony who were our guides. It was an awesome day date!

    Katie Landi Jordan Avatar Katie Landi Jordan
    April 7, 2019