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  Great way to spend an afternoon: learning about the Winchester Historic District and enjoying samplings from the diverse collection of restaurants in the area. Our Guide, Anthony, was spectacular! Try the meatballs and mashed potatoes at the Fellowship of the Sip. Absolutely delightful!

    Jani Wright Avatar Jani Wright
    August 13, 2019

    positive review  We had a great time on this food/history tour! Misty and Tony make a great team together. As I have not grown up in America the history information was so interesting for me to learn. Starting the tour at the Hideaway Cafe was great . Excellent sandwiches and good coffee to start . The different restaurants were amazing. I recommend this tour so much .

    Torsten Kiesewalter Avatar Torsten Kiesewalter
    September 15, 2018

    positive review  What a great way to spend an afternoon! Way too much food,learned some cool history about Winchester and met some great people. Try it you won’t regret it. Beer tour next!!

    Jeanie Allenbrand Eback Avatar Jeanie Allenbrand Eback
    August 3, 2019