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 Tours

Coming Aug 2020! We are working with our restaurants to bring you tours you can do on your own schedule with your private group so everyone remains safe and our restaurant partners are not overwhelmed! Tours will include all food, drinks, historical stops and tons of extra information for even more local knowledge! Get on our mailing list to be notified when they launch!

Winchester VA Food Tour

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.

2.5-3 Hour Tour

    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  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

    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