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  We had such a good time touring with Anthony and Misty on a rainy Sunday afternoon doing the History & Hops tour! We stopped at four places, and learned about the breweries, the beer, and a bit of Winchester history as well. They had a good relationship with each of the establishments and really catered to us in every way - from recommending beers to our palettes, taking our orders, and cleaning up afterwards, it was really above and beyond what you would expect from your tour guides. They are great conversationalists who will feel more like fast friends by the time your tour has ended. We will definitely try the Food tour that they offer the next time we are in Winchester for the holidays!

    Emmy Gottschalk Avatar Emmy Gottschalk
    December 30, 2019

    positive review  Went on a field trip today with students to visit businesses, try their food, & learn about Winchester history. This was a great experience! Students enjoyed the tour as well. I highly recommend trying this tour with family & friends. So many options & great hosts/tour guides. Thanks for making adjustments so we could tour with our students.

    Denyse Phelps Avatar Denyse Phelps
    January 17, 2020

    positive review  Our son is playing baseball at Shenandoah University so we will be frequenting the area for the next 4 years 🤞🏼. As small business owners we love to support other small business owners and this tour was PERFECT for showing us hidden gems that even several locals said they had never tried. We appreciated the owners meeting us and telling us all about their wonderful offerings. The food was great, the tour guides were fun & knowledgeable & the owners were gracious. We loved this tour & even made new friends we hope to see on our many trips back to Winchester. Highly recommended!

    Paula Faivre Avatar Paula Faivre
    February 16, 2020