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.

Secret Chef Dinner

Make sure you are on the list for what will be the best dinners of the year! Our Secret Chef Dinner series are private, intimate, unique themed dinners in unexpected places around Winchester. We’ll be taking you to some of the most historic homes and unique buildings, while eating creative menus! By invite only, so get on the list now!

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  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  Our hosts were great and knowledgeable about Winchester's history and the types of beers we were drinking. The beer was plentiful! It was great to have places to eat in between even thought I couldn't eat another bite, I could've gone for another plum tart beer. Thank you for an enjoyable afternoon. -Cathy

    Kitkatja Astrid Brahms Avatar Kitkatja Astrid Brahms
    July 16, 2019

    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