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'm a little biased because I am one of the guides, but I am giving this rating just to let everybody know how wonderful our tour stop hosts are. The owners, the chefs, the cooks, the staff are all very knowledgeable and engaging, the food is wonderful, and we have as enjoyable a time as our guests. So please do feel free to join us and experience what our business owners have to offer both locals and visitors. And as always we thank you all for your patronage.

    Anthony Morelli Avatar Anthony Morelli
    October 14, 2018

    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  Misty and Anthony were great hosts of this informative walking/eating tour of historic downtown Winchester. Hideaway Cafe amazing tea and coffee as well as tasty sandwiches. Delightful experience at Fellowship of the Sip to include chickpea scramble, spinach quiche. Off to Benny’s for delish pizza and socializing finishing the tour with some out of this world pumpkin spice latte and treats from Moe’s. Such a mouth watering taste bud adventure as well as some historical tie bits. Highly recommend this to anyone.

    Christie Brown Arnold Avatar Christie Brown Arnold
    September 11, 2018