Fredericksburg Downtown | A Downtown Affair
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A Downtown Affair on Caroline

21 years and older event

Ticket Price; $125.00

6 Course Dinner and Live Auction

Purchase Tickets HERE 

Become a Sponsor HERE

Volunteer HERE 





Envision strolling down Caroline Street on an autumn evening and coming upon beautifully adorned white clothed tables beneath soft globes of light. Neighbors and friends fill the street while they chatter and consume local fare enjoying the beauty and charm of Downtown Fredericksburg.

Join us for an extraordinary food collaboration to benefit Fredericksburg VA Main Street’s Downtown programs. Enjoy a six course, al fresco dinner right on the 1000 Block of Caroline Street October 14th, 2018 at 5:00 p.m. followed by a live auction of five destinctive Downtown experiences. Libations will include local craft beers, wines as well as signature craft cocktails to compliment the evening.

Jacquie Hartman, owner and chef of The Confident Rabbit, is the lead chef coordinating this outdoor dining experience.  She is joined by other Downtown restaurants and cafes who are collaborating to show their love for Downtown. Those involved include: 25 30 Espresso, Agora Downtown, Capital Ale House, City Vino, Curitiba Art Café, Downtown Greens, Italian Station, Katora Coffee, Kenmore Inn, Micah’s Café, Olde Town Butcher, Orofino, Taste OVS and Vivify. Much gratitude goes out to Fredericksburg Baptist Church, Orofino, and Whittingham for the use of their kitchens. A talented community of small business owners is coming together to benefit Downtown!

This event is designed to highlight the local downtown Fredericksburg restaurants, shops, historic venues, artists, and unique services found in downtown Fredericksburg and to support Fredericksburg VA Main Street projects that advance downtown Fredericksburg’s mission.



We need your help to bring this event to life! Please consider volunteering for A Downtown Affair on Caroline on October 14th. We are looking for bartenders, servers, set up crew, cleanup crew, runners, and registration table help. All volunteers must be 21 and older and attend one of two mandatory volunteer meetings either Sunday, October 7thor Monday, October 8th. Please consider being a volunteer for A Downtown Affair on Caroline. We cannot do it without you! Sign up with the using the form on the Volunteer Page.



This is a great opportunity for businesses and friends of Downtown to show their love for Fredericksburg! There are several sponsorship packages and opportunities to have your business identity associated with this unique event.  If you are interested in sponsoring A Downtown Affair on Caroline, please contact Ann Glave at or call (540) – 538 – 7445. For more information please visit the Sponsorship Page.


Event Purpose:

A Downtown Affair on Caroline is organized by Fredericksburg, VA Main Street celebrating its 5thyear in service to downtown Fredericksburg! The primary purpose of this event is to be a fundraiser dinner for the Fredericksburg VA Main Street Inc, a 501(c)3 organization.  Funds raised will further enhance and advance our mission to preserve Fredericksburg’s historic fabric and rich cultural history while encouraging a thriving economic future. For more information, visit



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