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Main Street Winchester
Rachel Alexander
Executive Director

32 Wall St.
Winchester, KY  40391

Ph: (859) 737-0923
Fx: (859) 744-6240

Monday - Friday
8:00 am - 5:00 pm
The mission of Main Street Winchester is to preserve, restore, enhance, and promote Downtown Winchester for business, entertainment, and living

Our vision is that Main Street Winchester will work to create a vibrant destination for residents, visitors, and businesses through preservation, adaptive re-use, and promoting diverse and innovative cultural activities.

MSW Board Members
President - Graham Johns
VP/Chair of Design Committee  - Charles "Chuck" Witt
Treasurer/Secretary/Chair of Economic Revitalization Committee - Todd Denham

Chair of Promotions Committee - Shalanta Gullett
Chair of Organization Committee - Debra Parr

Chamber Representative - Shalanta Gullett
Fiscal Court Member - Robert Blanton
Tourism - Kitty Strode

At-Large-  Jenny Bailey
At-Large - Debra Parr
At-Large - Amy Evans
At-Large - DeAnne Elmore

STAY UP TO DATE find us on Facebook, Twitter and Instagram


Halloween MAINia: Trick or Treat on Main Street
October 31 6p-8p
Trick or Treat down Main Street! All are welcome to this Free and Family Friendly event. Main Street will be closed to traffic from Lexington Avenue to Washington Street for a spooktacularly safe evening. 

If any organization/business/group would like to distribute treats (organization must provide the candy/treats) at Halloween MAIN-ia on Saturday, October 31 from 6 to 8 pm, please sign up here.

*If you are not located in the event area, sign up, bring a table, come on down, and set up. (Please avoid setting up in front of open businesses).

Holidays in Historic Downtown Winchester
Holiday Hop - Thursday, November 10th through Sunday, November 13th
More info here!

Small Business Saturday - Saturday after Thanksgiving
More info here!

Christmas Parade - December 3, 6p
Theme: The HeART of Christmas
More info here!

Downtown Development Master Plan 

Main Street Winchester, with the support of the Clark County Community Foundation, City of Winchester and Clark County, is developing a master plan to propel the future development and growth of downtown. MSW has tapped CityVisions, a renowned planning firm based in Louisville to bring its expertise to your neighborhood. On March 29, the CityVisions team delivered a riveting presentation to a crowd of over 100 citizens at the historic Leeds Center for the Arts. The presentation included hard economic data about downtown, Winchester and Clark County, as well as some creative proposals for capitalizing on regional and local assets.  CityVisions' initial proposals include a toolkit of incentives for downtown business and property owners and an innovative new use of the "high" side of Main - one of our most unique opportunities AND biggest challenges. Click here to learn more! On December 15th, they presented their initial findings during a public meeting at The Winchester Opera House.  They also discussed Winchester's opportunities and challenges with the group in order to gain deeper understanding of our aspirations for the place we live so they can help us identify strategies and innovative ideas that will work for our community. Below are the presentation given by CityVisions, as well as the answers to a real-time survey administered to the crowd about our downtown.

CityVisions December Presentation
Real Time Survey Answers

ROCK THE BLOCK: Downtown Winchester Summer Concert Series
May 14, June 11, July 9 & August 13 from 5:30pm-8pm

Thank you to everyone who came out to Main Street Winchester's first ever summer concert series in 2016. 

Special thanks to our sponsors Kentucky Bank, Traditional Bank, Central Bank, WCC Chamber of Commerce, WCC Tourism, and Main Street Winchester for making the series free for all to enjoy!

Main Street Winchester is a Kentucky Main Street Program and accredited by Main Street America.