Uptown Wine Down Returns March 21 in Lexington

Sip, stroll, and shop at the annual event in Uptown Lexington

Published on Mar. 10, 2026

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Uptown Lexington, Inc. is hosting the Uptown Wine Down on Saturday, March 21, 2026 from 1:00 PM to 5:00 PM. The event transforms the historic Uptown Lexington district into a unique shop-and-sip experience, where guests can stroll through locally owned boutiques, specialty stores, and shops while sampling wines along the way.

Why it matters

The Uptown Wine Down event brings people into Uptown Lexington's small businesses, introduces them to the district's vibrant retail scene, and creates a fun and relaxed atmosphere to shop local and support the community's merchants.

The details

Guests will receive a map and tasting chips that guide them through participating businesses, allowing them to explore Uptown and discover shops they may not have visited before. Along the way, attendees can take advantage of special promotions, in-store experiences, and exclusive shopping opportunities offered by Uptown merchants.

  • The Uptown Wine Down event is happening on Saturday, March 21, 2026.
  • The event will run from 1:00 PM to 5:00 PM.

The players

Uptown Lexington, Inc.

A 501(c)(3) nonprofit and accredited Main Street program dedicated to strengthening the economic vitality, historic character, and community experience of Uptown Lexington through events, business support, and downtown revitalization initiatives.

Travis Stewart

The Executive Director of Uptown Lexington.

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What they’re saying

“Uptown Wine Down is a great way to experience everything our district has to offer. It brings people into our shops, introduces them to our small businesses, and creates a fun and relaxed atmosphere to shop local and support our merchants.”

— Travis Stewart, Executive Director of Uptown Lexington (davidsonlocal.com)

What’s next

Tickets for the Uptown Wine Down event can be purchased on the Uptown Lexington website at www.uptownlexington.com.

The takeaway

The Uptown Wine Down event is an opportunity for the Lexington community to support local businesses, discover new shops and products, and enjoy a fun and relaxed afternoon of shopping, sipping, and exploring the historic Uptown Lexington district.