Skip to main content
Back to Events
Sip & Shop: An Annapolis Holiday Preview

Sip & Shop: An Annapolis Holiday Preview

Hosting something? Submit an Event

Nov 12, 2026

to Nov 12, 2026

5:00 PM - 9:00 PM

Historic Downtown Annapolis

155 Main St, Annapolis, MD 21401

Free

Coming from out of town? Find Baltimore hotels near the action.See hotels

About This Event

Kick off the holiday shopping season in Historic Downtown Annapolis! On Thursday, November 12 from 5 to 9 PM, participating Main Street merchants will welcome guests with seasonal sips and snacks, staff-picked holiday gift favorites and a few surprises along the way. Pick up a Loyal to Local Holiday Passport at any participating shop or print one at home, collect stamps from three participating stores and enter our holiday gift drawing. No purchase is necessary to enter. Participating shops: 3 Sisters, Brightside Boutique, Capital Comics, Hobo Bags, Local Coast, Lucky Knot / Lucky Knot Men, Sea Dog Pet Boutique, Seasons Olive Oil Tap Room, The Cottage, The Spice & Tea Exchange and Woodcraft Artisans. Shop hours vary and some stores close at 6 or 7 PM, so start early to see them all!

Venue

Historic Downtown Annapolis

155 Main St, Annapolis

Get a ride

Your locationHistoric Downtown Annapolis

Opens the Uber or Lyft app. Fares and availability are shown there.

Suggest a correction — send a message to our team.

You Might Also Like

Event

The Bitter Struggle: Superintelligence, Superpowers, and the Fate of the World

Citywide discovery

Nov 11, 2026 · 2026-11-11T15:30:00.000Z

Event

Organized Chaos Session III | Nov 11 - Dec 9

Citywide discovery

Nov 11, 2026 · 2026-11-11T15:00:00.000Z

Event

Eastport Veterans Day observation

Citywide discovery

Nov 11, 2026 · 2026-11-11T14:00:00.000Z