Chesapeake City Sip and Stroll 2026

Sip and stroll through historic Chesapeake City while you sample from over 20 wine, beer and spirit vendors! You will receive a commemorative wine glass to enjoy unlimited samples with the purchase of your ticket.
It will be a magical day with a festive atmosphere as Bohemia Avenue is turned into a winter festival! Food will be available to purchase from many vendors. The gift shops and stores will be open for a unique shopping experience and stick around to see the lights at night and enjoy a meal at one of our many restaurants.
*must be 21 to purchase tickets.
** advanced tickets are only $25 until January 21st. After January 21st they will go up to $35. This event has sold out each year, THERE WILL NOT BE TICKETS at the door.

Rain or Shine!! No refunds.

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Host or Publisher Chesapeake City Chamber of Commerce