CHESTERTOWN DOWNRIGGING FESTIVAL - October 29 - 31, 2021

Visit Historic Chestertown, one of America's best preserved historic seaports, for Sultana Education Foundation's Downrigging Weekend Festival. Today, Sultana is a school ship, carrying thousands of children and other passengers on educational trips throughout the year. 

Chestertown's Downrigging Weekend is one of the largest annual Tall Ship and wooden boat festivals on the East Coast. Enjoy performances by world-class musicians; lectures by nationally recognized authors and filmmakers. Go sailing as part of a fleet of historic ships", representing over 400 years of maritime history. For a Schedule of Events and more info visit Chestertown Downrigging Festival

CHESTERTOWN TEA PARTY FESTIVAL
May 26-28, 2017

Memorial Day Weekend

Maryland Eastern Shore Event - Set along the banks of the Chester River, the Annual ChestertownTea Party Festival  is a fun event giving a glimpse into Chestertown's colonial past. The main events are held on Saturday with street performances, artisans and crafts vendors, colonial parade, musicians, activities for kids and the main event - the Tea Toss Reenactment on the Chester River. Enjoy great local food, beer and wine. A new addition this year to the food offerings are Orchard Point Oysters - farm raised by our son, Scott Budden.  The 18th century tall ship, Sultana, will be offering public sails on the Chester River, while on land - there are docent-led walking tours of the

Annual Chestertown Tea Party Festival | Saturday, May 25-26,  2013

The Annual Chestertown Tea Party Festival will be underway this weekend, May 25-26.  Events include the reenactment of the 'Tossing of the Tea Overboard' down on the Chester River.  Folks will be wandering around in Colonial costumes including the colonial militia reenactors.  Handmade crafts are for sale with demonstrations on how colonial items were made.  Enjoy great food and entertainment for the whole family.  A Walking Tour of the Historic District is also offered.  On Sunday, have fun watching the zany Annual Raft Race. 

Wine Tasting The Chestertown Tea Party will host a wine tasting. The event will be held at Wilmer Park from noon to 4 p.m. The event will feature ten local