1st Annual Princess Anne Wine & Art Fest
Prince William Street & Teackle Mansion - Princess Anne, Maryland (Runs through: 09/11/2010)
Wine and Art through a month long Plein Air Event (Painting Princess Anne) will be auctioned off. This event is in partnership with the Somerset Arts Council. Event to celebrate local artists featuring Friday reception and cash prizes. Artisan and wine-related vendors, local wineries also in attendance to celebrating the Eastern Shore 's creative talents.

Summer Sendoff: Blues, Brews & BBQ
Downtown Cambridge, Maryland (Runs through: 09/18/2010)
Street festival in downtown Cambridge with music, BBQ, adult beverages, and the wacky Main Street Mile race!

Farm to Fork
(Runs through: 10/03/2010)
Registration is now open for our third annual local food and spirits celebration. The 2010 Farm to Fork Event will be held during our Harvest Moon Festival on Saturday, October 2 and Sunday, October 3, 2010. Join us each afternoon around the exclusive tables set high atop the most scenic vista at Coverdale Farm to enjoy tastes of the region.

Second Saturday
Downtown Cambridge, Maryland (Runs through: 10/09/2010)
Monthly celebration in downtown Cambridge features gallery openings, late shopping hours at great stores offering special deals, and entertainment in downtown restaurants.

Autumn Wine Festival
Pemberton Park - Salisbury,Maryland (Runs through: 10/17/2010)
Offering wine tastings, wine by the glass and bottle purchases from many Maryland wineries, a variety of arts and crafts, live music performances, and tasty regional cuisine.

Delaware Wine & Beer Festival
Pizzadili Winery - 1683 Peach Basket Road near Felton, Delaware (Runs through: 10/17/2010)
Festival-goers will have the opportunity to meet Delaware's vintners and brewers and talk about their locations, their products and their processes. Tours of the winery will be available throughout the day, and the retail shop will be open. Festival goers can listen to music, play horseshoes or volleyball and even participate in a "grape stomp." The event will be held rain or shine inside a covered pavilion. Admission tickets will only be sold at the door.