Annapolis
Capitol Hill Chamber Music Festival – St. Anne’s Episcopal Church
Thursday, August 16th & Saturday, August 18th, 7:30 p.m.
Live Arts Maryland presents the eighteenth annual 2018 Capitol Hill Chamber Music Festival and four performances of early chamber music from the time of Monteverdi, Bach and Mozart on period instruments at St. Anne's Episcopal Church in Annapolis.
Kegs and Corks Festival – Anne Arundel County Fairgrounds
Saturday, August 18th, 1 p.m.
Head over to Anne Arundel County Fairgrounds for the seventh annual Kegs and Corks Festival. The festival will feature unlimited samples of 40 craft brews and 80 Maryland wines, delicious food vendors, live music, and a variety of arts and craft vendors.
C.R.A.B Regatta – Eastport Yacht Club
Saturday, August 18th, 12:30–8:30 p.m.
Join Boatyard Bar & Grill for The Boatyard Regatta to benefit C.R.A.B. (Chesapeake Region Accessible Boating – a non-profit organization dedicated to making sailing available for people with disabilities). 2018 year will be the 11th Annual Boatyard Regatta to benefit C.R.A.B.
43rd Annual Annapolis 10-mile Run – Navy-Marine Corps Memorial Stadium
Sunday, August 19th, 7 a.m.
Join Annapolis Striders for its 43rd annual 10-mile run. The race will begin at the Navy-Marine Corps Stadium, over the Naval Academy Bridge into Pendennis Mount, and finish at the Stadium. Approximately 4,000 runners are expected to participate in this year’s race, and each finisher will receive a custom jacket, a bottle opener, and a hat.
Eastern Shore
Wicomico County Fair – Winterplace Park, Salisbury
Friday, August 17th, 2–9 p.m.; Saturday August 18th, 9 a.m.–9 p.m.; Sunday, August 19th, 11 a.m.–6 p.m.
The Wicomico County Fair serves to showcase the importance of agriculture on the Eastern Shore in a family-friendly atmosphere. Fair events include livestock showings, educational poultry exhibits, petting farm, horse shows, Maryland High School Rodeo, Mason-Dixon Deputies-sanctioned mounted shooting competition, tractor pulls, car and motorcycle shows, baking and craft competitions, carnival rides, 5’ fry pan, live music, fireworks and more.
Caroline Summerfest – Downtown Denton
Friday, August 17th, 5–10 p.m. and Saturday, August 18th, 2–9 p.m.
Don't miss the 30th Annual Caroline Summerfest. Enjoy live entertainment, strolling performers, arts and crafts for the children, fireworks display, car show, and plenty of festival foods.
Groove City Culture Fest – Pine Street, Cambridge
Saturday, August 18th, 1 p.m.
The Groove City Culture Fest showcases the history and culture of the African-American community. Attendees will enjoy live music, including a performance by the band E.U. (Experience Unlimited), dance performances, inspirational speakers, food, vendors and much more.
Legacy Day – Bordley History Center, Chestertown
Saturday, August 18th, 4:30–10:30 p.m.
Revel with our community in this outdoor- multi cultural celebration. Celebrating the heritage of Kent County, Legacy Day will start with a parade featuring antique cars and more. Live band with dancing in the street, historical displays, food, beverage, exhibits, and craft vendors.
Western Shore
Arts in the Park – Chesapeake Arts Center, Brooklyn Park
Saturday, August 18th, 11 a.m.–3 p.m.
Bring your entire family to the Chesapeake Arts Center's 5th Annual Arts in the Park Festival. Enjoy live music, activities for kids, chalk drawing, face painting, local art for sale, community vendors and more!
Chesapeake Crab and Beer Festival – National Harbor
Saturday, August 18th, 11 a.m.–3 p.m. & 5–9 p.m.
Enjoy tons of summertime fun when the largest crab feast on the East Coast returns to National Harbor. The festival is an all-you-care-to-taste extravaganza complete with over 65,000 crabs, over 50 beers and wines, arts and crafts vendors, live music, family fun, and so much more.
7th Annual Puppy Plunge – Camp Letts, Edgewater
Sunday, August 19th, 12–3 p.m.
Join the SPCA of Anne Arundel County for a day of dog-friendly fun! Doggy beaches, doggy beachwear parade, doggy pie eating contests, music, food trucks, tons of vendors and plenty of opportunities to support the SPCA's mission to save homeless animals.