Annapolis
United States Sailboat Show – Annapolis City Dock
Friday, October 5th through Monday, October 8th
Join Annapolis Boat Shows as sailors from across the globe gather on miles of docks in beautiful historic Annapolis during the 49th United States Sailboat Show. This iconic and prestigious sailboat show is the only show of its kind in which nearly every major sailboat manufacturer is represented. Climb aboard and explore daysailers, high-tech racing boats, and luxury cruising yachts. The event will also feature cruising and sailing seminars.
Friday, October 5th, 5:30 p.m.
The Symphony’s Opening Night Celebration returns with dazzling international food, an open bar, and opulent surroundings, in two parts: the jubilant Prelude party before the concert and the enticing Encore party immediately following the performance.
National Alliance on Mental Illness AAC Gala – Crowne Plaza Annapolis Hotel
Saturday, October 6th, 7:30 p.m.
Join the National Alliance on Mental Illness Anne Arundel County for its first Mental Health Gala. The evening will feature a cocktail reception, dinner, awards, music and dancing, and a special guest speaker. The purpose of this special event is to raise awareness and reduce the stigma of mental illness.
Eastern Shore
Centreville Rotary 47th Annual Artisans Festival – Chesapeake College, Wye Mills
Saturday, October 6th, 10 a.m.–4 p.m.
Join the Centreville Rotary Club for the 47th Annual Artisans Festival, featuring original artists from the Delmarva Area, including this year’s featured artist, Wende Woodham. This community event also includes food, children's activities, and music.
Mid-Atlantic Small Craft Festival XXXV – Chesapeake Bay Maritime Museum, St. Michaels
Saturday, October 6th, 10 a.m.–5 p.m.
The Chesapeake Bay Maritime Museum is hosting the 33rd Annual Mid-Atlantic Small Craft Festival and the Maritime Model Expo as a combined event. Hundreds of amateur and professional boat builders, model boat builders and enthusiasts come from all over the region to display their skiffs, kayaks, canoes and maritime models.
Easton Beer Fest – Easton Volunteer Fire Department
Saturday, October 6th, 12–4 p.m.
The Easton Beer Fest will feature over 43 breweries pouring more than 100 craft beers from the mid-Atlantic region. Enjoy music by Blackwater, food, vendors, raffles, and games.
Crabtoberfest – Sailwinds Park, Cambridge
Saturday, October 6th, 3–9 p.m.
Enjoy German food, music, and fun with a Chesapeake Bay flair during Crabtoberfest 2018. This event will feature both local seafood and German fair, genuine German Bier, live music, dancing, and activities for the kids. Funds raised will support activities related to student exchanged with Duren County in Germany.
Tastes of Tilghman – Tilghman Waterman’s Museum
Sunday, October 7th, 4–7 p.m.
Join Tilghman Watermen’s Museum for its 4th annual Tastes of Tilghman. This popular fundraising event will be held under tent on the grounds of the picturesque Black Walnut Point Inn. Guests will enjoy a taste of the foods and culture of Tilghman Island, while awaiting a beautiful Tilghman sunset. Music will be provided by DJ Bobby Switzer, and local watermen will be on hand to share their colorful stories of working on the Chesapeake.
Western Shore
Lash Moi Day of Courage – Lash Moi, Crofton
Thursday, October 4th, 4–7 p.m.
Join Lash Moi to celebrate the launch of their new program, Lash Moi Warriors. This program is designed to recognize courageous men and women who have battled and won against this horrible disease. The launch will celebrate cancer survivors by honoring them with procedures to enhance their look. Enjoy complimentary bites, bubbly, and eyebrow shaping lessons.
Maryland Fleet Week – Baltimore’s Inner Harbor
Now through Tuesday, October 9th
Enjoy a weeklong celebration of the rich maritime traditions of the Chesapeake Bay and the contributions of Marylanders to the defense of the nation. Tour United States, Canadian, and British ships, and U.S. Coast Guard vessels and traditional sailing ships. The event includes a spectacular air show featuring the United States Air Force Thunderbirds.
Sins & Secrets – Historic London Town and Gardens, Edgewater
Friday, October 5th, 6–8 p.m.
Pirates, murder, and scandal aplenty await you on this adults-only, after-hours tour of Historic London Town and Gardens. Explore the dark underbelly of London’s history. Walk the streets of the long dead seaport, discovering its more salacious stories. Learn about headless chickens, forgotten cemeteries, drunken escapades, sheep pirates, and sailors killed by a fowl! Bring back alive the tavern atmosphere with alcoholic drinks and refreshments, included in the price.
Dogfest – Baltimore Humane Society, Reisterstown
Saturday, October 6th, 10 a.m.–4 p.m.
Come for a doggone great family day including a walk, games, contests, swimming for your dog, demonstrations, and lots of food! Meet adoptable dogs, cats, and rescue groups. Proceeds benefit the Baltimore Humane Society.
Bowie International Festival – Allen Pond Park
Saturday, October 6th, 11 a.m.–6 p.m.
On the first Saturday in October each year, Bowie celebrates the International Festival with a variety of entertainers, artists, crafters, food, and children’s activities at Allen Pond Park.
Lifeline 100 Century Ride – Kinder Farm Park, Millersville
Sunday, October 7th, 6 a.m.
Join the Anne Arundel County Police, Anne Arundel County Recreation & Parks, and Bicycle Advocates for Annapolis & Anne Arundel County for the fifth annual Lifeline100 Bicycle Event. The community event offers a unique organized ride experience for cyclists of all ages and abilities. The 15- and 30-mile routes take place on paved trails, while the 65- and 100-mile routes take place on local, scenic roads. All proceeds go to Anne Arundel county non-profits including The Crisis Response System, Recreation Deed for Special Needs, and BikeAAA.
