- Washington Wizards
- Washington Capitals
- Navy Hockey
- Navy Football
- Maryland Black Bears Hockey
- Baltimore Ravens
- Washington Redskins
Annapolis
Joe's Trunk Show – South Moon Under
Thursday, October 18th, 5:30 p.m.
Shop an expanded assortment with a denim stylist. Enjoy free customization's by artist ItsBySam with your purchase of Joe's jeans, plus receive 20% off your denim purchase.
33rd Annual Tribute to Women and Industry – Westin Annapolis Hotel
Thursday, October 18th, 6–9 p.m.
For 33 years, the YWCA has been honoring women who have made significant contributions to both their organizations and their communities. We are proud to have welcomed almost 900 honorees into this esteemed sisterhood dating back to 1984, representing the most dynamic and accomplished women in Anne Arundel County and the organizations who support them.
Sins & Secrets – Historic London Town and Gardens
Friday, October 19th, 6–9 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.
Art @ The Park – Quiet Waters Park
Saturday, October 20th and Sunday, October 21st, 10 a.m.–5 p.m.
Enjoy a weekend celebrating the arts during Art @ The Park. Now in its 28th year, this annual arts festival features original art work from over 70 exhibitors, live music, art demonstrations, plein air artists, and plenty of food and drinks. All proceeds will benefit activities and programs at Quiet Waters Park.
Women's Self Defense Course – Herald Harbor Community Center
Saturday, October 20th, 10 a.m.–2 p.m.
As part of our event fundraising and community involvement efforts, Herald Harbor Citizen’s Association presents “Fight Like A Girl,” a one-day course, offered by Annapolis Security and Defense, to bring safety and awareness to all women whether they are heading off to school, joining the workforce or just want to learn to defend themselves in a worst-case scenario.
Key School 5K/10K & Family Fun Run – The Key School
Sunday, October 21st, 8 a.m.
The annual Key School 5K/10K & Family Fun Run is sponsored by the Key School Parents' Association. Flat and fast, the USATF certified 5K & 10K courses are ideal for those running their very first race as well as those looking to achieve a new personal record. Runners wind their way through the scenic community of Hillsmere Shores on paved roads, catching glimpses of the South River along the route.
Dogtoberfest – Annapolis Maritime Museum and Park
Sunday, October 21st, 2–6 p.m.
Sample a dozen craft beers brewed here in Annapolis plus other local brand, all while supporting a great cause The Chesapeake K9 Fund! Chesapeake K-9 Fund helps offset costs for law enforcement K-9 units in the Chesapeake Bay area.
Shakespeare Uncovered: Much Ado About Nothing
Sunday, October 21st, 7:30 p.m.
Annapolis Shakespeare Company invites Maryland Theater lovers to a free screening of the "Much Ado About Nothing" episode of the acclaimed PBS Series Shakespeare Uncovered starring Academy Award and Emmy-winning actress Helen Hunt.
Eastern Shore
Garden Bros Circus – Wicomico Youth and Civic Venter, Salisbury
Thursday, October 18th, 4:30 p.m. & 7:30 p.m.
Come see the all new Garden Bros Circus! This year’s production is packed with breathtaking special effects, concert-style lighting and three rings bursting with excitement, laughter and memories that families will cherish.
2018 Academy Craft Show – Academy Art Museum, Easton
Friday, October 19th through Sunday, October 21st, 10 a.m.
The Academy Art Museum Craft Show in October 2018 will be branded as Dazzled. In it’s 21st year, the show will again be an indoor, juried craft show featuring approximately 70 artists from across the United States. This year the Museum celebrates its 60th anniversary and the Craft Show will play an important role in our annual festivities.
2018 Harvest Moon Barn Dance & Bonfire – Talisman Farm and Therapeutic Riding, Grasonville
Friday, October 19th, 7–11 p.m.
Grab your boots and join Talisman Therapeutic Ridings for its 2018 Barn Dance & Bonfire. Enjoy live music by Wheelhouse, dancing, country pickin' finger foods, and an open bar serving wine and beer.
Autumn Wine Festival – Pemberton Historical Park, Salisbury
Saturday, October 20th & Sunday, October 21st, 11 a.m.–5 p.m.
Do you love wine, the great outdoors, delicious food and live entertainment? If so, Autumn Wine Festival at Pemberton Historical Park in Salisbury is for you! Produced in partnership with the Maryland Wineries Association.
Fall into St. Michaels 2018 – St. Michaels Inn
Sunday, October 21st, 10 a.m.
Enjoy the beauty of the foliage color change in historic St. Michaels, Maryland. The change of the season brings excitement and vibrant color to the town, as residents and businesses celebrate Fall into St. Michaels, the town’s annual fall festival. The event features pumpkin carving, scarecrow, and home-baker pie baking contests. Proceeds benefit St. Michaels Community Center.
Western Shore
Baltimore Running Festival – Inner Harbor, Baltimore
Saturday, October 20th, 7:30 a.m.
Take part in what many are calling one of the best races on the East Coast. Participants have the choice of five distances (marathon, half marathon, four-person relay, 5K, and fun run), and all runners will receive an Under Armour shirt. Tour Charm City on foot while running through the Maryland Zoo, Inner Harbor, Federal Hill, Fells Point, Patterson Park, and Lake Montebello. The last day to register is October 18th.
Wine on the Water – Kurtz’s Beach, Pasadena
Saturday, October 20th and Sunday, October 21st, 11 a.m.
Taste unlimited samples from dozens of area wineries during Wine On The Water. Enjoy live entertainment from local musicians, over 30 art and craft vendors selling unique and handcrafted goods, and, of course, delicious wine. Proceeds from the event will benefit University of Maryland Baltimore Washington Medical Center’s Tate Cancer Center.
