It’s the spookiest time of year! Take a frightful walk through a historic Maryland town or neighborhood, and learn about the stories and history behind some haunted landmarks from one of these local ghost tours. Learn More>>>
Annapolis and West County
HA Happy Hour: Ghostly Garden Mystery – William Paca House and Garden, Annapolis Thursday, October 17th, 5 p.m. Join Historic Annapolis for the final HA Happy Hour of the season, a Clue-style ghostly whodunnit. Guests will attempt to discover which apparition has been terrorizing the gardener, with what, and where. Come dressed in your Halloween finest, enjoy this month’s signature Stoli cocktail, a Vanilla Mule, and try to solve the mystery of the garden ghost. L'AGENCE Trunk Show – Wrabyn Boutique, Annapolis Thursday, October 17th through Saturday, October 19th Shop an extended selection from L'AGENCE's fall collection at Wrabyn Boutique. Known for their easy-to-wear wardrobe staples and relevant fashion looks, L'AGENCE continues to provide women with feminine and versatile dressing options that shape and enhance personal style. 2019 Bountiful Harvest - A Masquerade For A Cause – Westin Annapolis Hotel Friday, October 18th, 6 p.m. Pick a mask to wear and join Friends of the Light House for its annual Bountiful Harvest. Enjoy live music from Misspent Youth, delicious cuisine from the best local chefs and restaurants, silent and live auctions, and much more. Proceeds will help Friends of the Light House continue to provide support for The Light House shelter and its services for those who are homeless or at risk of homelessness. Anne Arundel County Literacy Council Annual Walk-A-Thon – B&A Trail, Glen Burnie Saturday, October 19th, 8:30 a.m. Join the Anne Arundel County Literacy Council for its annual Walk-A-Thon. The walk will take place on the beautiful Baltimore and Annapolis Trail between Marley Station Mall and Jumpers Hole Road in Glen Burnie. Free snacks, fun games, DJ music, and water will be provided. Prizes will be awarded to every child who participates. Art @ the Park – Quiet Waters Park, Annapolis Saturday, October 19th and Sunday, October 20th, 10 a.m. Enjoy a weekend celebrating the arts during Art @ the Park at Quiet Waters Park. Now in its 29th year, the festival will feature over 60 unique artists who will be displaying and selling their artwork. The event will also include live music, art demonstrations, and plenty of food and drinks. All proceeds will benefit activities and programs at Quiet Waters Park. Maryland Renaissance Festival – Crownsville Saturday, October 19th and Sunday, October 20th, 10 a.m. Each autumn, the 27-acre village of Revel Grove in Crownsville comes to life with food, entertainment, and merriment during the Maryland Renaissance Festival. Enjoy the final weekend of jousting matches, juggling, handmade crafts, feasting, and more. Wine On The Water – Kurtz’s Beach, Pasadena Saturday, October 19th and Sunday, October 20th 12 p.m. Enjoy unlimited samples from dozens of area wineries during Wine On The Water. The festival will feature over 100 wine varieties, live entertainment from local musicians, tasty offerings from culinary artists, and art and craft vendors selling unique and handmade goods. Proceeds from the event will benefit University of Maryland Baltimore Washington Medical Center’s Tate Cancer Center. 2019 Hope Re-Imagined: All Aboard Gala – Crowne Plaza Annapolis Hotel Saturday, October 19th, 6:30 p.m. Join Arundel Lodge for cocktails, dinner, dancing, and live entertainment as they raise awareness, eliminate stigma, and make a difference in the community! Proceeds from this event will help Arundel Lodge continue to serve the most vulnerable of our community, including children, adults, and families struggling with mental health and substance use disorders. 22nd Annual Oyster Festival – Captain Avery Museum, Shady Side Sunday, October 20th, 12:30 p.m. Relax by the bay with music, food, and fun at Captain Avery Museum's annual Oyster Festival. Musical headliners this year include the beloved Eastport Oyster Boys and the consummate jazz and blues musicians Bob and Eddie. You'll find food for all palates, including oysters all ways. Maryland Avenue Fall Festival – Maryland Avenue Sunday, October 20th, 10 a.m. For more than 50 years, the annual Maryland Avenue Fall Festival has been celebrating the Annapolis community and bringing neighbors and visitors together for an afternoon of fun. Enjoy live music, vendors, a Halloween dog parade, food, and more. Burgers and Bands for Suicide Prevention – Byzantium Event Center, Annapolis Sunday, October 20th, 12 p.m. Come show your support for suicide prevention with friends, music, and food at the very first Burgers and Bands, a family-friendly event with local bands playing all day. Funds raised here go to support mental health programs in local schools and suicide prevention groups such as the American Foundation for Suicide Prevention and Warrior Music Foundation. DOGTOBERFEST Homebrew Fall Festival – Annapolis Maritime Museum Sunday, October 20th, 2 p.m. Enjoy a fun-filled day with your pup while sampling local craft beers and spirits during the annual DOGTOBERFEST Homebrew Fall Festival. This event is sponsored by Dogwood Acres Pet Retreat with the Annapolis Homebrew Club, and benefits the Senior Dog Sanctuary.
Eastern Shore
2019 Harvest Moon Ball – The Preserve at Kent Manor Inn, Stevensville Friday, October 18th, 6:30 p.m. Join Talisman Therapeutic Riding for its 2019 Harvest Moon Ball. Enjoy live music by the Chris Sacks Band, dancing, a live auction, appetizers, wine and martini tastings, a spectacular riding demonstration, and more. 2019 SED Talks – Todd Performing Arts Center, Wye Mills Friday, October 18th, 8:30 p.m. Shore Economic Development is a year-round private initiative that promotes economic development and other improvements to quality of life on Maryland’s Eastern Shore. SED Talks are annual forums for presenting the successes of the past year and sharing transformational ideas to be implemented in years to come. The conference promotes a call-to-action to organize, harness, and mobilize the power and influence of high-level senior executives and business leaders at a regional and state scale. Tilghman Island Day – Tilghman Island Saturday, October 19th, 10 a.m. Celebrate Chesapeake Bay watermen at the annual Tilghman Island Day celebration. Hosted by the Tilghman Island Volunteer Fire Company, this day-long event will feature exhibits and demonstrations designed to showcase the Chesapeake Bay waterman’s way of life. Taste delicious seafood, participate in a variety of waterman games, and enjoy a skipjack cruise on the bay. All proceeds support the Tilghman Island Volunteer Fire Company. Mactoberfest – Caroline County 4-H Park, Denton Saturday, October 19th, 12 p.m. Love macaroni and cheese? This event is for you! Mactoberfest is a festival and mac and cheese competition hosted by Caroline County Chamber of Commerce. Attendees will taste mac and cheese samples from all competitors and vote for their favorite. Other festival activities include music, cornhole, lots of kids’ activities, vendors, and a biergarten! Fall into St. Michaels – Town of St. Michaels Saturday, October 19th and Sunday, October 20th, 10 a.m. Enjoy the beauty of the foliage color change in historic St. Michaels. The change of the season brings excitement and vibrant color to the town as residents and businesses celebrate Fall into St. Michaels. Easton Choral Arts Society: A Singable Feast – Christ Church, Easton Sunday, October 20th, 4 p.m. Prepare to be entertained. As the seasons change, Easton Choral Arts Society will present its fall concert: A Singable Feast. From appetizers and ale to cakes and coffee, this concert will leave patrons hungry, with songs about food from the classics, Broadway, and jazz. Featured will be the hilarious PDQ Bach work, The Seasonings, written by Peter Schickele.
Regional
Baltimore Running Festival – Baltimore’s Inner Harbor Saturday, October 19th, 9:45 a.m. Take part in what many are calling one of the best races on the East Coast. The Baltimore Running Festival offers 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. Oktobearfest – Maryland Zoo in Baltimore Saturday, October 19th, 12 p.m. Unlimited fall-flavored beer sampling is coming back to the zoo for the eighth year. Sip and stroll among the animals inside the zoo! Enjoy unlimited samples of more than 70 seasonal brews, live music, and local food and fare from vendors and artisans. Proceeds benefit the Maryland Zoo in Baltimore's operations, animal care, exhibits, education programs, and wildlife conservation efforts.
