Annapolis and West County
United States Powerboat Show – Downtown Annapolis Thursday, October 3rd through Sunday, October 6th Spend a weekend exploring over 650 powerboats during the United States Powerboat Show in the historic seaport of Annapolis. Check out the latest powerboats, fishing boats, pontoons, and cruisers from a variety of manufacturers, make side-by-side comparisons, and chat with industry representatives. Plus, enjoy exhibits, shopping, drink tastings, and live entertainment. Arundel Mills Carnival – Arundel Mills, Hanover Thursday, October 3rd through Sunday, October 6th Enjoy carnival games, fair food, and rides for all ages at the Arundel Mills Carnival! Admission and parking are free, and ride tickets and wristbands can be purchased on site or online. Senior Dog Sanctuary: Senior Stroll – Quiet Waters Park, Annapolis Saturday, October 5th, 9 a.m. Browse local vendors, eat delicious food, and enjoy a leisurely stroll while raising money for senior pups! There will be K9 demos, activities, and, most importantly, plenty of seniors for everyone to get their sugar-muzzle fix! Maryland Renaissance Festival – Crownsville Weekends through Sunday, October 20th 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 nine weekends of jousting matches, juggling, handmade crafts, feasting, and more. Navy vs. Air Force – Navy-Marine Corps Memorial Stadium, Annapolis Saturday, October 5th, 3:30 p.m. Head to Navy-Marine Corps Memorial Stadium and cheer on the Midshipmen as they take on Air Force. NAMI Anne Arundel's Second Annual Mental Health Gala – Crowne Plaza Annapolis Hotel, Annapolis Saturday, October 5th, 6 p.m. Join the National Alliance on Mental Illness (NAMI) Anne Arundel for its second annual Mental Health Gala. This year’s guest speaker will be Adrienne Kennedy, president of NAMI National. The event will include appetizers, dinner, dancing, and a silent auction. Lifeline100 Bicycle Event – Kinder Farm Park, Millersville Sunday, October 6th, 6 a.m. Join Anne Arundel County Police, Anne Arundel County Recreation & Parks, and Bicycle Advocates for Annapolis & Anne Arundel County for the sixth annual Anne Arundel County Lifeline100 bicycle event. Held at Kinder Farm Park, this 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 occur on local, scenic roads. Children ages 4–10 can learn bike safety at the free Bike Rodeo. All proceeds go to local non-profits including the Crisis Response System, Recreation Deed for Special Needs, and BikeAAA.
Eastern Shore
Chesapeake Film Festival – Dorchester County Thursday, October 3rd through Thursday, October 10th Join crowds of film lovers on Maryland’s Eastern Shore for a week-long extravaganza of outstanding cinema during the annual Chesapeake Film Festival. This year’s festival will feature 62 films. Celebrate storytelling and filmmaking with a variety of workshops, guest speakers, and director Q&As. Mingle with those who create the magic on screen during roundtable discussions and festival celebrations. Screenings will be held in Easton, St. Michaels, and Cambridge. 2019 Chestertown HP Festival Weekend – Garfield Center for the Arts, Chestertown Friday, October 4th and Saturday, October 5th Grab your wand, hop on your broom, and come for a weekend of magic at the third annual Chestertown HP Festival. Explore our colonial river town and join us for spectacular activities and events, for children and adults—wizards and muggles alike. Mid-Atlantic Small Craft Festival XXXVI – Chesapeake Bay Maritime Museum, St. Michaels Friday, October 4th and Saturday, October 5th Hundreds of amateur and professional boat builders and enthusiasts come from all over the region to display their one-of-a-kind kayaks, canoes, and other traditional small craft. 48th Annual Artisans Festival – Chesapeake College, Wye Mills Saturday, October 5th, 10 a.m. Head to Chesapeake College for the 48th Annual Artisans Festival. The event will feature over 50 artisans selling original works of art, food for purchase, and children’s activities. Donations are taken at the gate and any proceeds go directly to benefit charities supported by the Centreville Rotary Club. ARToberFest 2019 – Pocket Park, Stevensville Saturday, October 5th, 11 a.m. Come join Historic Stevensville Arts & Entertainment District for a day of fun! Enjoy local food trucks, breweries, artists, vendors, crafts, and live music. Easton Beer Fest – Easton Volunteer Fire Department, Easton Saturday, October 5th, 12 p.m. The Easton Beer Fest will feature over 43 breweries pouring more than 100 craft beers from the Mid-Atlantic area. Enjoy food, music and entertainment, vendors, raffles, and games. Crabtoberfest – Sailwinds Park, Cambridge Saturday, October 5th, 3 p.m. Enjoy German food, music, and fun with a Chesapeake Bay flair during Crabtoberfest 2019. 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 the student exchange program with Düren County in Germany. Casino Royale – Oxford Community Center Saturday, October 5th, 7 p.m. Join Oxford Community Center for its Casino Royale featuring dinner, casino games, a silent auction, live music, and dancing.
Regional
Oktoberfest at Guinness Open Gate Brewery – Guinness Open Gate Brewery, Halethorpe Friday, October 4th through Sunday, October 6th Celebrate Oktoberfest at the Guinness Brewery! The lawn will be transformed into a German Beer Hall, and you won’t want to miss the traditional Oktoberfest bites, live music, and two special beer releases brewed for the event—available exclusively at the brewery. Howard County Hops & Harvest Festival – Symphony Woods, Columbia Saturday, October 5th, 12 p.m. Head to Symphony Woods for the Howard County Hops & Harvest Festival! Enjoy unlimited tastings from local breweries, wineries, and distilleries. The event will also feature artisans, live music, food, games, and more.
