Best Events in the Chesapeake in October

Lifeline 100 Bicycle Event
Oct. 5, 6:15 a.m.-6 p.m.
Kinder Farm Park | 1001 Kinder Farm Park Road, Millersville, MD 21108
Dust off your bike and hit the road at this annual biking event, which features trails appropriate for all ages, skill levels and abilities. For children, there will be a free bike rodeo and a family fun ride. Riders with disabilities are also encouraged to join with adaptive bikes.
$25-$50 | lifeline100.com

Councell Farms Fall Fun Festival
Oct. 18-19, 9:30 a.m.-5:30 p.m.
Councell Farms | 11773 Old Skipton Road, Cordova, MD 21625
Councell Farms will be opening its doors for the fall season with a festival of family fun! Visitors can pick their own pumpkins, try to navigate the corn maze and explore the Field of Fun and its many attractions. Cap off the day with a sweet treat at the farm’s creamery!
$6 | councellfarms.com

Nutcracker Storytime at the William Paca Garden Featuring the Ballet Theatre of Maryland
Oct. 20, 1-2:30 p.m.
William Paca House & Garden | 186 Prince George St., Annapolis, MD 21401
“The Nutcracker” is often thought of as a winter story, but it’s never too early to introduce your kids to the classic tale. Dancers in costume from the Ballet Theatre of Maryland will lead an immersive story time, followed by crafts and face painting.
$10 per child, $5 per adult and free for children age 3 and younger | annapolis.org/events

“West Side Story” at Children’s Theatre of Annapolis
Oct. 24-31, 7 p.m. Friday, 11 a.m. and 4 p.m. Saturday, 2 p.m. Sunday
Children’s Theatre of Annapolis | 1661 Bay Head Road, Annapolis, MD 21409
This legendary reinterpretation of Shakespeare’s “Romeo and Juliet” is coming to Annapolis! As two teen gangs battle on the streets of New York City, a boy and a girl from opposite gangs dare to find love. There will be a relaxed and an ASL-interpreted performance held on Nov. 1; event continues through Nov. 9
$16-$20 | childrenstheatreofannapolis.org