Walk for the Woods 2026
May 2, 7 a.m.-3 p.m. | Crownsville
Explore the Bacon Ridge Natural Area during this annual day of guided and self-guided hikes, as well as educational activities for the whole family.
Free | srlt.org/event/walk-for-the-woods-2026
Spring Book Sale at the Kuethe Library and GBIA
May 2, 9 a.m.-3 p.m. | Glen Burnie
Pick up some spring and summer reads at this book fair held by the Ann Arrundell County Historical Society (note: alternative spelling from county name).
Free | aachs.org
Annapolis Book Festival
May 2, 10 a.m.-5 p.m. | Annapolis
Meet authors from around the Chesapeake area at this annual event by the Key School! There will also be children’s activities, a used book sale and the family-friendly comic convention ComicKey!
Free | keyschool.org/annapolisbookfestival
20th Annual Calvert Arts Festival
May 9, 10 a.m.-5 p.m. | Sunderland
A juried arts festival celebrating its 20th anniversary this year, including an arts marketplace, live entertainment, children’s activities and wine and beer tasting for adults
Free | allsaints1692.org/news-events/calvert-arts-festival
Kent Island Day
May 16, 10 a.m.-4 p.m. | Stevensville
An annual celebration of Kent Island’s history and culture in Historic Stevensville. In addition to a parade and a vendor fair, there will also be optional guided tours led by living historians in period-accurate costumes.
Free | kentislandheritagesociety.org/kent-island-day
Tails on the Trails Funfest
May 17, Noon-4 p.m. | Huntingtown
An event for pets and their owners by the Humane Society of Calvert County, with demonstrations by search-and-rescue and K9 dogs, lawn games, face painting and plenty of dog-friendly activities
Free (donations encouraged) | humanesocietyofcalvertcounty.org
Maryland Day Open House
May 21, 10 a.m.-3 p.m. | Annapolis
The Hammond-Harwood House will be open for free to celebrate Maryland Day! Families can take a guided tour or explore the house on their own.
Free | hammondharwoodhouse.org
Let’s Be Friends Spring Festival
May 31, Noon-4 p.m. | Davidsonville
A spring family event at The Woodlands at Homestead Gardens, including brunch, live music and children’s activities
Free (add-ons available) | letsbefriendsevents.com
