Festivals, Fairs & Expos
Events
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Pumpkin Walk
Hammond-Harwood House 19 Maryland Avenue, Annapolis, United StatesJoin us for our annual Pumpkin Walk! Come celebrate the spooky season with games, crafts, snacks, storytelling, face painting, and a costume parade around the mansion. This event will take …
$20 – $25 -
Fall Saturdays at Ridge Grow
Ridge Grow 244 Old Mill Bottom Rd S, Annapolis, United StatesFall Saturdays are coming to Ridge Grow! 🍂🎃 Every Saturday Sept. 12–Oct. 31 — pumpkins, mums, fall finds, food trucks & family fun! Bring the whole family and enjoy our …
Free -
Greenstreet Gardens Fall Fest
Greenstreet Gardens 391 West Bay Front Road, Lothian, United StatesDon't miss the Greenstreet Gardens Fall Fest! Get lost in our five-acre corn maze, take a trip around on a hayride, and explore our pumpkin patch! Grab some animal treats …
Free – $17 -
Day of the Dead Festival (Día de los Muertos)
Maryland Hall 801 Chase Street, Annapolis, Maryland, United StatesCelebrate culture, community, and tradition! The Day of the Dead Festival (Día de los Muertos) is an annual Annapolis celebration with live music, traditional dance, altars, art, food, and family-friendly …
Free -
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First Sunday Arts Festival
53 West Street 53 West Street, Annapolis, United States +1 moreDon't miss the First Sunday Arts Festival! On the first Sunday of the month, West Street and Calvert Street are closed for a family friendly festival. It has over 150 …
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Annapolis Jazz & Roots Festival Returns Nov. 6-15
"Pip" Moyer Recreation Center 273 Hilltop Ln, Annapolis, United States +1 moreAnnapolis Jazz & Roots is launching its fifth festival on the scenic shores of the Chesapeake. Events combine music, art, poetry and history on two weekends, November 6-15. Based in …