Military Bowl

Navy-Marine Corps Memorial Stadium 550 Taylor Ave,, Annapolis, MD, United States

The Military Bowl presented by Northrop Grumman kicks off for the 11thtime in December. at Navy-Marine Corps Memorial Stadium, featuring a matchup between representatives from the Atlantic Coast Conference and the American Athletic Conference. Organized by the DC Bowl Committee, the Military Bowl serves as a premier regional event benefiting the USO and other organizations supporting members of the [...]

St. John’s and USNA Croquet Match

St. John's College 60 College Ave, Annapolis, MD, United States

35th Annual - "Johnnies" & "Mids" vie for the coveted Annapolis Cup. Croquet match brings together two institutions for what SI says has "no parallel in intercollegiate sports." Dress "Great Gatsby" style. $15.00 Advance Sale General Admission tickets. (12 and under Free) No tickets will be sold at the gate. Current St. John’s students and [...]

Derby Fest

Hammond-Harwood House 19 Maryland Avenue,, Annapolis, MD, United States

Celebrate the Kentucky Derby at Two Great Houses of Colonial Annapolis! Annapolis gained fame in colonial times as the first site of city-organized horse racing. On the fairground north of West Street, George Washington and other leaders came to watch the races Race Week was a social highlight renowned throughout the colonies. Reservations encouraged. $50 per [...]

$50

Truxtun Youth Triathlon

Truxtun Park 273 Hilltop Ln, Annapolis, MD, United States

Be challenged in a Swim, Bike, Run event at Truxtun Park! SWIM in the Truxtun Park pool; BIKE through City parks and adjoining roads; and RUN through Truxtun’s trails. All participants receive a medal for completing the race. Trophies are awarded to the 1st, 2nd, and 3rd places in each age group. Entry fee includes [...]

$55

ENDLESS SUMMER 6-HOUR RUN

Greenbury Point Nature Center Greenbury Point Nature Center, Annapolis, MD 21402, Annapolis, MD, United States

Endless Summer 6 Hour Run is a low-key, special event hosted by the Annapolis Striders benefiting the Semper Fi Fund. Fast and flat scenic 3.5-mile loop, primarily on packed dirt paths around Greenbury Point across the Severn River from the U.S. Naval Academy. Solo and relay divisions. Course Fast and flat scenic 3.6-mile loop, primarily [...]

$45 – $75
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