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Annapolis Events for 5/4/2025 to 5/6/2025
Arts And Entertainment

Annapolis Italian Festival

Sunday, May 4, 2025 from 10:00am to 3:00pm
Sons and Daughters of Italy - Annapolis Lodge #2225
Annapolis, MD
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Annapolis Italian Festival

First Sunday Arts Festival

Sunday, May 4, 2025 from 11:00am to 5:00pm
Annapolis, MD
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First Sunday Arts Festival

Maryland Pizza and Pints Festival

Sunday, May 4, 2025 from 12:00pm to 5:00pm
Anne Arundel County Fairgrounds
Crownsville, MD
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Maryland Pizza and Pints Festival

Kevin Jackson

Sunday, May 4, 2025 at 8:00pm
Rams Head On Stage
Annapolis, MD
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Kevin Jackson

John Moreland

Wednesday, May 7, 2025 at 8:00pm
Rams Head On Stage
Annapolis, MD
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John Moreland

John Moreland w/ Ramsey Thornton (21 & over)

Wednesday, May 7, 2025 at 8:00pm
Rams Head On Stage
Annapolis, MD
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John Moreland w/ Ramsey Thornton (21 & over)

Girl Named Tom

Thursday, May 8, 2025 at 8:00pm
Rams Head On Stage
Annapolis, MD
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Girl Named Tom

BoDeans

Friday, May 9, 2025 at 8:00pm
Rams Head On Stage
Annapolis, MD
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BoDeans

BoDeans - 21+

Friday, May 9, 2025 at 8:00pm
Rams Head On Stage
Annapolis, MD
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BoDeans - 21+

Tony Stramella Band

Saturday, May 10, 2025 at 8:00pm
Mother's Peninsula Grille
Arnold, MD
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Tony Stramella Band

JOSEPH w/ Slark Moan

Saturday, May 10, 2025 at 8:30pm
Rams Head On Stage
Annapolis, MD
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JOSEPH w/ Slark Moan

Brett Dennen and River Whyless

Sunday, May 11, 2025 at 3:00pm
Rams Head On Stage
Annapolis, MD
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Brett Dennen and River Whyless

Brett Dennen & River Whyless: Spring Road Trip (3PM - All Ages)

Sunday, May 11, 2025 at 3:00pm
Rams Head On Stage
Annapolis, MD
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Brett Dennen & River Whyless: Spring Road Trip (3PM - All Ages)

Brett Dennen and River Whyless

Sunday, May 11, 2025 at 8:00pm
Rams Head On Stage
Annapolis, MD
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Brett Dennen and River Whyless

Brett Dennen & River Whyless: Spring Road Trip (8PM - 21 & Over)

Sunday, May 11, 2025 at 8:00pm
Rams Head On Stage
Annapolis, MD
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Brett Dennen & River Whyless: Spring Road Trip (8PM - 21 & Over)
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