Welcome to our First Sunday Arts Festival
Inner West Street Association is the proud sponsor of Maryland's premier art festival. From May through November, thousands of visitors enjoy shopping along beautiful West Street in downtown historic Annapolis.
Over 100 Vendors | Live Entertainment | Café Dining
May 4
June 1
July 6
August 3
September 7
October 5
November 2
2025 FESTIVAL DATES
11am to 5pm
2025 Festival Music and Entertainment
MAY
4
Live Music
Stan and Joe's Lot
11am-1:30
D'Vibe and Conga
1:45-2:15pm
Johnson Male Chorus
2:30-5:00
Island Breeze
People's Park
noon - 5pm
Class Act Performing Art
PJ and Neal
Weisman Park
Michael Kocher
JUNE
1
Live Music
Stan and Joe's Lot
11am-1:30pm
Spirit of Jazz
with Geno Marriott
1:45-2:15pm
The Johnson Male Chorus
2:30-5pm
Fast Eddie and the Slowpokes
People's Park
noon - 5pm
Naptown Signs and Plays
Aaron Hawkins
Weisman Park
Michael Kocher
JULY
6
Live Music
Stan and Joe's Lot
11am-1:30pm
Groove Spot Band and Show
1:45-2:15pm
Johnson Male Chorus
2:30-5pm
Island Breeze
People's Park
noon - 5pm
Garret Park Guitar
TBD
Weisman Park
Michael Kocher
AUGUST
3
Live Music
Stan and Joe's Lot
11am-1:30
D'Vibe and Conga
1:45-2:15
Johnson Male Chorus
2:30-5pm
Spice Band
People's Park
noon - 5pm
Garret Park Guitar
P.J. & Neal
Weisman Park
Michael Kocher
SEPTEMBER
7
Live Music
Stan and Joe's Lot
11am-1:30pm
Soul Journers
1:45-2:15pm
Johnson Male Chorus
2:30-5pm
Groove Spot Band and Show
People's Park
noon - 5pm
TBD
Aaron Hawkins
Weisman Park
Michael Kocher
OCTOBER
5
Live Music
Stan and Joe's Lot
11am-1:30pm
TBD
1:45-2:15pm
Johnson Male Chorus
2:30-5pm
Mac Heat
People's Park
noon - 5pm
Class Act Performing Arts
TBD
Weisman Park
Michael Kocher
2pm Rising Stars Apex Arts
NOVEMBER
2
Holiday Market
Live Music
Stan and Joe's Lot
11:30-1pm
Guava Jelly
1:45-2:15pm
Surprise Guests
2:30-5pm
Juliet Lloyd
People's Park
noon - 5pm
Naptown Sings and Plays
Old Mill Steel Drum
Weisman Park
Michael Kocher
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Pottery
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Wood Carving
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Painting
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Metalwork
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Watercolor
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Jewelry
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Glass
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Textile
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Soaps
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Garden Sculpture
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and More!
Sponsors
