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 3
June 7
July 5
August 2
September 6
October 4
November 1
2026 FESTIVAL DATES
11am to 5pm
2026 Festival Music and Entertainment
MAY
3
Live Music
Stan and Joe's Lot
11am-1:30
Mac Heat
1:45-2:15pm
Johnson Male Chorus
2:30-5:00
Guava Jelly
People's Park
noon - 5pm
Naptown Sings and Plays
Lee Priddy Music
Weisman Park
Michael Kocher
Author's Alley
Mike Miller
JUNE
7
Live Music
Stan and Joe's Lot
11am-1:30pm
Voices for Vets
1:45-2:15pm
The Johnson Male Chorus
2:30-5pm
Annapolis Blend
People's Park
noon - 5pm
Garret Park Music
Aaron Hawkins
Weisman Park
Michael Kocher
Author's Alley
Mike Miller
JULY
5
Live Music
Stan and Joe's Lot
11am-1:30pm
Fast Eddie and the Slowpokes
1:45-2:15pm
Johnson Male Chorus
2:30-5pm
Honey Sol
People's Park
noon - 5pm
Garret Park Music
Aaron Hawkins
Weisman Park
Michael Kocher
Author's Alley
Mike Miller
AUGUST
2
Live Music
Stan and Joe's Lot
11am-1:30
D'Vibe and Conga
1:45-2:15
Johnson Male Chorus
2:30-5pm
SoulJourners
People's Park
noon - 5pm
Mike Miller
Aaron Hawkins
Weisman Park
Michael Kocher
Brothers and the Sisters
SEPTEMBER
6
Live Music
Stan and Joe's Lot
11am-1:30pm
Starvation Army Band
1:45-2:15pm
Johnson Male Chorus
2:30-5pm
Island Breeze
People's Park
noon - 5pm
PJ and Neal
Lee Priddy
Weisman Park
Michael Kocher
Annapolis Blend
Author's Alley
TBD
OCTOBER
4
Live Music
Stan and Joe's Lot
11am-1:30pm
Mac Heat
1:45-2:15pm
Johnson Male Chorus
2:30-5pm
D'Vibe and Conga
People's Park
11:30-1:30
Class Act
2-4pm
School of Rock
Weisman Park
Michael Kocher
PJ and Neal
Author's Alley
TBD
NOVEMBER
1
Holiday Market
Live Music
Stan and Joe's Lot
11:30-1pm
SoulJourners
1:45-2:15pm
Old Mill Steel Drums
2:30-5pm
Guava Jelly
People's Park
11-1:30
Naptown Sings and Plays
2-4:40
Lee Priddy Music
Weisman Park
Michael Kocher
Author's Alley
Mike Miller
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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
