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Vendors for the 2026 season have been chosen.  If you want to be placed on the waitlist you may still apply.  

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

Paint Tubes

2026 FESTIVAL DATES
11am to 5pm

2025 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

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

PJ and Neal

2-4pm

Brothers and the Sisters

Weisman Park

TBD

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

  • Wood Carving

  • Painting

  • Metalwork

  • Watercolor

  • Jewelry

  • Glass

  • Textile

  • Soaps

  • Garden Sculpture

  • and More!

Sponsors

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©2025 by Inner West Street Association

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