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Applications will open end of January 2025

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 5

June 2

July 7

August 4

September 1

October 6

November 3

Paint Tubes

2024 FESTIVAL DATES
11am to 5pm

Festival Music and Entertainment

MAY
5
Cancelled
due to rain! 

Live Music

Stan and Joe's Lot
11am
-1:30

Island Breeze
 

1:45-2:15pm

Johnson Male Chorus

 

2:30-5:00

Naptown Funk

People's Park

noon - 5pm
Priddy Music Academy

Naptown Sings 

 

Truist Lot 

Jack Rimel

JUNE
2

Live Music

 Stan and Joe's Lot
11am
-1:30pm

Apex Art
 

1:45-2:15pm 

All Children's Chorus of 

Annapolis
 

2:30-5pm

Juliet Lloyd
 

People's Park

noon - 5pm
Old Mill Steel Drum Band

P.J. & Neal 

Truist Lot 

Michael Kocher

JULY
7

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

Timmy and Tambo
 

People's Park

noon - 5pm
Nate Finn

Mike Waskey 

Truist Lot 

Michael Kocher

AUGUST
4

Live Music


Stan and Joe's Lot
11am
-1:30

D'Vibe
 

1:45-2:15

Johnson Male Chorus

 

2:30-5pm

Fast Eddie and The Slowpokes

 

People's Park

noon - 5pm
Jack Rimel

P.J. & Neal 

Truist Lot 

Michael Kocher

SEPTEMBER
1

Live Music


Stan and Joe's Lot
11am
-1:30pm

Soul Journers


1:45-2:15pm

Johnson Male Chorus

 

2:30-5pm

Starvation Army Band

People's Park

noon - 5pm

Aaron Hawkins

Mike Waskey 

Truist Lot 

Michael Kocher

OCTOBER
6

Live Music
 

Stan and Joe's Lot
11am-1:30pm

Them Crazy Maracas


1:45-2:15pm

Johnson Male Chorus
 

2:30-5pm

Naptown Funk
 

People's Park

noon - 5pm

Class Act Performing Arts

Aaron Hawkins

Truist Lot 

Michael Kocher

NOVEMBER
3

Holiday Market

Live Music
 

Stan and Joe's Lot
11:30-1pm

Timmi and Tambo
 

1:45-2:15pm

Surprise Guests
 

2:30-5pm

Guava Jelly
 

People's Park

noon - 5pm
Naptown Sings and Plays

Old Mill Steel Drum 

Class Act Performing Arts

Truist Lot 

Noon - 3pm

PJ & Neal 

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  • Pottery

  • Wood Carving

  • Painting

  • Metalwork

  • Watercolor

  • Jewelry

  • Glass

  • Textile

  • Soaps

  • Garden Sculpture

  • and More!

Sponsors

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