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Dinner Under the
Stars

Wednesday Evenings 
6-10pm
May 21 thru September 24
with Special Saturday night
Dinner Under the Stars Concerts


 

The first block of Annapolis’ historic West Steet is where families and friends meet Wednesday and several Saturday evenings, from May to September, to relax, dine under the stars, dance and enjoy live music. It’s a tradition - when the summer sun sets, a canopy of overhead lights add romance to every evening of Dinner Under the Stars.  Outdoor space is limited, reservations are recommended. Call the restaurant of your choice to reserve your table.


Participating restaurants will give you a wide choice of international and hometown flavors. Make your reservations for Dinner Under the Stars with the following participating restaurants:

Nearby restaurants with additional outdoor dining include:


Learn to paint during Dinner Under the Stars with Gallery 57 West (check the gallery for upcoming schedule), take a game room challenge at Mission Escape Room, and check out new art exhibits at The Annapolis Collection Gallery,  Annapolis Pearl Gallery and Gallery 57 West,  49 West Coffeehouse Winebar & Gallery, Tsunami, and Level.

Dinner Under the Stars Music and Entertainment
Music is 6pm-9pm unless otherwise indicated
 Wednesday Nights, music is down by Stan and Joe's Saloon and  
Saturday Nights music is in 
front of the Art Galleries - see below

Dance the night away under the stars
2025 Music Schedule

If you would like to sponsor a night of Dinner Under the Stars contact Audrey Lee at audrey@innerweststreetassociation.com

Schedule

Coming Soon

Musician

MAY 

Wednesday, May 21

D'Vibe and Conga

Wednesday, May 28

Spice Band

JUNE

Wednesday, June 4

Spirit of Jazz

with 

Geno Marriott

 

Wednesday, June 11

Timmie, Tambo and Erich

Saturday, June 14

A CELEBRATION

OF THE ARTS

Bayside Big Band

 

Wednesday, June 18

Wendall Live

(Frank Sinatra Tribute)

 

Wednesday, June 25

Spice Band

JULY

Wednesday, July 3

Seth Kibel​ & The Kleztet

Wednesday, July 9

D'Vide and Conga

Wednesday July 16

Timmie, Tambo and Erich

Saturday, July 19

MOTOWN CONCERT

The Groove Spot Band

and Show

Wednesday, July 23 

Spirit of Jazz

with 

Geno Marriott

Wednesday, July 30

Spice Band

AUGUST

Wednesday, August 6

Wendall Live

Frank Sinatra Tribute

Wednesday, August 13

Seth Kibel​ & The Kleztet

Saturday, August 16

LET'S SALSA

TBD

Wednesday, August 20

Juliet Lloyd

Wednesday, August 27

SoulJourners

SEPTEMBER

Wednesday, Sept .3

Seth Kibel​ & The Kleztet

Wednesday, Sept. 10

Timmie, Tambo and Erich

Saturday, September 13

Annapolis Songwriters

Festival 5-10pm

Music on the end at Calvert and West St.

Wednesday, Sept. 17

Spice Band

Wednesday,  Sept. 25

SoulJourners

PICKLEBALL

UNDER THE STARS

Join Annapolis Pickleball Club for a night of friendship and fun! 

Pickleball courts will be marked out at the top of West Steet, outside Sadona Salon + Spa, every Wednesday from

5 pm - late.

 

Enjoy a Dinner Under the Stars and a cold beer after you slam, defend, and dink to victory! 

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©2021 by Inner West Street Association

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