Dinner Under the
Stars
Wednesdays and Saturdays
6-10pm
May 18 thru September 28
The first block of Annapolis’ historic West Steet is where families and friends meet Wednesday and 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 Reynolds Tavern.
Be sure to check out Curate for coffee and deserts.
Learn to paint during Dinner Under the Stars at Wine & Design, take a game room challenge at Mission Escape Room, and check out new art exhibits at The Annapolis Collection Gallery, 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
Dance the night away under the stars
2024 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
MAY
Saturday, May 18
Groove Spot Band
and Show
Wednesday, May 22
Seth Kibel
Sponsored by
Renewal by
Andersen Corp
Saturday, May 25
Foreplay
A Tribute to 70"s Rock
Wednesday, May 29
Island Breeze
JUNE
Saturday, June 1
Soul Journers
Wednesday, June 5
Guava Jelly
Saturday, June 8
Bayside Big Band
Wednesday, June 12
Timmie and Tambo
Saturday, June 15
D'Vibe
Sponsored by
Renewal by
Andersen Corp
Wednesday, June 19
Wendall Live
(Frank Sinatra Tribute)
Saturday, June 22
Naptown Funk
Wednesday, June 26
Mike Heur
Wednesday, June 29
The Rollex Band
JULY
Wednesday, July 3
Seth Kibel
Saturday, July 6
Coming Soon
Wednesday, July 10
Timmie and Tambo
Saturday,July 13
Soul Journers
Wednesday, July 17
Mike Heur
Sponsored by
Renewal by
Andersen Corp
Saturday, July 20
Bayside Big Band
Wednesday, July 24
Wendall Live
(Sinatra Tribute)
Saturday, July 27
Naptown Funk
Saturday, July 31
Soul Journers
AUGUST
Saturday, August 3
Naptown Funk
Sponsored by
Renewal by
Andersen Corp
Wednesday, August 7
Mike Heur
Saturday, August 10
Coming Soon
Wednesday, August 14
Winship Trio
Saturday, August 17
Seth Kibel
Wednesday, August 21
Wendall Live
(Sinatra Tribute)
Saturday, August 24
Bayside Big Band
Wednesday, August 28
Spice Trio
Saturday, August 31
Geno Marriott and the
Spirit of Jazz
SEPTEMBER
Wednesday, September 4
Island Breeze
Saturday, September 7
Starvation Army Band
Wed, September 11
Winship Trio
Saturday, September 14
SoulJourners
Wed, September 18
Wendall Live
(Sinatra Tribute)
Saturday, September 21
Annapolis Songwriters
Festival
Wed, September 25
Guava Jelly
Saturday, September 28
Spirit of Jazz
Sponsored by
Renewal by
Andersen Corp
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!