Dinner Under the
Stars
Wednesdays and Saturdays
6-10pm
May 22 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:
-
Level a Small Plates Lounge - Takes Reservations (2nd block of West Street) - Live Music Wednesdays 6pm - 9pm (rain or shine)
-
Reynolds Tavern (Top of West Street) - Live Music Wednesday-Saturday
-
Curate (3rd block of West Street) - Coffee and Desserts
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, 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
Most 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
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
_____________
KICK OFF NIGHT
Wednesday, May 22
The Groove Spot Band
and Show
Music on the end at Calvert and West St.
Sponsored by
Renewal by
Andersen Corp
Saturday, May 25
Foreplay
A Tribute to 70"s Rock
Music across from
Stan and Joe's Lot
Wednesday, May 29
Canceled - Rain
Canceled - Rain
JUNE
Saturday, June 1
Soul Journers
Drag Bingo 4-6
Stan and Joe's Lot
Wednesday, June 5
Guava Jelly
In front of Level
Billy Zee
Saturday, June 8
Bayside Big Band
Music on the end at Calvert and West St.
Ballet Theatre of maryland
performs at 7pm
Wednesday, June 12
Timmie and Tambo
In front of Level
Billy Zee
Saturday, June 15
D'Vibe and Conga
Music on the end at Calvert and West St.
Wednesday, June 19
Wendall Live
(Frank Sinatra Tribute)
Sponsored by
Renewal by
Andersen Corp
In front of Level
Billy Zee
Saturday, June 22
Ryan Keith Band
Music on the end at Calvert and West St.
Wednesday, June 26
Mike Heur
In front of Level
Billy Zee
Saturday June 29
on Stage
The Rollex Band
Music on the end at Calvert and West St.
JULY
Wednesday, July 3
Seth Kibel
In front of Level
Billy Zee
Saturday, July 6
on Stage
The Spindles
Music on the end at Calvert and West St.
Wednesday, July 10
Timmie and Tambo
Canceled
In front of Level
Billy Zee
Saturday,July 13
Soul Journers
Music on the end at Calvert and West St.
Wednesday, July 17
Mike Heur
Sponsored by
Renewal by
Andersen Corp
In front of Level
Billy Zee
Saturday, July 20
Bayside Big Band
Music on the end at Calvert and West St.
Wednesday, July 24
Wendall Live
(Sinatra Tribute)
In front of Level
Billy Zee
Saturday, July 27
D'Vibe and Conga
Music on the end at Calvert and West St.
Saturday, July 31
Soul Journers
In front of Level
Billy Zee
AUGUST
Saturday, August 3
Naptown Funk
Sponsored by
Renewal by
Andersen Corp
Music on the end at Calvert and West St.
Wednesday, August 7
Mike Heur
In front of Level
Billy Zee
Saturday, August 10
Spice Trio
Wednesday, August 14
Winship Trio
In front of Level
Billy Zee
Saturday, August 17
Seth Kibel
with special violin guests
Wednesday, August 21
Wendall Live
(Sinatra Tribute)
In front of Level
Billy Zee
Saturday, August 24
Bayside Big Band
Music on the end at Calvert and West St.
Wednesday, August 28
Spice Trio
In front of Level
Billy Zee
Saturday, August 31
Geno Marriott and the
Spirit of Jazz
Sponsored by
Renewal by
Andersen Corp
SEPTEMBER
Wednesday, September 4
Island Breeze
In front of Level
Billy Zee
Saturday, September 7
Guava Jelly
Wed, September 11
Open Mic Night
with Spice Band
In front of Level
Billy Zee
Sponsored by
Renewal by
Andersen Corp
Saturday, September 14
Annapolis Songwriters
Festival 5-10pm
Music on the end at Calvert and West St.
Wed, September 18
Wendall Live
(Sinatra Tribute)
In front of Level
Billy Zee
Saturday, September 21
Soul Journers
Music on the end at Calvert and West St.
Wed, September 25
Guava Jelly
In front of Level
Billy Zee
Saturday, September 28
Season Finale
Spirit of Jazz
Sponsored by
Renewal by
Andersen Corp
Join us us for Dinner Under the Stars on Saturday, September 14th with a line up of great musicians to entertain you. Musicians TBD
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!