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Do Not Miss

Dinner Under the Stars: An Annapolis Tradition

May 22, 2023 by Jessica Opert
Dinner in Downtown Annapolis

Hungry for food, music and a beautiful outdoor setting? If you haven’t been yet, there is still plenty of time to take advantage of Dinner Under Stars brought to you by Inner West Street Association. 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!

  • Luna Blu Ristorante
  • Tsunami Sushi Bar and Lounge
  • 49 West Coffeehouse Winebar & Gallery
  • Stan and Joe’s Saloon
  • Rams Head Tavern
  • Picante Annapolis
  • Level

Nearby restaurants with additional outdoor dining include Reynolds Tavern.

And be sure to check out Curate for coffee and desserts. 

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.

Please check out the Music and Entertainment calendar for dates and times (mostly 6 PM – 9PM) of all the live bands performing.

Wednesdays and Saturdays

May 20 thru September 23, 2023

6-10pm

Some with themed nights

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Related posts:

Navigating the Annapolis Songwriter Festival   ArtFarm Annapolis: Cultivating Creativity and Community  September is Time for a Fresh Start   Hyatt Regency Chesapeake Bay Resort and Marina
Category: Do Not Miss See all posts by Jessica Opert

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❄️🏀 Winter Wo

❄️🏀 Winter Wonderland at Navy Basketball is back and it’s the perfect family day out! Enjoy cookie decorating, face painting, hot chocolate, holiday music, games, and so much more while cheering on Navy Men’s & Women’s Basketball in a festive doubleheader.

We love having Navy Athletics as one of our amazing Annapolis Moms community supporters, and this is such a great way to kick off the season with the kids. 🎄💙

Grab your tickets, bundle up, and make a day of it!

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Holiday Magic Awaits

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This season, let Community Supporter Bayside Limousine sweep you and your loved ones into an unforgettable night of festive lights, laughter, and luxury. Relax in a chauffeur-driven limo, Sprinter, or party bus as you glide past 30+ dazzling holidays displays across the DMV — from the glowing shores of Lights on the Bay to magical park-drive-throughs. Skip traffic, parking, and stress — just cozy vibes, crisp night air, and glowing memories. Book now and make this holiday season sparkle.✨

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