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Meg & Tommy

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    Things To Do

Things To Do

For our out-of-town (and local!) guests, check out some of our favorite spots! Please note that the Annapolis Boat Show will be taking place in Downtown Annapolis this weekend. While the crowds may be larger than usual, we still highly recommend exploring the downtown shops and dining!

Osteria 177

177 Main Street, Annapolis, MD 21401

The infamous location of Meg and Tommy's first date...needless to say, it was a good choice

The Point Crab House & Grill

700 Mill Creek Road, Arnold, MD 21012

If you're up for picking MD crabs, these are the best in town. And if you're not, try M&T's favorite pork tacos

Boatyard Bar & Grill

400 Fourth Street, Annapolis, MD 21403

Grab a drink, app, or meal with locals at this authentically nautical Annapolis staple

Great Frogs Winery

3218 Harness Creek Road, Annapolis, MD 21403

Annapolis is no Napa, but this local winery has lovely vineyard views, flights, and snacks

Lewnes' Steakhouse

401 Fourth Street, Annapolis, MD 21403

The Gesner family's go-to celebration spot

The Choptank - Annapolis

110 Compromise Street, Annapolis, MD 21401

For great waterfront rooftop views of Annapolis + upscale drinks, apps, and dinner

Naval Academy

52 King George Street, Annapolis, MD 21402

Use the link below to book tickets for tours of the Naval Academy, or if you prefer a self-guided experience (like we often do), you can show your ID at the entrance gate and walk around the Academy yourself! Don't miss walking along the waterfront!

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