Local flavors at Out of the Fire.

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Hungry in Annapolis? Whether you’re visiting for a day or lucky enough to call this charming capital home, you’re probably wondering: Where should I eat right now? From fresh crab feasts to creative small plates and decadent desserts, Annapolis knows how to feed you right. This list isn’t just about what’s trendy — it’s about what tastes amazing. Let’s Dig In.


1. Iron Rooster — All-Day Brunch Heaven

Ever wish brunch lasted all day? At Iron Rooster, it does. Famous for its giant homemade Pop-Tarts and chicken & waffles, this place nails comfort food with a local twist. Located near City Dock, it’s a must-stop before a day of exploring.

Brunch is always on the menu at Iron Rooster — and yes, you do want the homemade Pop-Tart.

Pro Tip: Weekends get busy — go early or aim for a weekday morning.


2. Preserve — Modern American with a Fermented Flair

Into pickles? Then you’ll love Preserve, a cozy spot on Main Street turning preserved veggies into menu stars. Expect seasonal dishes, craft cocktails, and a fresh spin on Mid-Atlantic flavors. Think: roasted beets, sauerkraut pierogis, and ricotta gnocchi.

Who can’t resist dessert at Preserve’s?

Pro Tip: Make a reservation — the space is small, but the flavor is big.


3. Vin 909 — Wood-Fired Pizza & Wine in Eastport

Cross the Spa Creek Bridge into Eastport and discover Vin 909, a cozy bungalow turned wood-fired pizza haven. Their farm-to-table menu changes daily, and the wine list is just as thoughtful. Great for date nights or a casual foodie hangout.

 Vin 909 serves up wood-fired dreams with a side of cozy charm.

Pro Tip: No reservations here — arrive early or expect a short wait (totally worth it).


4. Boatyard Bar & Grill — Where Locals Go for Crab

This spot is pure Annapolis: nautical decor, boat shoes, and World’s Best Crab Cake Dinner. Sailors and locals love the Boatyard Bar & Grill for its laid-back vibe and standout crab cakes. It’s Maryland, so trust the crab.

Local, delicious, and 100% Maryland.

Pro Tip: Grab a local beer or Orange Crush to wash it all down.


5. Chick & Ruth’s Delly — Quirky, Classic, and Full of Heart

Come for the kitschy vibe, stay for the massive milkshakes and towering sandwiches. Chick & Ruth’s is a longtime Annapolis institution that feels like stepping into a retro sitcom — in the best way.

Chick & Ruth’s is an Annapolis rite of passage.

Pro Tip: Check out their daily Pledge of Allegiance tradition around 8:30 AM.


6. Blackwall Hitch — Waterfront Dining with a View

Blackwall Hitch nails the vibe for upscale dining with gorgeous water views. The seafood is fresh, the cocktails are classy, and live music often sets the mood. Ideal for a fancier night out or celebration dinner.

Dining dockside at Blackwall Hitch? Yes, please.

Pro Tip: Ask for a table on the deck for prime sunset views.


7. Lemongrass — Thai Food with a Kick

Need a break from crab cakes? Try Lemongrass, Annapolis’s go-to Thai restaurant. With bold curries, crispy spring rolls, and tangy pad Thai, it’s a flavorful detour from typical tourist fare.

 Spice up your Annapolis food tour at Lemongrass.

Pro Tip: Great for takeout too — grab a curry and picnic at the waterfront.


8. Mason’s Famous Lobster Rolls — New England Taste, Maryland Heart

This fast-casual favorite brings Maine’s famous lobster rolls to Maryland. Mason’s doesn’t overdo it — just buttery rolls, fresh lobster, and simple sides. Perfect for a quick but unforgettable lunch.

Lobster lovers, this roll’s for you.

Pro Tip: Skip the line and order online for pick-up, then take the food to nearby Ego Alley to eat with a view.


Eat Your Way Through Annapolis

Annapolis might be small, but its food scene packs a punch. Whether you’re craving comfort food, global flavor, or dockside seafood, this city’s a seat waiting for you. Bookmark this list, bring your appetite, and maybe wear stretchy pants (just saying).

Which spot are you dying to try? Share your favorite local eats in the comments or tag your food pics with #AnnapolisBites—I’d love to see what’s on your plate.

Stay curious, stay hungry, and keep exploring!


Beth
Hi, I’m Beth! Growing up as a pescatarian in a family of meat lovers, I had to get creative at the dinner table (the family dog was a big fan of my strategy). My love for food, travel, and photography was sparked at home and grew into Bite-Sized Adventures. Join me as we explore the world one bite and snapshot at a time!

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