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There are a lot of fine places to dine in Annapolis. The following are ten of our favorites. Some of them are fine dining; others are rather casual. The restaurants are not ranked. All are places we return to time and again.
This beloved Eastport wine bar, housed in a charming neighborhood bungalow, has consistently provided diners with a delicious, innovative seasonal menu. Try the Rockstar pizza made with truffle and fig. Vin 909 is popular and does not take reservations. This makes bringing guests difficult unless you don’t mind waiting outside.
909 Bay Ridge Road, Annapolis, Maryland 21403 | vin909wine.com
Nostalgia reigns at this classic steak house. Intimate and gracious, the steaks are cooked on a super-hot grill. Celebrating milestones here is a long-standing Annapolis tradition.
401 Fourth Street, Annapolis, Maryland 21403 | lewnessteakhouse.com
Italian food at its finest. Chic and elegant. Consistently fine dining right on Main Street.
177 Main Street, Annapolis, Maryland 21401 | osteria177.com
West Annapolis favorite featuring European cuisine. The dining rooms telescope into the gardens with cozy seating. Try the Belgian meatballs or moules frites.
17 Annapolis Street, West Annapolis, Maryland 21401 | flamantmd.com
Don’t let the casual appearance fool you. Innovative American cuisine with a penchant for fermentation and pickling. Try the smoked fish dip and mushroom “cheesesteak” sandwich.
164 Main Street, Annapolis, Maryland 21401 | preserve-eats.com
Sophisticated dining room with a gorgeous view onto Spa Creek. We like to hang out in the intimate back bar. Try the empanadas and rockfish.
410 Severn Avenue, Annapolis, Maryland 21403 | carrolscreek.com
With a brick pizza oven and classic Italian fare, Carpaccio’s is a place we like to go for the ambiance and the service.
1 Park Place, Suite 10, Annapolis, Maryland 21401 | carpacciotuscankitchen.com
A newcomer to the Annapolis dining scene, Choptank has the distinction of the finest elevated views of Ego Alley. The outdoor seating on the second floor offers a command location to gaze upon all the comings and goings of the boats below. Excellent raw bar and crab cake.
110 Compromise Street, Annapolis, Maryland 21401 | thechoptankrestaurant.com/annapolis
The romance of the Severn Inn is found in its site right on the Severn River and its view of the Annapolis skyline. The food is really good, too! Great salads and cream of crab soup.
1993 Baltimore Annapolis Boulevard, Annapolis, Maryland 21409 | severninn.com
How lovely to have a wine bar with tasty food attached to a vast and well-stocked wine store. Visit Mondays for the roast chicken.
1410 Forest Drive, Annapolis, Maryland 21403 | grapeswinebarannapolis.com
What are some of your favorite places to dine? Share them with us at ahm@annapolishomemag.com
© Annapolis Home Magazine
Vol. 14, No. 1 2023