Downtown Annapolis Holiday Events:

Thursday December 5th

Midnight Madness: Happens every Thursday night in December. All the shops around downtown stay open until midnight for holiday shopping, complete with festive holiday lights, music, and hot drinks served in the stores.

The Red Red Wine Bar turns into the Jingle Bell Bar every December. Cutest wine bar on main street with amazing holiday decor!

Restaurant Favorites:

Joss - Sushi

Lemongrass - Thai

Level - Cocktail Bar and Small Plates

McGarveys - Classic Maryland Seafood

The Chart House - Seafood on the Water ($$$)

Iron Rooster - Brunch

Acqua al 2 - Italian

Chick and Ruth's Delly - Classic Diner

Vin909 - Wine Bar

Sailor Oyster Bar

Choptank - Amazing Crab Cakes