DC to Annapolis Weekend Escape

Year-round adventure begins in Annapolis! From the shores of the Chesapeake to the excitement of Arundel Mills and everything in between, we are the ultimate weekend escape!

Just 30 miles from the Nation's capital and less than an hour by car, when you arrive in Annapolis, you can't help but be transported and charmed by the city's waterfront, live music, entertainment, and 18th-century architecture.

Everywhere you look, the city welcomes you with warm smiles, a thriving culinary scene, and nautical adventures. Perfect for a romantic weekend in a luxury bed and breakfast or a family escape in search of sailboats, crabs, and beaches! Stay close to Maryand's capital for music festivals, art shows, dining, and the United States Naval Academy.

Or stay just outside the city center and visit a brewery or winery, hike Sandy Point State Park, or press your luck at Live! Casino & Hotel.

Explore our itineraries to choose the perfect adventure, or download our 2024 visitor guide to plan your weekend in Annapolis and Anne Arundel County!


Register to Win an Annapolis Getaway!


Please complete the entry form.

* Indicates a required field.

The Chesapeake Adventure

Experiencing the Chesapeake is all about getting your feet wet, tasting its flavors, and learning about its history. Here in Annapolis, the Chesapeake is on full display in all its glory.

Annual Events & Festivals

There is a lot to see and do in this beautiful seaside town; the question is, what are you looking to experience? Select a category below to discover more about Annapolis & Anne Arundel County.


There's no better way to see the many sights of Annapolis than to take a dog-friendly walking tour or boat cruise. Walk our historic city streets with your pup for your own little walking tour and discover iconic landmarks along the way. Or take your dog on a water adventure with a boat...

Civil Rights Guide

2024 marks the 60th Anniversary of the signing of the Civil Rights Act. Explore the Annapolis and Anne Arundel County stories of the movement with a guide to 60 sites of historic importance in Anne Arundel County.

Arts District

Annapolis is home to a thriving visual and performing arts scene! Head to West Street – between Church Circle and the Westin Annapolis Hotel – and experience Annapolis’ thriving Arts District firsthand with galleries, art shows, live music, and more!


Explore our Event Calendar

Discover arts and entertainment, culture, live music, and so much more on our events calendar, updated daily! For more inspiration, be sure to follow us on social @VisitAnnapolis