Annapolis event weekends: what to do between sessions

Maryland's sailing capital, home of the US Naval Academy and its Commissioning Week.

Events we cover in Annapolis

Arriving

BWI is 30 minutes away; Reagan National is 45 minutes.

Where to stay

BudgetWhereWhy
BudgetParole and Route 50 hotelsChains 10 minutes out.
Mid-rangeHistoric districtWalk to the Academy gates.
SplurgeWaterfrontHarbour hotels.

Three hotels we would book

Event weekends sell out early and prices rise as the date gets closer: book a cancellable room as soon as you know you are going.

Tours

Half day · Family

Naval Academy guided walking tour

From the Armel-Leftwich visitor center.

Half day · Low walking

Sailing cruise on the Chesapeake

Schooner sails.

Half day

Historic Annapolis walking tour

State House and colonial streets.

Evening · Food · Nightlife

Crab and seafood dinner cruise

Sunset on the bay.

Where to eat

With kids

Rainy-day backups

Free things to do

Getting around