5 Ways to Explore Annapolis this May

Spring is in full bloom here in Annapolis! It’s time to get outside and enjoy all the events, festivals, and activities happening throughout the month. From the anticipated arrival of the Blue Angels during Commissioning Week, to a blues festival set against the Chesapeake Bay, to the return of an outdoor dining block party, it’s all happening in Annapolis this May.

First Sunday Arts Festival

Annapolis this May

May 6th marks the return of the First Sunday Arts Festival! From noon until five, each first Sunday of each month, a portion of historic West Street above Church Circle is closed to cars and transforms into a fun festival of live music, dance, art and crafts. The Festival, which continues around the corner into Whitmore Park on Calvert Street, is free and a family affair for all ages. It’s the perfect place to enjoy an afternoon outdoors surrounded by talented performers, musicians, and over 100 booths of arts and crafts. Plus several of the West Street restaurants become outdoor cafes with perfect seating to watch the fun and people go by!

USNA Commissioning Week

The United States Naval Academy prepares for a week of tradition, ceremony, and celebration for its graduating class of 2018. Commissioning Week involves a full week of celebratory events beginning Friday, May 18th and culminating with graduation day at the Navy-Marine Corps Memorial Stadium on Friday, May 25th. Even if you don’t know anyone graduating from the Academy this year, Commissioning Week offers a host of events, some available to the public, that provide a taste of the history and tradition of the United States Naval Academy, along with multiple airshows put on by the famed Blue Angels. Click here for all the information you need to enjoy this exciting week in Annapolis.

Chesapeake Bay Blues Festival

Held May 19th and 20th at Sandy Point State Park overlooking the Bay, the Chesapeake Bay Blues Festival is quickly becoming a May staple in the area. The 2018 lineup includes Heather Gillis Band, Brian Setzer’s Rockabilly Riot, Kenny Wayne Shepherd Band, Keb’ Mo’ Band, Mike Zito and many more! Visit for more information and to purchase tickets.

NCAA Division I Men’s Quarterfinal Lacrosse Championship

Annapolis this May

The 2018 NCAA Division I Men’s Quarterfinal Lacrosse Championship held at the Navy-Marine Corps Memorial Stadium on May 20th will determine two of the four teams who will completed on Memorial Day weekend for the Final Four and Championship Game at Gillette Stadium in Foxborough, Massachusetts. This will be the 48th annual single-elimination tournament to determine the national championship for National Collegiate Athletic Association (NCAA) Division I men’s college lacrosse.

Seventeen teams will compete in the tournament, based upon their performance during the regular season. For some, entry into the tournament was by means of a conference tournament automatic qualifier or an at-large selection determined by the NCAA selection committee.

Dinner Under the Stars

The first block of West Street (from Church Circle to Calvert Street), located in the heart of the Arts District, will be closed to traffic each Wednesday evening (beginning May 3oth and continuing through September 19th) and filled with café tables reminiscent of the open air cafés in France, Spain, and Italy. Visitors and area residents are invited to dine, stroll and shop along West Street while enjoying live music beneath a canopy of lights complete with live music. Click here for more information.


Photos courtesy of Visit Annapolis

Annapolis Discovered

Annapolis Discovered is Annapolis & Anne Arundel County’s go-to resource for finding out what’s happening in and around the county. Here you will read about the latest news and updates related to Arts, History, Lifestyle, Food and more! Written by local bloggers, our stories are your guide to the City.