Commissioning Week Blue Angels Air Show
May 21st, 2 p.m.; Severn River
The United States Naval Academy Commissioning Week is a celebration for Midshipmen, their families, and the entire town of Annapolis. Woven into the fabric of our historic city, visitors come from all over to celebrate this special honor with graduating Midshipmen.
Rock Kent: Jimmy and the Parrots - A Jimmy Buffett Tribute
May 22nd, 7 p.m.; Kent Island Resort
Get ready for a tropical escape with Jimmy and the Parrots, the ultimate Jimmy Buffett tribute band! 🌴🎶 Join us at The Beach Bar on Thursday, May 22, 2024, from 7 PM to 8:30 PM for a night of island vibes, classic tunes, and laid-back fun as we pay tribute to the legendary Jimmy Buffett.
May 24th and 25th; Maryland Zoo, Baltimore
Celebrate Memorial Day weekend at Baltimore’s wildest beer festival! Enjoy your favorite craft brews while wandering through the Zoo and encountering incredible animals, all in support of Maryland Zoo's largest fundraiser of the year. With so much excitement planned, this is an event you won’t want to miss! Plus, every ticket supports animal care and wildlife conservation efforts.
29th Annual Chestertown Tea Party Distance Classic Race and Run for Radcliffe
May 24th; Wilmer Park, Chestertown
As is tradition, the run will help kick off Chestertown's Annual Tea Party Festival on Saturday, May 24, 2025! Hundreds of runners and walkers are slated to take off from Chestertown's Wilmer Park and trek along a 5K or a 10-mile path throughout the beautiful Kent County countryside.
Through June 1st; Children's Theatre of Annapolis
This is a musical adaptation of the beloved 2003 Pixar movie Finding Nemo, with new music by award-winning songwriting team Kristen Anderson-Lopez and Robert Lopez. Marlin, an anxious and over-protective clownfish, lives in the Great Barrier Reef with his kid Nemo, who longs to explore the world beyond their anemone home. But when Nemo is captured and taken to Sydney, Marlin faces his fears and sets off on an epic adventure across the ocean. With the help of lovable characters such as optimistic Dory, laid-back sea turtle Crush, and the supportive Tank Gang, Marlin and Nemo both overcome challenges on their journey to find each other and themselves.
May 23rd to 25th; Downtown Chestertown
In response to British Parliament’s closing of the port of Boston, the citizens of Chestertown, Maryland met in May of 1774 and set forth “Resolves” forbidding importing, selling, or consuming tea in Chestertown. According to local legend, residents then gathered at the town center, marched down High Street to the brigantine Geddes, which was anchored in the Chester River, and tossed her cargo of tea overboard. The annual reenactment of that event is the centerpiece of the Chestertown Tea Party Festival. The re-enactment is scheduled for 2:00 p.m. All Festival events take place along the Chester River and in the historic district of 18th-century Chestertown, Maryland. There is no admission charge to the Festival.
Summer Concert Series:
Allen Pond Summer Concert Series - May 25th, Allen Pond Park, Bowie: Rise Band & Show
May 29th; Charles Carroll House, Annapolis
Join us for a fun-filled event at the Charles Carroll House in Annapolis on May 29, 2025. Get ready to party with your besties and have a blast! This in-person event promises an unforgettable experience. Come celebrate friendship like never before while supporting the work and mission of the YWCA. We've got exciting surprises, music, photo bus, fire pits and delicious food lined up just for you. Don't miss out on this incredible opportunity to create memories that will last a lifetime. Mark your calendars and get ready to have the time of your life at the Bash for our Besties!
American Cancer Society Anne Arundel County Relay for Life
May 30th, 5 p.m.; Crofton High School
The American Cancer Society Relay For Life is the only Global walk that stands for every cancer while we walk for every life. Since 1985, communities across the world have come together to honor and remember loved ones and take action for lifesaving change. To celebrate 40 years, AA County is adding a health and wellness component and a Fun Run! The event takes place at Crofton High School and is a Community event honoring those who have lost their battle and those on any stage of their journey. Help us as we eliminate cancer in our lifetime. Every Cancer, Every Life!
Annapolis Blues Men's Soccer Home Game
May 31st, 5 p.m.; Navy-Marine Corps Memorial Stadium, Annapolis
Vs. Christos FC
Annapolis Blues Women's Soccer Home Game
May 31st, 7:30 p.m.; Navy-Marine Corps Memorial Stadium, Annapolis
Vs. Richmond Ivy
St. Mary's County Maryland House & Garden Pilgrimage
May 31st, 10 a.m. to 5 p.m.; Historic St. Mary's City
Explore the birthplace of Maryland during the 2025 Maryland House & Garden Pilgrimage Tour of St. Mary’s County. This self-guided tour offers a rare opportunity to step inside private homes, historic churches, gardens, and museums across the region. Situated between the Patuxent and Potomac Rivers and the Chesapeake Bay, St. Mary’s County is home to some of the state’s oldest settlements. Highlights of the tour include exclusive access to Historic St. Mary’s City, wine tastings from Zella Wine, bourbon samples from Tobacco Barn Distillery, and a live performance by the St. Peter Claver Men’s Choir.
May 31st, 11 a.m. to 1 p.m.; Doubletree Hotel, Annapolis
Join the Epilepsy Foundation for the 1st Annual Brunch-4-Brains and help us to unite people and families in support of all those affected by epilepsy. Together, we will amplify their voices and raise critical funds necessary for research, education, advocacy and connection.
May 31st, 11 a.m.; Wilmer Park, Chestertown
You guessed it: Chestertown’s fourth annual community party, Saturday in the Park, inspired by the song of the same name, is being held again on Saturday, May 31st (the weekend after the Tea Party Festival) in Wilmer Park. As always, the schedule includes a variety of activities designed to appeal to all ages and interests, including live music, arts, outdoor games for children and adults, kayaking, tness demonstrations, wellness booths, pet adoption, craft vendors, and food.
May 31st, 2 to 6 p.m.; Navy-Marine Corps Memorial Stadium, Annapolis
It’s time once again for The Annapolis Home Brew Club’s Annual Pints 4 Paws Homebrewing and Craft Beer Festival to benefit the SPCA of Anne Arundel County! This year we celebrate our 9th year of throwing this awesome event!
June 1st, 9 a.m.; Winter Park Place, Salisbury
Join the National Kidney Foundation for this inspiring community fundraiser to raise awareness of kidney disease, organ donation and the importance of early screening and healthy lifestyle for those at risk. In addition to the scenic 3-mile route patient-friendly route (accessible for strollers and wheelchairs), enjoy refreshments; music by DJ Jimmy at First Class Sound and Lighting, and the Kidney Kids Corner with games.
June 1st; Annapolis Elk Lodge, Edgewater
Decoy collectors and carvers from throughout the mid-Atlantic will flock to the 9th annual Annapolis Decoy Show on Sunday, June 1, 2025. The show runs from 9:00 a.m. to 3:00 p.m. – admission is free, parking is free
June 1st, 9 a.m.; Maryland Therapeutic Riding, Crownsville
Embrace tranquility surrounded by our beautiful horses and serene farm landscape. Yoga is for everyone and can be done while seated or standing. All abilities are welcome! Farm tours are available following yoga for all interested.
June 2nd; Hayfields Country Club, Hunt Valley
Grab your golf clubs and tee off with us at the 22nd Annual Casey Cares Golf Tournament at our new venue, the Hayfields Country Club. Proceeds from the tournament will directly benefit thousands of critically ill children in Casey Cares programs! Don't miss this opportunity to make a meaningful difference while golfing for a great cause!
Queenstown Harbor Golf Providence of Maryland's 32nd Annual Moran Golf Classic
June 2nd; Queenstown Harbor Golf Course
Grab your clubs and get ready for a fun-filled day on the greens at Providence’s 32nd Annual Moran Golf Classic! Enjoy 18 holes on two stunning courses along the Chester River, plus great food, drinks, on-course contests, raffles, a silent auction, and an awards reception.
June 3rd, 1:30 p.m.; Easton Peachblossom YMCA, Easton
Learn about the oysters of the Bay, their important role in the Bay’s ecosystem, and how they are doing. Oysters are considered a keystone species in many aquatic systems around the world, including the Chesapeake Bay. However, a variety of factors have contributed to a major decline in Chesapeake oyster populations. Disease, overfishing, and pollution have all taken their toll, but many groups are fighting to restore this hardworking bivalve.
Summer Concert Series:
Allen Pond Summer Concert Series - June 1st, Allen Pond Park, Bowie: DMG
