4th Annual Charity Event for Adaptive Rowing Annapolis
May 8th, 5:30-7 p.m.; Adaptive Boating Center, Annapolis
Please join us for an evening of drinks and light fare in support of our rowing program for adults with physical and cognitive disabilities. Our program provides year-round recreational and competitive training both on and off the water for adults with special needs. We take our passion for rowing and turn it into opportunities for others. No limits. No boundaries.
State of the Miles, Wye & Eastern Bay
May 8th, 5:30 p.m.; Chesapeake Bay Maritime Museum, St Michaels
Each year, between April—October, ShoreRivers’ professional Riverkeepers conduct weekly tidal sampling of sites from Cecilton to Cambridge, then test for multiple scientific water quality parameters including dissolved oxygen, nutrient pollution, algae, and clarity. These indicators reveal the overall health of our waterways and our progress toward protecting and restoring our local rivers. ShoreRivers, statewide groups, and national agencies use this information to track trends, develop remediation strategies, advocate for stronger laws and enforcement, alert the public of potential health risks, and inform region-wide efforts toward clean water goals.
Casey Cares Pickleball Tournament
May 9th; The Dink of Severna Park
Let’s gather together to support the brave, critically ill children in our surrounding communities by registering to play in the tournament of the year! 100% of the proceeds from this tournament go directly to our programs and activities, so don’t delay – REGISTER TODAY!
Haven Ministries Annual Golf Tournament
May 9th; Prospect Bay Country Club, Grasonville
Enjoy a great day of golf at Prospect Bay Country Club while supporting Haven Ministries to provide HOPE through Shelter, Clothing, Food, and Support.
Annapolis Symphony Orchestra/Impact 100 School Concert
May 9th, 10 a.m.; Hammonds Lane Theatre, Brooklyn Park
Join the Annapolis Symphony Orchestra for an exciting field trip concert that will take students on a rhythmic journey through the world of dance! This concert promises to inspire a love for music and performing arts for students aged K-8 grades. Tickets are just $5 per student or adult. These concerts fill up quickly, so secure your spot soon. The ASO welcomes students from public, private, and home schools and virtual learning programs.
Boots & Bling: A Culinary Experience
May 9th, 6 p.m.; Rod 'N' Reel Restaurant, Chesapeake Beach
Get ready for an unforgettable night of fun and style at Boots and Bling for Hospice of the Chesapeake! Join us at the gorgeous, newly renovated Rod ‘N’ Reel Resort. Indulge in handcrafted cocktails, savory bites, and a silent auction packed with local treasures. Soak in stunning Chesapeake Bay views while you dance to live music by Calvert favorite Nightlife. Come for the fun, stay for the cause: Every ticket provides hope and healing for patients and families in Calvert County.
May 10th; Clovelly Farm, Chestertown
The Sultana Education Foundation’s Annual Gala is a party with a mission – raising $100,000+ each year to underwrite scholarship programs and support specific capital initiatives. You can look forward to world-class entertainment, a crowd of 400+, fantastic food, an open bar, and an unparalleled waterfront venue.
Chesapeake Cycling Club's Tri-County Ice Cream Classic
May 10th; Talbot County Community Center, Easton
Rie C3's Spring road event is here! Choose 35.9-, 65.1-, or a 101.7- mile course through Ridgely, Easston, Oxford and beyond all to benefit Wounded Warriors & The Harriett Tubman Museum.
Healthy Forests Workday: Invasive Plant Removal at Bacon Ridge Natural Area
May 10th; Bacon Ridge Natural Area, Crownsville
Scenic Rivers’ Healthy Forests Program engages community volunteers to help protect the long-term vitality of our largest conservation easement located within Bacon Ridge Natural Area. Our April 2025 workday will focus on vines, shrubs, and grasses. These aggressive invaders threaten vegetation at all levels of the forest from the ground up into the forest canopy.
May 10th, 11 a.m. to 2 p.m.; SPCA of Anne Arundel County, Annapolis
Join the SPCA of Anne Arundel County and Puppylicious Gourmet for the first-ever Mutts & Mimosas — a special Mother’s Day brunch event designed for dog moms and their four-legged babies! This elegant and fun-filled event is the paw-fect way to treat yourself and your pup to a fabulous day out. With delicious brunch bites, mimosas, pampering, and shopping — you and your furry plus-one are in for a tail-wagging good time!
Bourbon & Blossoms Spring Soiree Benefitting Maryland Therapeutic Riding
May 10th; 5-9 p.m.; Maryland Therapeutic Riding, Crownsville
Spend an evening at Maryland Therapeutic Riding enjoying a seated dinner, open bar, bourbon tasting, silent & live auctions and dancing the night away with the entertaining Mood Swings Band! All proceeds from the evening will benefit the participants, programs and mission of Maryland Therapeutic Riding in Crownsville, MD. More information about MTR can be found at our website: www.HorsesThatHeal.org
May 15th, 8 a.m.; Renditions Golf Club, Davidsonville
Join us for a great day of "Golf Fore Our Girls" while benefitting Girls on the Run of the Greater Chesapeake girls, ensuring access to our positive, youth development program across our region. Enjoy 18 holes of golf, on-course refreshments and a Taste of Mexico taco bar lunch, closest to the pin contests, happy hour, prizes and FUN. Please reach out to information@gotrchesapeake.org if you're interested in sponsoring the tournament.
May 15th, 6 p.m.; Fluegel Alumni Center, Annapolis
Join your Friends for a fabulous Night Out to support The Light House, a homeless prevention support center. USNA Fluegel Alumni Center provides a spectacular location overlooking College Creek! live music • light fare • full open bar
May 16th through 18th; Oxford Community Center, Oxford
Located on Maryland’s pristine Eastern Shore, the Oxford Community Center’s annual three-day Fine Arts Show ushers in the summer season for the local arts community. The juried exhibit draws a wide selection of collectors from the local area as well as from the Baltimore-Washington, Philadelphia, Virginia and New York City arenas and has been a highlight for several decades.
May 17th; St. Michaels High School
This race is one of only two Maryland events recognized in the TOP 100 HALF MARATHONS IN THE USA! Our course is built to help you reach a new PR. The first mile takes you through downtown St. Michaels – one of the most picturesque waterfront towns in the region. Once you pass Talbot Street you will run through waterfront communities and down country lanes as you wind your way back towards the downtown area for the finish line celebration. Strollers are not permitted in the half marathon.
Cambridge Classic Power Boat Regatta
May 17th through 18th; Cambridge
The oldest active powerboat race in the country happens right here in Dorchester County, Maryland. Next year's race will be held on May 17-18, 2025 on the Choptank River. About 70 boats are expected to be on hand to create an exciting two days of racing. Admission is FREE with a $5 a day donation for parking. Kid's Zone, food, and drinks will be available.
May 19th; Queenstown Harbor Golf Course, Queenstown
Bo's Effort seeks to assemble community resources to break the stigma of mental illness through education and guidance. We look to fund initiatives that offer awareness to families and individuals seeking to manage their illnesses and live healthy and productive lives. Our cause is a big one. We want to make a difference in mental health and ask for your support for families in our community.
