A list of our favorite local events for the month of June. Event dates may be subject to change.
Bands in the Sand
Each summer, a sell-out crowd gathers on the beach to support Chesapeake Bay Foundation at Bands in the Sand. Enjoy live music, local cuisine, and cold drinks at this fundraiser on June 11th from 5:30 to 10 p.m. at the Philip Merrill Environmental Center in Annapolis. This event has raised more than $3.54 million towards saving the Bay since 2006. Find more information at cbf.org.
Eastport a Rockin’
Music lives on at Eastport a Rockin.’ Celebrate local music with this event on June 25th from 11 a.m. to 8 p.m. on the grounds of the Annapolis Maritime Museum. This is the 25th year of the event so be sure to come out and show your support! Find more information at eastportarockin.com or on their Facebook page.
Friends of the Light House Golf Tournament
The 19th Annual Friends of The Light House Golf Tournament is back at Renditions Golf Club in Davidsonville on June 9th. This day of golf will help support the Annapolis Light House Homeless Prevention Support Center. The Light House rebuilds lives with compassion by providing shelter and services to prevent homelessness and empower people as they transition toward employment, housing, and self-efficiency. Find more information at friendslhs.ejoinme.org.
Annapolis Great Strides
Annapolis Great Strides Walk is on June 4th this year at 10 a.m. at Navy Marine Corps Stadium in Annapolis. This walk is held each year to raise money for the Cystic Fibrosis Foundation. In addition to the walk, there will be a virtual experience to raise money for this important foundation. Find more information and register for the race at fightcf.org.
Corks for a Cause
Sample 90-plus point wines from around the world, enjoy hors d’oeuvres, cheese tastings, live music, and more to benefit University of Maryland Baltimore Washington Medical Center’s renovations and programs. The event takes place June 15th, 6 to 8 p.m., at Homestead Gardens in Davidsonville. To purchase tickets, visit umms.org/bwmc/giving/corksforacause.
Let’s Go! Music Festival
Lynyrd Skynyrd, Jimmy Allen, Billy Currington, Goo Goo Dolls, LANCO, Lindsey Ell, and so many more artists and performers are going to be at the Let’s Go! Music Festival, June 3rd through 5th at Anne Arundel County Fairgrounds in Crownsville. See the full lineup and buy single day or 3-day passes to the festival on their website, letsgofest.com.
Annapolis Pride Festival
The Second Annual Annapolis Pride Parade & Festival is back on June 4th. The parade will begin at noon and will go down West Street, then Amos Garrett Boulevard to Calvert Street. The festival will continue to 5 p.m. between Calvert Street and Church Circle, The People’s Park, and the adjacent parking lots. Enjoy pride and find more information at annapolispride.org.
Paca Girlfriends Party
The social event of the season is celebrating 14 years! On June 15th from 6 to 9 p.m. at William Paca House and Gardens in Annapolis, enjoy an evening of food, fine wine, friendship, flowers, and fun. Ticket availability is limited to enjoy the charm of William Paca House and stroll through the luxurious English-style gardens Find information and get tickets at annapolis.org.
Annapolis Decoy Show
The Annapolis Elks Lodge hosts the Potomac Decoy Collectors Association for their 2022 Annapolis Decoy Show on June 5th from 9 a.m. to 3 p.m. There will be plenty of antique duck decoys, contemporary carvings, hunting and fishing items, sporting art, oyster cans, books, and plenty of other special exhibits. Find more information at elks622.com.
Ignite the Dream Gala
GiGi’s Playhouse is having their gala at the Annapolis Waterfront Hotel on June 10th from 7 to 11 p.m. Ignite the Dream with a live and silent auction, wine pull, and live music. GiGi’s Playhouse celebrates the dreams and achievements of individuals with Down Syndrome with an evening of dining, dancing, and camaraderie. Find more information at gigisplayhouse.org.
Black Tie & Diamonds Gala
The Rotary Club of Annapolis is hosting their Black Tie & Diamonds Gala on June 11th at 6 p.m. at The Artreeum at Soaring Timbers in Annapolis. This year, Let’s Chow will be the beneficiary of the gala. Let’s Chow helps veterans bridge the gap between leaving the service and entering the culinary industry. They provide cooking therapy, cookware donations, culinary education and business advice for aspiring food truck or restaurant owners. Enjoy a live auction, open bar, tastings, dinner, and music. Find more information at annapolisrotary.org.
Casey Cares Rockfish Tournament
Join Casey Cares Foundation in Stevensville for the 5th Annual Casey Cares Foundation Rockfish Tournament. The Tournament will be on June 10th, based at the Inn at the Chesapeake Bay Beach Club. The competition to catch the biggest rockfish is for a terrific cause. Casey Cares helps families with critically ill children and forms lifelong memories. Find more information and register for the tournament at caseycares.org.
St. Michaels Brew Festival
Tickets are still on sale for St. Michaels Brew Festival. The festival will start at on June 4th noon and there will be plenty of hand-picked local beers flowing all day. In addition to local craft beer, there will be plenty of entertainment and local cuisine to enjoy as well as handmade art. Find more information at stmichaelsbrewfest.com.
6th Annual Chesapeake Bay Motoring Festival
The 6th Annual Chesapeake Bay Motoring Festival is coming back to Maryland’s Eastern Shore on June 4th and 5th on the beautiful waterfront lawn of the Kent Island Yacht Club in Chester. This event will showcase grand classic motoring, antique and classic speed boats, yachts, and more. Enjoy Cars and Coffee, Motoring Tours, and a waterfront Cocktail Reception on June 4th to get ready for show day on June 5th. Find more information at chesapeakebaymotoringfestival.org.
Antique & Classic Boat Festival & The Arts at Navy Point
See the wooden classics, vintage race boats, and other antique and Chesapeake Bay-related boats at the Chesapeake Bay Maritime Museum in St. Michaels during the annual Antique & Classic Boat Festival and The Arts at Navy Point this Father’s Day weekend (June 17th through June 19th). Find more information at cbmm.org
Drivers & Diamonds
Traditionally each year, Luminis Health brought us the Denim & Diamonds gala event. This year, the format adjusts to Drivers & Diamonds. This two-day celebration bridges together a golf and entertainment experience unlike any other to benefit Luminis’ mental health and addiction services in our region. The event will be June 3rd through June 4th at the Queenstown Harbor Golf Course in Queenstown. Find more information at aamcdenimanddiamonds.org/drivers-and-diamonds.
DrinkMaryland: Centreville
Visit downtown Centreville for the fifth DrinkMaryland: Centreville. Maryland Wineries Association and the Town of Centreville are hosting this event to celebrate all things Maryland-made. This open-air market-style event will be downtown on June 18th from noon to 5 p.m. Let’s celebrate all things Maryland together. Find more information on the DrinkMaryland Facebook page.
Tour de Talbot
Talbot Thrive is hosting Tour de Talbot this year on June 4th. Talbot Thrive is a new nonprofit dedicated to healthy and safe outdoor mobility for everyone. Riders will leave from the Easton Firehall at 7 a.m. and can choose from a 30-, 40-, or 62.5-mile ride. Following the tour will be the first ever Thrive Expo from 10 a.m. to 2 p.m. Find more information at tourdetalbot.org.
Solstice Celebration
ShoreRivers has hosted a Summer Solstice Celebration for nearly a decade under a big tent on the banks of the Chester River. Last year, there were multiple expeditions to celebrate the summer and this year ShoreRivers is doing both. Celebrate the event on June 25th from 6 to 10 p.m. at The Hodson Boathouse in Chestertown. There will be plenty of live music, dancing, cocktails, food, and great company. Find more information at shorerivers.org/event/solsticecelebration.
Chesapeake Children’s Book Festival
The Talbot County free library is hosting their Seventh Annual Chesapeake Children’s Book Festival on June 11th from 10 a.m. to 2 p.m. in Easton. This book festival will kick off the TCFL Summer Reading Program for 2022 and will feature author/illustrator Bryan Collier and author Carole Boston Weatherford. Find more information and the most up to date schedule at chesapeakechildrensbookfestival.com
National Music Festival
Visit Historic Chestertown for the National Music Festival from June 5th to June 18th. This festival presents world-class celebrations of music and provides affordable arts education and entertainment. The musicians come together during two weeks, performing over 35 concerts and 200 free open rehearsals for music lovers. Find more information at nationalmusic.us.
BowieFest
BowieFest is back to bring together the best of Bowie’s civic organizations, entertainers, and businesses in one place. The festival will be at Allen Pond Park on June 4th. Around the pond you will be able to sample food from the area’s vendors including pulled pork, pit beef, cotton candy, funnel cakes, frozen drinks, fresh-squeezed lemonade, and more. This is the 45th year that this event has taken place. Find more information at cityofbowie.com.
The Bohemian Black Festival
Join the House of Design & Co. for The Bohemian Black Festival on June 5th at noon at the Earleigh Heights Fire Department in Severna Park. This event will give an exclusive look at the Bohemian Black Spring Summer Collection. This event is family friendly for all ages and will feature local food trucks, cash bar, Bohemian Black Pop-Up Shop, outdoor games, and more. Find more information at purplepass.com/thebohemianblackfestival.
