As the weather gets colder and the days become shorter, it’s easy to want to hibernate at home. Luckily, the Winter/Spring Philanthropic Calendar is here to clear those winter blues! Grab your calendars and explore our extensive list of charity events, all benefiting various nonprofit organizations. From galas to parties and festivals, you’ll have plenty to look forward to this season!
November
November 1st through 3rd
Sultan Chase Brexton Health Care Inaugural Annapolis Gala at The Chesapeake Bay Foundation’s headquarters in Annapolis. Benefits Chase Brexton Health Care. Chasebrexton.org
November 8th through 10th
Waterfowl Festival at various locations in Easton. Benefits William A. Perry Scholarship Fund and Samuel H Shriver, Jr. Sporting Heritage Fund. Waterfowlfestival.org
November 8th
50th Annual Maryland Irish Festival at the Maryland State Fairgrounds in Timonium. Benefits Irish Charities of Maryland. Irishfestival.com
November 9th
Fish for a Cure at the Safe Harbor Marina in Annapolis. Benefits the Cancer Survivorship Program at Luminis Health Anne Arundel Medical Center’s Geaton and JoAnn DeCesaris Cancer Institute. Fishforacure.org
Beef, Bonfires, and Cigars at Prospect Bay Country Club in Grasonville. Benefits Haven Ministries. Haven-ministries.org
November 10th
Bay Bridge Run on the Chesapeake Bay Bridge. Benefits Chesapeake Conservancy, Imadi, Severn Leadership Group, and Walk the Walk Foundation. Bikesignup.com/race/baybridgerun
November 14th
Annual Fashion Show & Holiday Gift Bazaar at Eastern Shore Hospital Center in Cambridge. Benefits Eastern Shore Hospital Center’s residential patients and patient programs. 410-221-2357 or visitdorchester.org
Silent auctions are excellent gala fundraisers for many charities.
November 21st
A Celebration of Charities at Chesapeake Bay Beach Club in Stevensville. Benefits Chesapeake Charities. Chesapeakecharities.org
November 29th through December 1st
Festival of Trees at the Maryland State Fairgrounds in Timonium. Benefits Kennedy Krieger Institute. Kennedykrieger.org
November 30th
The Festival of Trees at The Tidewater Inn in Easton. Benefits Friends of Hospice to benefit Talbot Hospice. Festival-of-trees.org
December
December 5th
Greater Baltimore Chapter Banquet at Union Craft Brewing in Baltimore. Benefits Coastal Conservation Association. Ccamd.org
Bugatti: Reaching for Perfection Special Gala Preview at Academy Art Museum in Easton. Benefitting Academy Art Museum. Academyartmuseum.org
December 5th through 8th
11th Annual Lights of Kindness at Homestead Gardens in Davidsonville. Benefits The Rotary Club of South Anne Arundel County. Rotarylightsofkindness.org
December 8th
Annapolis Chocolate Binge Festival on West Street in Annapolis. Benefits the Inner West Street Association and Annapolis Arts District. Annapolischocolatefestival.com
Mix, mingle, and make friends at local charity events.
December 12th through 15th
Christmas in St. Michaels at venues throughout St. Michaels. Benefits local nonprofit organizations. Christmasinstmichaels.org
December 14th
Santa Swim at Hyatt Regency in Cambridge. Benefits Care and Share Fund of Dorchester County. Careandsharefund.com
Bay Bells & Shark Tails at Charles Carrol House in Annapolis. Benefits Core Shark H20. csh2o.org
Have what it takes to raise funds by taking an icy plunge? This year’s Polar Bear Plunge benefiting Special Olympics of Maryland takes place January 29th.
January
January 29th
Polar Bear Plunge at Sandy Point State Park in Arnold. Benefits the Special Olympics Maryland. Plungemd.com
February
February 8th
The 2025 Bernie House Mardi Gras Benefit Gala at Graduate Hotel in Annapolis. Benefits The Bernie House. Theberniehouse.org
February 22nd
Casey Cares Annual Gala at American Visionary Museum in Baltimore. Benefits Casey Cares. Caseycares.org
March
March 1st
Black Tie & Diamonds at Graduate Hotel in Annapolis. Benefits Rotary Club of Annapolis. Annapolisrotary.org
March 4th
Wild and Scenic Film Festival at Maryland Hall in Annapolis. Benefits Alliance for the Chesapeake. allianceforthebay.org
March 21st
"Seas" The Day Gala at The Atreeum @ Soaring Timbers in Annapolis. Benefits GiGi's Playhouse. Gigisplayhouse.org
March 27th through 30th
Annapolis Film Festival in various locations in Downtown Annapolis. Benefits the Annapolis Film Festival. Annapolisfilmfestival.org
March 29th
Bosum Buddies Ball at the Westin Hotel in Annapolis. Benefits Bosum Buddies Charities. Bosumbuddiescharities.org
Bubbles and Bingo at The Atreeum at Soaring Timbers in Annapolis. Benefits Hospice of the Chesapeake. hospicechesapeake.org
Outdoor events, like Walk for the Woods on April 26th, pick back up in spring.
April
April 5th
Summit School Gala location TBD. Benefits The Summit School. Thesummitschool.org
April 26th
AAMC Foundation’s Denim & Diamonds benefits Luminis Health Anne Arundel Medical Center’s mental health services. Aamcdenimanddiamonds.org
Hope Grows Here Black Tie Gala at Spain Wine Bar in Ocean City. Benefits Unstoppable Joy. Unstoppablejoyco.org
20th Annual Walk for the Woods at Bacon Ridge Natural Area in Crownsville. Benefits Scenic Rivers Land Trust. srlt.org
April 27th
Red Shoe Shuffle 5K Run and Walk at the Ronald McDonald House in Baltimore. Benefits The Ronald McDonald House Charities. Redshoeshuffle.org
Share Your Charity Event Online
To have your organization’s event added to our digital calendars and for consideration in next season’s guide, please fill out the form online here.
