Dancing at National Folk Festival in Salisbury
Edwin Remsberg

Top Maryland Events and Festivals

By Heather Cisar

Plan a trip around one of these events and festivals which are as diverse as Maryland itself.

Dancing at National Folk Festival in Salisbury
Edwin Remsberg

To see some unique artistry—and occasional downright quirkiness—check out these annual events held across the state. From ice extravaganzas to celebrations of music and art, to an event all about marshmallow Peeps, Maryland’s event calendar is filled with fun.

FeBREWary in Maryland, Statewide - February
A flight of beer from Evolution Craft Brewing Company
Wicomico County Tourism

FeBREWary is Maryland’s official month-long celebration of craft beer, and with craft brew events on tap across the state.  From the mountains to the beach, FeBREWary in Maryland is the perfect opportunity to hoist a pint with good friends in great places.  

PEEPShow, Westminster - March/April
PEEPShow Carroll Arts Center Westminster
Carroll County Arts Council

March 26 – April 5, 2021
Peeps aren’t just for eating, and this event proves it. Each spring at the Carroll Arts Center in downtown Westminster, spectators vote for their favorites among hundreds of marshmallow masterpieces, including sculptures, dioramas, mosaics and videos. Don’t forget to bring your sweet tooth!

Secret Garden Tour of Havre de Grace - May
Black-eyed Susans in a Garden

May 15-16, 2021
Tour the lovely private gardens of historic Havre de Grace. Start at the Havre de Grace Maritime Museum for your ticket and map.  Then meander along the Susquehanna River on this self-guided tour that features fabulous gardens. Stop by the Garden Mart and Plant Sale for native plants and the food vendors for a bite to eat. There are nature-inspired presentations and demonstrations, too, for those with green thumbs looking for inspiration for their own gardens. 

Preakness Stakes, Baltimore - May
Preakness AP Finish
Jim McCue

May 15, 2021
The Preakness is one of the nation’s largest, single-day, annual sporting events! Baltimore's Old Hilltop comes alive with the running of the Preakness Stakes, where the finest three-year old thoroughbreds compete.

Six Pillars Century Blackwater Tour, Cambridge - May
Cyclists at the Six Pillars Century Blackwater Tour

May 1, 2021
This event at Great Marsh Park in Cambridge offers courses tailored for fun, fitness and endurance, ranging from the 11-mile Family Ride to the 56-mile Ironman Eagleman course and 100-mile Century Course. Cycle through the Blackwater National Wildlife Refuge, named one of the "Last Great Places" by the Nature Conservancy. Start with a complimentary al fresco breakfast, bike the scenic paths, then finish off a great day with a picnic in the park. 

Annapolis Arts Week - June
Annapolis Arts and Crafts Festival

June 6-12, 2021
Annapolis Arts Week is a week-long festival showcasing arts based events happening during the first full week of June in and around Annapolis.

Antique and Classic Boat Festival, St. Michaels - June
The Antique and Classic Boat Festival in St. Michaels is a summertime celebration of all things nautical.

June 18-20, 2021
This festival is a real crowd pleaser no matter what age you are. Hundreds of architecturally exquisite wooden classics, vintage race boats and more are on display on the land and in the water at St. Michaels in June. Festivities include live music, boat rides, food and family activities. 

OC Air Show, Ocean City - June
U.S. Air Force Air Demonstration Squadron "Thunderbirds" fly over Ocean City
DVIDS/USAF/Master Sgt Stan Parker

June 19-20, 2021
The annual OC Air Show features either the USN Blue Angels or the USAF Thunderbirds! The OC Air Show keeps getting bigger and better thanks to the hundreds of thousands of spectators who come out to make it a success! 

Historic National Road Yard Sale Days, Route 40 - June
Historic National Road

June 2-6, 2021
How many of the 824 miles of yard sales can you handle? Each area offers its own treasures, food specialties and charm. Historic National Road Yard Sale is one of the greats and it begins in Western Maryland on and near Historic Route 40.  

Artscape, Baltimore - July
Artscape Arts Festival Painting

Returns July 2022
America's largest free arts festival, attracting 350,000+ attendees over three days. Features 150+ fine artists, fashion designers and craftspeople; visual art exhibits on and off-site, outdoor sculpture, art cars, photography; live music and more.

Country Fest and Auction, McHenry - August
Country Fest and Auction in McHenry

August 28, 2021
Held at the Garrett County Fairgrounds in McHenry, this event, combines history, fine art and tasty Maryland BBQ. Check out the auction items like authentic quilts, crafts and Amish-made furniture, and let the kids take a ride on a pony or “barrel of fun,” and pedal tractor pulls. Everyone will enjoy the hay rides, miniature horse and cart rides, and the petting zoo—plus free admission and parking.  

National Music Festival, Chestertown - August
A Conducting Class at the National Music Festival in Chestertown

August 1-14, 2021
Two Weeks of Orchestral Concerts - soloists, chamber, full orchestra - plus hundreds of open free rehearsals. Affordable, adventurous performances. Reservations recommended.

Vegan SoulFest, Baltimore - August
Vegan SoulFest Logo
Vegan SoulFest

Vegan Soulfest is a celebration of culture and veganism. All vegan. All soul. Enjoy artists, speakers and cooking exhibitionists.

White Marlin Open, Ocean City - August
Ocean City is the White Marlin Capital of the World.

August 2-6, 2021
This renowned Annual White Marlin Open is the world's largest billfish tournament. Over 400 boats vie for $6.8 million in prize money. Registration fees for participating boats. 

Watermen’s Appreciation Day, St. Michaels - August
People Gathered at the Watermen's Appreciation Day Festival
Chesapeake Bay Maritime Museum

August 8, 2021
This August celebration ranks high on the list of fun summer things to do, and includes a “watermen’s rodeo” boat docking contest, boat rides, live music, kids’ activities, and—of course—fantastic seafood.  

Maryland Renaissance Festival, Crownsville - Fall
knight on horseback
Shelly Good Cook

August 28 - October 24, 2021 (Saturday & Sunday)
The 27 acre Village of Revel Grove comes to life each autumn with more than 200 professional performers on ten stages, an arena with armored jousting on magnificent steeds and streets filled with village characters. Join His Most Royal Highness King Henry VIII in the forests and glades with more than 140 artisans exhibiting crafts in their own renaissance shops, taverns featuring cool libations, food and beverage emporiums providing a vast array of succulent and sweet treats to sate even the most hearty of appetites.

Kunta Kinte Heritage Festival, Annapolis - September
Kunta Kinte Heritage Festival

September 25, 2021
The Kunta Kinte Heritage Festival is a free, family-friendly celebration of the perseverance, education, and cultural heritage of Africans, African Americans, and Caribbean people of African descent.The festival features a full day of live music, dance performances, and vendors!

National Folk Festival, Salisbury - September
People at the National Folk Festival
Courtesy of NCTA/Photo Credit: Edwin Remsberg

September 10-12, 2021
Experience the oldest multi-cultural traditional arts celebration in the United States.  This is a three day outdoor festival that is free to the public.  Expect to see and hear some of the best talent from throughout North America.

Berlin's Fiddlers Convention - September
Charm CityJunction

September 24-26, 2021
Fiddling and blue grass music fills the street. Food and craft vendors, beer garden and games for the children.

DelFest, Oakland - September
Brad Kuntz

September 23 - 26, 2021 (typically in May)
DelFest is a beacon for bluegrass, and the epicenter of American mountain music. Celebrating not just the sound, but the soul of the music, DelFest is a five day experience of the soul of the Appalachian mountains.

Ocean City Sunfest - September/October
Sunfest in Ocean City

September 30 - October 3, 2021
Summer lasts longer in Ocean City! Enjoy four days of family fun, arts, crafts, live music and food. Admission is free except for ticketed performances. 

J. Millard Tawes Crab and Clam Bake, Crisfield - October
J Millard Tawes Crab and Clam Bake
Somerset County Tourism

October 14, 2021
All you can eat seafood, side dishes, beer and soda. A Maryland must attend - see and be seen annual event named after Crisfield native, J. Millard Tawes, 54th Maryland Governor.

Autumn Glory Festival, McHenry- October
This festival held over 4 days in fall has tons of family-friendly things to do.

October 2021
Celebrate amazing Fall Foliage with fall foliage tours, and much more. This annual multi-day celebration of autumn takes place in western Maryland and boasts incredible scenery and nature. 

Baltimore Book Festival, Baltimore - November
Brilliant Baltimore
Children and Art

November 2021
Light City teams up with the Baltimore Book Festival to create Brilliant Baltimore an event that rotates by year along Baltimore’s waterfront.  The Baltimore Book Festival (2021), a celebration of the literary arts, features author appearances and book signings, exhibitors and bookseller tents, readings, and children’s activities. Light City (2022), a festival of light, music, discussions and innovation, will feature a Light Art Walk at its center with awe-inspiring light art installations, performances, a fun-filled family zone, and Neighborhood Lights.

ICE! - National Harbor - November/December
ICE Gaylord Holiday Extravaganza

Embrace the delights of winter at this seasonal ice sculpture show at the Gaylord National Resort & Convention Center in National Harbor. Don't worry, full-length snow coats and blankets are provided to keep you warm and cozy while you marvel at the sculptures. The theme of this popular annual event changes every year, but you can count on seeing beloved children’s characters and staples like an ice slide. 

Kwanzaa Celebration, Baltimore - December/January
Kwanzaa Celebration featuring Sankofa Dancers
Courtesy of Reginald F. Lewis Museum

Kwanzaa Celebration featuring Sankofa Dancers

Kwanzaa is celebrated in the United States for seven days, starting December 26 and ending on January 1.  The Reginald F. Lewis Museum of Maryland African American History and Culture offers a series of Kwanzaa programs including storytelling, crafts and traditional performances.