Top Maryland Events and Festivals

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

By Heather Cisar

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ICE Gaylord Holiday Extravaganza
ICE Gaylord Holiday Extravaganza
Country Fest and Auction in McHenry
Country Fest and Auction in McHenry
Image Credit: https://www.facebook.com/countryfestandauction

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.

A flight of beer from Evolution Craft Brewing Company Image Credit: Wicomico County Tourism

1 FeBREWary in Maryland, Statewide - February

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.  
More info...FeBREWary in Maryland

PEEPShow Carroll Arts Center Westminster Image Credit: Carroll County Arts Council

2 PEEPShow, Westminster - March/April

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!


More about PEEPshow


Type:
Events


Location:
91 West Main St
Westminster, MD 21157
410-848-7272


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Image Credit: Brad Kuntz

3 DelFest, Cumberland - May

Memorial Day Weekend means Bluegrass at this festival at Allegany County Fairgrounds. Featuring the Del McCoury Band and a stellar list of musicians who excel at this style of music. You're in for five days of festive fun at this top event.


More about DelFest


Type:
Events


Location:
Allegany County Fairgrounds
Cumberland, MD 21502
301-777-5138


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Preakness AP Finish Image Credit: Jim McCue

4 Preakness Stakes, Baltimore - May

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.


More about Preakness Stakes


Type:
Events


Location:
Hayward & Winner Avenues
Baltimore, MD 21215
410-542-9400


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Cyclists at the Six Pillars Century Blackwater Tour Image Credit: visitdorchester.org

5 Six Pillars Century Blackwater Tour, Cambridge - May

This May 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.


More about Six Pillars Century Blackwater Tour


Type:
Events


Location:
Hambrooks and Somerset Aves, Cambridge MD
Cambridge, MD 21613
410-819-0386


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Black-eyed Susans in a Garden Image Credit: 813photography-instagram

6 Secret Garden Tour of Havre de Grace - May

Tour the lovely private gardens of historic Havre de Grace in May on the Saturday after Mother’s Day. 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 an award winning garden. Stop by the garden mart and plant sale for souvenirs, 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. 


More about Secret Garden Tour - Havre de Grace


Type:
Events


Location:
100 Lafayette St
Havre de Grace, MD 21078
410-652-9757


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Historic National Road

7 Historic National Road Yard Sale Days, Route 40 - May/June

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


More about Historic National Road Yard Sale Baltimore to St Louis


Type:
Events


Location:
151 S. East St.
Frederick, MD 21701
765-987-7565


Learn More
The Antique and Classic Boat Festival in St. Michaels is a summertime celebration of all things nautical. Image Credit: www.cbmm.org

8 Antique and Classic Boat Festival, St. Michaels - June

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. 


More about Antique & Classic Boat Festival & the Arts at Navy Point


Type:
Events


Location:
213 N. Talbot St
St. Michaels, MD 21663
410-745-4960


Learn More
Annapolis Arts and Crafts Festival

9 Annapolis Arts Week - June

Celebrate Annapolis' diverse arts scene! Annapolis Arts Week will feature several annual events – Paint Annapolis, First Sunday Arts Festival, and Annapolis Art Between the Creeks and the Annapolis Irish Festival, all while spotlighting gallery exhibits, live music and performing arts.


More about Annapolis Arts Week


Type:
Events


Location:
One Dock St
Annapolis, MD 21401
410-280-0445


Learn More
A Conducting Class at the National Music Festival in Chestertown

10 National Music Festival, Chestertown - June

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


More about National Music Festival


Type:
Events


Location:
300 Washington Ave.
Chestertown, MD 21620
410-778-1177


Learn More
U.S. Air Force Air Demonstration Squadron "Thunderbirds" fly over Ocean City Image Credit: DVIDS/USAF/Master Sgt Stan Parker

11 OC Air Show, Ocean City - June

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!


More about OC Air Show


Type:
Events


Location:
Ocean City Beach Area
Ocean City, MD 21842
410-289-2800


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J Millard Tawes Crab and Clam Bake Image Credit: Somerset County Tourism

12 J. Millard Tawes Crab and Clam Bake, Crisfield - July

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.


More about J. Millard Tawes Crab and Clam Bake


Type:
Events


Location:
715 Broadway
Crisfield, MD 21817
410-968-2500


Learn More
Artscape Arts Festival Painting

13 Artscape, Baltimore - July

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.
 


More about Artscape


Type:
Events


Location:
1300 W Mt Royal Ave
Baltimore, MD 21217
410-752-8632


Learn More

14 Little Yough Summer Music Festival, Oakland - July/August

Free Friday night concerts at the Mountain Fresh Pavilion in Oakland. Back with a new line-up for the new season of this popular series.
More info...

Country Fest and Auction in McHenry Image Credit: https://www.facebook.com/countryfestandauction

15 Country Fest and Auction, McHenry - August

Held at the Garrett County Fairgrounds in McHenry, this August 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.  


More about Country Fest & Auction


Type:
Events


Location:
Garrett County Fairgrounds
McHenry, MD 21541
301-616-3268


Learn More
People Gathered at the Watermen's Appreciation Day Festival Image Credit: Chesapeake Bay Maritime Museum

16 Watermen’s Appreciation Day, St. Michaels - August

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.  


More about Watermen’s Appreciation Day at CBMM


Type:
Events


Location:
213 N. Talbot Street
St. Michaels, MD 21663
410-745-2916


Learn More
Ocean City is the White Marlin Capital of the World.

17 White Marlin Open, Ocean City - August

This renowned Annual White Marlin Open is the world's largest billfish tournament. Over 300 boats vie for well over $4 million in prize money. Registration fees for participating boats.


More about White Marlin Open


Type:
Events


Location:
Harbour Island Marina
Ocean City, MD 21842
410-289-2800


Learn More
For some fall family fun, head to the Charles County Fair in La Plata. Image Credit: www.charlescountyfair.com

18 The Charles County Fair, La Plata - September

Visit this family-friendly event in September and experience the marvels of an old-fashioned country fair. See farm animals, pig races, pony rides, and performers in a carnival-like setting on more than 35 acres of land. There’s also lawnmower racing, live music, games and traditional fair food.


More about Charles County Fair


Type:
Events


Location:
8440 Fairground Rd
La Plata, MD 20646
301-932-1234


Learn More
Sunfest in Ocean City

19 Ocean City Sunfest - September

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.


More about Ocean City Sunfest


Type:
Events


Location:
809 S. Atlantic Ave
Ocean City, MD 21842
410-289-2800


Learn More
People at the National Folk Festival Image Credit: Courtesy of NCTA/Photo Credit: Edwin Remsberg

20 National Folk Festival, Salisbury - September

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.


More about National Folk Festival


Type:
Events


Location:
104A Poplar Hill Ave
Salisbury, MD 21803
410-767-6450


Learn More
Image Credit: Charm CityJunction

21 Berlin's Fiddlers Convention - September

Fiddling and blue grass music fills the street. Food and craft vendors, beer garden and games for the children.


More about Berlin Fiddler's Convention


Type:
Events


Location:
Downtown Berlin
Berlin, MD 21811
410-641-4775


Learn More
People walking with dogs at the festival Image Credit: BARCS

22 Barcstoberfest, Baltimore - October

The largest pet-friendly festival in the area draws over 3,000 people (along with many of their dogs) to a day-long festival supporting the largest shelter in Maryland.  Two and four-legged participants can run the 5K or take the one mile walk.  Dogs and their people can enjoy the beer garden.  Food trucks are on hand too. The Howl-o-ween Costume Contest is a beloved tradition. 
More info...


More about BARCStoberfest


Type:
Events


Location:
Patterson Park
Baltimore, MD 21224
410.274.8463


Learn More
Two women in traditional costumes at the International Festival Image Credit: Bowie International Festival/City of Bowie

23 Bowie International Festival - October

Go around the world in a day with this free festival held in October at Allen Pond Park, and learn about traditions and customs that span the breadth of the globe. Listen to bagpipes and violins, watch Moroccan belly dancing or Irish step dance, and enjoy lots of tasty international food.
More info....

This festival held over 4 days in fall has tons of family-friendly things to do.

24 Autumn Glory Festival, McHenry - October

Celebrate amazing Fall Foliage with two large parades, concerts, band competitions, art exhibits, fall foliage tours, craft shows and more. This annual five-day celebration of autumn takes place in the western Maryland that boasts incredible scenery and nature. .


More about Autumn Glory Festival


Type:
Events


Location:
Garrett County
Deep Creek Lake, MD 21541
888-387-5237


Learn More
Children and Art Image Credit: LightCity.org

25 Light City & Baltimore Book Festival, Baltimore - November

Light City teams up with the Baltimore Book Festival to create Brilliant Baltimore a ten day one-of-a-kind international event on Baltimore’s waterfront.
The Baltimore Book Festival, a celebration of the literary arts, features author appearances and book signings, exhibitors and bookseller tents, readings on multiple stages, children’s activities, and cooking demonstrations. Light City, a festival of light, music, discussions and innovation, will feature a Light Art Walk at its center with awe-inspiring light art installations, performances, concerts, a fun-filled family zone, and Neighborhood Lights.


More about Brilliant Baltimore


Type:
Events


Location:
Baltimore's Inner Harbor
Baltimore, MD 21202
410-752-8632


Learn More
ICE Gaylord Holiday Extravaganza

26 ICE!, National Harbor - November/December

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. 


More about Christmas on the Potomac Featuring ICE!


Type:
Events


Location:
201 waterfront St
National Harbor, MD 20745
301-965-4000


Learn More
Kwanzaa Celebration featuring Sankofa Dancers Image Credit: Courtesy of Reginald F. Lewis Museum

27 Kwanzaa Celebration, Baltimore - December/January

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.

Featured Places
PEEPshow 2019 logo
01
Location:
91 West Main St
Westminster, MD 21157
Delfest in Allegany County
02
Location:
Allegany County Fairgrounds
Cumberland, MD 21502
Horses coming out of the gate
03
Location:
Hayward & Winner Avenues
Baltimore, MD 21215
Six Pillars Century Blackwater Tour logo
04
Location:
Hambrooks and Somerset Aves, Cambridge MD
Cambridge, MD 21613
garden
05
Location:
100 Lafayette St
Havre de Grace, MD 21078
yard sale sign
06
Location:
151 S. East St.
Frederick, MD 21701
Antique & Classic Boat Festival
07
Location:
213 N. Talbot St
St. Michaels, MD 21663
Annapolis Arts Week Logo
08
Location:
One Dock St
Annapolis, MD 21401
National Music Festival Conducting Class
09
Location:
300 Washington Ave.
Chestertown, MD 21620
U.S Air Force Thunderbirds
10
Location:
Ocean City Beach Area
Ocean City, MD 21842
Baskets of steamed crabs
11
Location:
715 Broadway
Crisfield, MD 21817
Crowds Enjoying Artscape
12
Location:
1300 W Mt Royal Ave
Baltimore, MD 21217
boy on toy tractor
13
Location:
Garrett County Fairgrounds
McHenry, MD 21541
Watermen's Rodeo at the Chesapeake Bay Maritime Museum in St. Michaels
14
Location:
213 N. Talbot Street
St. Michaels, MD 21663
White Marlin Open logo
15
Location:
Harbour Island Marina
Ocean City, MD 21842
The Carnival Midway at the Fair
16
Location:
8440 Fairground Rd
La Plata, MD 20646
Sunfest Logo
17
Location:
809 S. Atlantic Ave
Ocean City, MD 21842
People Enjoying the National Folk Festival
18
Location:
104A Poplar Hill Ave
Salisbury, MD 21803
People at the Fiddlers Convention in Berlin
19
Location:
Downtown Berlin
Berlin, MD 21811
BARCStoberfest poster
20
Location:
Patterson Park
Baltimore, MD 21224
Fall foliage in Garrett County
21
Location:
Garrett County
Deep Creek Lake, MD 21541
Brilliant Baltimore logo
22
Location:
Baltimore's Inner Harbor
Baltimore, MD 21202
ice slide
23
Location:
201 waterfront St
National Harbor, MD 20745
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