Vendor Events in Leonardtown, MDVendor Events in Leonardtown, MD
4 farmers markets, craft fairs, festivals, and pop-ups in Leonardtown, MD. Find booth fees, open spots, and apply to sell.4 upcoming.
As of October 29, 2026, VendorsMap lists 4 upcoming farmers markets, craft fairs, festivals and pop-ups in Leonardtown, MD. Each listing says how to apply where the organizer published it. 1 of those lists a booth fee. None of them lists an application deadline still ahead.
4festivals
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In Leonardtown
Soonest first
Home for the Holidays
Leonardtown · Sat, Dec 5
Leonardtown First Friday
Leonardtown · Monthly
U.S. Oyster Festival Leonardtown
Leonardtown · Sun-Mon, Oct 17-18
St. Mary's County Oyster Festival
Leonardtown · Third weekend of October
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Upcoming shows taking vendors
Week of Nov 30
Saturday December 5 to Sunday December 6Dec 5 to 6
DateShowTypeBooth fee · Deadline
DEC5
Home for the Holidays
Leonardtown, MD · Sat
LeonardtownFestival
Benefit for Christmas in April St. Mary's County with local vendors, food trucks, photos with Santa, an illuminated car show, Touch a Truck and live performances.
Fee Ask organizer
Festival
Ask organizer · No deadline listed
DetailsHear about new Leonardtown shows first.
Your account alerts you when a show near you starts taking vendors, and keeps your applications in one place.Takes about 30 seconds.
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Week of Oct 11
Sunday October 17Oct 17
DateShowTypeBooth fee · Deadline
OCT17-18
U.S. Oyster Festival Leonardtown
Leonardtown, MD · Sun-Mon
LeonardtownFestival
The U.S. Oyster Festival is a prestigious two-day autumn celebration held each October at the St. Mary's County Fairgrounds in Leonardtown, featuring the U.S. National Oyster...
Fee From $100
Festival
From $100 · No deadline listed
DetailsFestivals in Leonardtown (4)
Festival
St. Mary's County Oyster Festival
by St. Mary's County Rotary Club
St. Mary's County Fairgrounds, 42455 Fairgrounds Road, Leonardtown, MD 20650
Third weekend of October
The U.S. Oyster Festival is a two-day food and craft festival held at the St. Mary's County Fairgrounds celebrating Chesapeake Bay oyster culture. Vendors can sell fresh oysters...
Festival
Home for the Holidays
by Christmas In April St. Mary's County
St. Mary's County Fairgrounds, Fairgrounds Road, Leonardtown, MD 20650
Dec 5, 2026
Benefit for Christmas in April St. Mary's County with local vendors, food trucks, photos with Santa, an illuminated car show, Touch a Truck and live performances.
FestivalContact Leonardtown Business Association for vendor fees
Leonardtown First Friday
by Leonardtown Business Association
Leonardtown, MD
May 1, 2027
Leonardtown First Friday is a monthly street festival that transforms the historic downtown area into a vibrant gathering space for the community. Taking place on the first Friday...
Festival$200 artisan / $350 merchandise (apps closed)
U.S. Oyster Festival Leonardtown
by Rotary Club of Lexington Park
St. Mary's County Fairgrounds, 42455 Fairgrounds Rd, Leonardtown, MD 20650
October 17, 2027 (expected)
The U.S. Oyster Festival is a prestigious two-day autumn celebration held each October at the St. Mary's County Fairgrounds in Leonardtown, featuring the U.S. National Oyster...
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Run a market or fair in Leonardtown?
Questions vendors ask
Where can I sell as a vendor in Leonardtown, MD?
VendorsMap lists 4 upcoming vendor events in Leonardtown, MD. By kind: 4 festivals. The most listings are in Leonardtown (4). Every listing shows its dates, location, booth fee and deadline where the organizer published them.
How much are booth fees for vendor events in Leonardtown, MD?
1 of the 4 upcoming vendor events in Leonardtown, MD lists a booth fee. The one clear price listed is $100. The rest describe their fees in their own words or ask vendors to contact them; each listing shows what the organizer wrote.
Which vendor events in Leonardtown, MD are coming up next?
4 are coming up. Check each listing for how to apply. The soonest: Home for the Holidays in Leonardtown (Dec 5); Leonardtown First Friday in Leonardtown (May 1, 2027); U.S. Oyster Festival Leonardtown in Leonardtown (Oct 17-18). The full list, soonest first, is on this page.
When are the next vendor application deadlines in Leonardtown, MD?
None of the upcoming vendor events in Leonardtown, MD publishes a deadline still ahead. Check each listing and ask the organizer before you plan around a date.
How do I apply to sell at a market or fair in Leonardtown, MD?
Open the listing to check its dates, booth fee and deadline, then apply. For the others, the listing links to the organizer's own application so you can apply externally. A free VendorsMap account keeps your applications in one place and alerts you when new vendor events near you open.
Do I need an account to find vendor events on VendorsMap?
No. Every listing in Leonardtown, with its booth fee, deadline and application link, is open to browse. Optional membership adds first-access alerts a day before everyone else when new Leonardtown events are approved, and puts your applications at the top of the organizer's list.
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See all 4 Leonardtown shows on one map.
Every farmers market, craft fair, festival and pop-up taking vendors. Tap a pin for dates. Fees and deadlines are on each one.
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