Food & drink events in Leonardtown, MD

Search for something you love or check out popular events in your area.

US Oyster Festival
Sat, Oct 18, 10:00 AM
Maryland · St. Mary's County Fairgrounds
US Oyster Festival
Sat, Oct 18, 10:00 AM
Maryland · St. Mary's County Fairgrounds
Octoberfest: Roots & Rhythms
Sat, Oct 11, 11:00 AM
Maryland · Thomas Farm
Octoberfest: Roots & Rhythms
Sat, Oct 11, 11:00 AM
Maryland · Thomas Farm
KICKS & COCKTAILS
Sat, Oct 18, 6:00 PM
Colonial Beach · Riverboat on the Potomac
KICKS & COCKTAILS
Sat, Oct 18, 6:00 PM
Colonial Beach · Riverboat on the Potomac
VFD Chili Showdown General Admission
Sat, Nov 8, 12:00 PM
Prince Frederick · Prince Frederick Volunteer Fire Department
VFD Chili Showdown General Admission
Sat, Nov 8, 12:00 PM
Prince Frederick · Prince Frederick Volunteer Fire Department
Tailgate -Smokehouse Sunday Brunch
Sun, Sep 28, 3:00 PM + 2 more
Waldorf · Graces Event Center
Tailgate -Smokehouse Sunday Brunch
Sun, Sep 28, 3:00 PM + 2 more
Waldorf · Graces Event Center
Boots and Barbecue 2025
Sat, Oct 4, 1:00 PM
Virginia · Wheatland
Boots and Barbecue 2025
Sat, Oct 4, 1:00 PM
Virginia · Wheatland
Farm To Table Dinner Spectacular
Sat, Oct 25, 3:30 PM
Maryland · Prosperity Acres
Farm To Table Dinner Spectacular
Sat, Oct 25, 3:30 PM
Maryland · Prosperity Acres
A Great Wine Out 2025
Fri, Oct 24, 6:30 PM
Virginia · Backporch Vineyard, Wilmont Road, King George, VA, USA
A Great Wine Out 2025
Fri, Oct 24, 6:30 PM
Virginia · Backporch Vineyard, Wilmont Road, King George, VA, USA
Autumn Dinner
Sat, Oct 18, 4:00 PM
· 10400 Griffith Ln
Autumn Dinner
Sat, Oct 18, 4:00 PM
· 10400 Griffith Ln
CAASA Community Crab Feast
Sun, Oct 12, 1:00 PM
West Beach · Abners Crab House
CAASA Community Crab Feast
Sun, Oct 12, 1:00 PM
West Beach · Abners Crab House
Monsters Makers Cake Decorating Workshop
Sat, Oct 25, 2:00 PM
Huntington · 11850 Park Waldorf Ln suite 109
Monsters Makers Cake Decorating Workshop
Sat, Oct 25, 2:00 PM
Huntington · 11850 Park Waldorf Ln suite 109
Ghouls Night Out Chic Cookie Decorating Workshop
Sat, Oct 25, 7:00 PM
Huntington · 11850 Park Waldorf Ln suite 109
Ghouls Night Out Chic Cookie Decorating Workshop
Sat, Oct 25, 7:00 PM
Huntington · 11850 Park Waldorf Ln suite 109
Little Monsters Cupcake Decorating Workshop
Sat, Oct 25, 11:00 AM
Huntington · 11850 Park Waldorf Ln suite 109
Little Monsters Cupcake Decorating Workshop
Sat, Oct 25, 11:00 AM
Huntington · 11850 Park Waldorf Ln suite 109
Selling quickly
Bronzé Exclusive Day Party
Sat, Oct 4, 3:00 PM
Brandywine · TBD
Selling quickly
Bronzé Exclusive Day Party
Sat, Oct 4, 3:00 PM
Brandywine · TBD
SYMPHONY VINS DE NOIRE
Sat, Oct 25, 2:30 PM
Baden · Hennessy Creek
SYMPHONY VINS DE NOIRE
Sat, Oct 25, 2:30 PM
Baden · Hennessy Creek
Sunday Football @ Piano Keys Lounge Every Sundays
Sun, Sep 28, 11:00 AM + 14 more
Brandywine · Piano Keys Restaurant and Lounge
Sunday Football @ Piano Keys Lounge Every Sundays
Sun, Sep 28, 11:00 AM + 14 more
Brandywine · Piano Keys Restaurant and Lounge
Sales end soon
Monday Night NFL Football @ Piano Keys Lounge Every Monday
Today at 6:00 PM + 14 more
Brandywine · Piano Keys Restaurant and Lounge
Sales end soon
Monday Night NFL Football @ Piano Keys Lounge Every Monday
Today at 6:00 PM + 14 more
Brandywine · Piano Keys Restaurant and Lounge
Sales end soon
Rhythm & Brews Festival
Friday at 1:00 PM + 2 more
Baden · 13201 Martin Rd
Sales end soon
Rhythm & Brews Festival
Friday at 1:00 PM + 2 more
Baden · 13201 Martin Rd
Just added!
Sip & Strategize Brunch: A C.L.E.A.N Experience
Sun, Mar 15, 12:00 PM
Huntington · The Space by LBI Collective
Just added!
Sip & Strategize Brunch: A C.L.E.A.N Experience
Sun, Mar 15, 12:00 PM
Huntington · The Space by LBI Collective

Trends in Leonardtown

Explore more trends

Frequently asked questions about Leonardtown

What are the best events to attend?

According to Eventbrite, the best events are:

US Oyster Festival

Octoberfest: Roots & Rhythms

KICKS & COCKTAILS

VFD Chili Showdown General Admission

Which events are currently trending in Leonardtown?

The trending searches this month in Leonardtown are:

car shows

labor day weekend events

st marys county maryland

free kids events

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Monday Night NFL Football @ Piano Keys Lounge Every Monday

Rhythm & Brews Festival

Sunday Football @ Piano Keys Lounge Every Sundays

Tailgate -Smokehouse Sunday Brunch

US Oyster Festival

US Oyster Festival

Octoberfest: Roots & Rhythms

Octoberfest: Roots & Rhythms

KICKS & COCKTAILS

KICKS & COCKTAILS

VFD Chili Showdown General Admission

VFD Chili Showdown General Admission

Tailgate -Smokehouse Sunday Brunch

Tailgate -Smokehouse Sunday Brunch

Boots and Barbecue 2025

Boots and Barbecue 2025

Farm To Table Dinner Spectacular

Farm To Table Dinner Spectacular

A Great Wine Out 2025

A Great Wine Out 2025

Autumn Dinner

Autumn Dinner

CAASA Community Crab Feast

CAASA Community Crab Feast

Monsters Makers Cake Decorating Workshop

Monsters Makers Cake Decorating Workshop

Ghouls Night Out Chic Cookie Decorating Workshop

Ghouls Night Out Chic Cookie Decorating Workshop

Little Monsters Cupcake Decorating Workshop

Little Monsters Cupcake Decorating Workshop

Bronzé Exclusive Day Party

Bronzé Exclusive Day Party

SYMPHONY VINS DE NOIRE

SYMPHONY VINS DE NOIRE

Sunday Football @ Piano Keys Lounge Every Sundays

Sunday Football @ Piano Keys Lounge Every Sundays

Monday Night NFL Football @ Piano Keys Lounge Every Monday

Monday Night NFL Football @ Piano Keys Lounge Every Monday

Rhythm & Brews Festival

Rhythm & Brews Festival

Sip & Strategize Brunch: A C.L.E.A.N Experience

Sip & Strategize Brunch: A C.L.E.A.N Experience

Things to do around Leonardtown

Trends in Leonardtown

1. Car shows

2. Labor day weekend events

3. St marys county maryland

4. Free kids events

5. 5k

6. Singles

7. Craft fairs

8. Sound bath

9. Vendor events

10. Port of leonardtown winery

11. Bingo

12. Line dancing