Holiday events in Middletown, MD

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

A Dickens Christmas Open House
Sun, Dec 14, 1:00 PM
Mount Airy · Elk Run Vineyards
A Dickens Christmas Open House
Sun, Dec 14, 1:00 PM
Mount Airy · Elk Run Vineyards
12 Spicy Nights of Christmas - Create a romantic Advent for your Love!
Fri, Nov 28, 6:30 PM
Germantown · 12900 Cloverleaf Center Drive
12 Spicy Nights of Christmas - Create a romantic Advent for your Love!
Fri, Nov 28, 6:30 PM
Germantown · 12900 Cloverleaf Center Drive
New Years Eve at The Branch
Wed, Dec 31, 1:00 PM
Leesburg · The Branch
New Years Eve at The Branch
Wed, Dec 31, 1:00 PM
Leesburg · The Branch
Nearly full
CHRISTMAS Cake Pop Workshop!
Sat, Dec 20, 10:00 AM
Leesburg · The Conche
Nearly full
CHRISTMAS Cake Pop Workshop!
Sat, Dec 20, 10:00 AM
Leesburg · The Conche
Laser Light Show: Winter Holiday Adventure
Tue, Dec 30, 3:00 PM
Purcellville · Franklin Park Arts Center 540-338-7973
Laser Light Show: Winter Holiday Adventure
Tue, Dec 30, 3:00 PM
Purcellville · Franklin Park Arts Center 540-338-7973
OCEAN Celtic
Sat, Dec 6, 7:30 PM
Germantown · BlackRock Center for the Arts - MainStage
OCEAN Celtic
Sat, Dec 6, 7:30 PM
Germantown · BlackRock Center for the Arts - MainStage
Nearly full
Heritage Christmas Horse & Wagon Rides (12/5/25)
Fri, Dec 5, 5:30 PM
Greencastle · 40 Center Square
Nearly full
Heritage Christmas Horse & Wagon Rides (12/5/25)
Fri, Dec 5, 5:30 PM
Greencastle · 40 Center Square
Brunch With Santa!
Sun, Dec 14, 11:30 AM
Germantown · CoMMotion Dance Studio
Brunch With Santa!
Sun, Dec 14, 11:30 AM
Germantown · CoMMotion Dance Studio
The 703 Holiday Bazaar
Sat, Dec 13, 9:00 AM + 1 more
Leesburg · Village Pickle
The 703 Holiday Bazaar
Sat, Dec 13, 9:00 AM + 1 more
Leesburg · Village Pickle
Christmas on the Farm - Children's Craft Workshop 11:00 AM
Sun, Dec 14, 11:00 AM
Gaithersburg · Rolling Ridge Floral Design
Christmas on the Farm - Children's Craft Workshop 11:00 AM
Sun, Dec 14, 11:00 AM
Gaithersburg · Rolling Ridge Floral Design
Santana Claus
Fri, Dec 12, 7:00 PM
Ashburn · Aston Martin Washington D.C.
Santana Claus
Fri, Dec 12, 7:00 PM
Ashburn · Aston Martin Washington D.C.
New Year's Eve at The Barn Resort!
Wed, Dec 31, 9:00 PM
Gettysburg · Farmhouse Restaurant at the Barn Resort
New Year's Eve at The Barn Resort!
Wed, Dec 31, 9:00 PM
Gettysburg · Farmhouse Restaurant at the Barn Resort
Sea Glass Christmas Tree Workshop
Thu, Dec 4, 6:00 PM
Westminster · Island Green
Sea Glass Christmas Tree Workshop
Thu, Dec 4, 6:00 PM
Westminster · Island Green
Christmas Cookie Decorating Class
Fri, Dec 12, 6:00 PM
Laytonsville · Waredaca Brewing Company
Christmas Cookie Decorating Class
Fri, Dec 12, 6:00 PM
Laytonsville · Waredaca Brewing Company
Selling quickly
Cozy Castle Holiday Bouquet and Lunch
Sat, Dec 20, 12:00 PM
Ijamsville · The Cozy Castle
Selling quickly
Cozy Castle Holiday Bouquet and Lunch
Sat, Dec 20, 12:00 PM
Ijamsville · The Cozy Castle
Holiday Cookie Decorating
Sun, Dec 14, 3:00 PM
Ashburn · Ashburn Wine Shop, Wine Bar & Bistro
Holiday Cookie Decorating
Sun, Dec 14, 3:00 PM
Ashburn · Ashburn Wine Shop, Wine Bar & Bistro
Desi Singles Holiday Spark Mixer
Sun, Dec 7, 12:30 PM
Sterling · Marigold Restaurant & Banquet
Desi Singles Holiday Spark Mixer
Sun, Dec 7, 12:30 PM
Sterling · Marigold Restaurant & Banquet
Ornament and Snow Globe Platter cookie decorating class
Sat, Dec 20, 1:00 PM
Sterling · Mama Miss Art Studio
Ornament and Snow Globe Platter cookie decorating class
Sat, Dec 20, 1:00 PM
Sterling · Mama Miss Art Studio
Cosy coffee cookie decorating class
Sun, Nov 23, 3:00 PM
Sterling · Mama Miss Art Studio
Cosy coffee cookie decorating class
Sun, Nov 23, 3:00 PM
Sterling · Mama Miss Art Studio
Breakfast with Santa
Sat, Dec 13, 9:00 AM
Sterling · Park View High School
Breakfast with Santa
Sat, Dec 13, 9:00 AM
Sterling · Park View High School

Trends in Middletown

Explore more trends

Frequently asked questions about Middletown

What are the best events to attend?

According to Eventbrite, the best events are:

A Dickens Christmas Open House

New Years Eve at The Branch

CHRISTMAS Cake Pop Workshop!

Laser Light Show: Winter Holiday Adventure

Which events are currently trending in Middletown?

The trending searches this month in Middletown are:

the reed center

frederick md

cooking

western maryland career fair

Which events are coming up?

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

Cosy coffee cookie decorating class

12 Spicy Nights of Christmas - Create a romantic Advent for your Love!

Sea Glass Christmas Tree Workshop

Heritage Christmas Horse & Wagon Rides (12/5/25)

A Dickens Christmas Open House

A Dickens Christmas Open House

12 Spicy Nights of Christmas - Create a romantic Advent for your Love!

12 Spicy Nights of Christmas - Create a romantic Advent for your Love!

New Years Eve at The Branch

New Years Eve at The Branch

CHRISTMAS Cake Pop Workshop!

CHRISTMAS Cake Pop Workshop!

Laser Light Show: Winter Holiday Adventure

Laser Light Show: Winter Holiday Adventure

OCEAN Celtic

OCEAN Celtic

Heritage Christmas Horse & Wagon Rides (12/5/25)

Heritage Christmas Horse & Wagon Rides (12/5/25)

Brunch With Santa!

Brunch With Santa!

The 703 Holiday Bazaar

The 703 Holiday Bazaar

Christmas on the Farm - Children's Craft Workshop 11:00 AM

Christmas on the Farm - Children's Craft Workshop 11:00 AM

Santana Claus

Santana Claus

New Year's Eve at The Barn Resort!

New Year's Eve at The Barn Resort!

Sea Glass Christmas Tree Workshop

Sea Glass Christmas Tree Workshop

Christmas Cookie Decorating Class

Christmas Cookie Decorating Class

Cozy Castle Holiday Bouquet and Lunch

Cozy Castle Holiday Bouquet and Lunch

Holiday Cookie Decorating

Holiday Cookie Decorating

Desi Singles Holiday Spark Mixer

Desi Singles Holiday Spark Mixer

Ornament and Snow Globe Platter cookie decorating class

Ornament and Snow Globe Platter cookie decorating class

Cosy coffee cookie decorating class

Cosy coffee cookie decorating class

Breakfast with Santa

Breakfast with Santa

Things to do around Middletown

Trends in Middletown

1. The reed center

2. Frederick md

3. Cooking

4. Western maryland career fair

5. Volunteer events

6. Vanish hall

7. Sportsman bingo

8. Special delivery band new midway

9. Register

10. Little legends

11. Junk journal sandbox

12. Halloween