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Community Events and Things to do in Middletown, MD

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Just added
Cinco De May
Tue, May 5, 5:00 PM
Annapolis · Captain's Daughter
Just added
Cinco De May
Tue, May 5, 5:00 PM
Annapolis · Captain's Daughter
Naptown Flea
Sun, Apr 12, 1:00 PM
Annapolis · 24 Market Space
Naptown Flea
Sun, Apr 12, 1:00 PM
Annapolis · 24 Market Space
Just added
New Cumberland Earth & Arts Festival
Sun, Apr 19, 10:00 AM
New Cumberland · New Cumberland Library
Just added
New Cumberland Earth & Arts Festival
Sun, Apr 19, 10:00 AM
New Cumberland · New Cumberland Library
Harrisburg, PA Caribbean Carnival
Sat, Jun 27, 12:00 PM
Harrisburg · Riverfront Park
Harrisburg, PA Caribbean Carnival
Sat, Jun 27, 12:00 PM
Harrisburg · Riverfront Park
Aunt Sarah’s Playground 3rd Annual Community Easter Egg Hunt
Sat, Apr 4, 1:00 PM
Chestertown · Wilmer Park, South Cross Street, Chestertown, MD, USA
Aunt Sarah’s Playground 3rd Annual Community Easter Egg Hunt
Sat, Apr 4, 1:00 PM
Chestertown · Wilmer Park, South Cross Street, Chestertown, MD, USA
6th Annual Central PA Volunteer Fair (Attendee Registration)
Mon, Apr 20, 4:00 PM
Harrisburg · Commonwealth Charter Academy
6th Annual Central PA Volunteer Fair (Attendee Registration)
Mon, Apr 20, 4:00 PM
Harrisburg · Commonwealth Charter Academy
PrEP for Pride 2026
Sat, May 30, 12:00 PM
White Plains · 4545 Crain Hwy
PrEP for Pride 2026
Sat, May 30, 12:00 PM
White Plains · 4545 Crain Hwy
Spring Bazaar (Hosted by Peter’s UWF)
Sat, May 30, 11:00 AM
Dunkirk · 2785 Chaney Rd
Spring Bazaar (Hosted by Peter’s UWF)
Sat, May 30, 11:00 AM
Dunkirk · 2785 Chaney Rd
5th Annual Community Fun Day
Sat, May 2, 9:00 AM
Middletown · 3950 E Harrisburg Pike
5th Annual Community Fun Day
Sat, May 2, 9:00 AM
Middletown · 3950 E Harrisburg Pike
Sales end soon
SpringFest 2026
Saturday at 1:00 PM
Waldorf · Southern Maryland Blue Crabs
Sales end soon
SpringFest 2026
Saturday at 1:00 PM
Waldorf · Southern Maryland Blue Crabs
Lititz Vet Fest
Sat, May 16, 3:00 PM
Lititz · 14 N Spruce St
Lititz Vet Fest
Sat, May 16, 3:00 PM
Lititz · 14 N Spruce St
Hemp Harvest Fest - June 6-7, 2026
Sat, Jun 6, 11:00 AM + 1 more
Lebanon · Lebanon Valley Exposition Center & Fairgrounds
Hemp Harvest Fest - June 6-7, 2026
Sat, Jun 6, 11:00 AM + 1 more
Lebanon · Lebanon Valley Exposition Center & Fairgrounds
Thrivent Community Fun Day
Sat, Apr 18, 10:00 AM
Harrisburg · Olde Liberty Square
Thrivent Community Fun Day
Sat, Apr 18, 10:00 AM
Harrisburg · Olde Liberty Square
Just added
Culpeper Community Day & Touch A Truck
Sat, Apr 18, 10:00 AM
Culpeper · Culpeper Baptist Church
Just added
Culpeper Community Day & Touch A Truck
Sat, Apr 18, 10:00 AM
Culpeper · Culpeper Baptist Church
Kent Island Resort Spring Fest & Craft Fair
Sun, May 3, 12:00 PM
Stevensville · Kent Island Resort
Kent Island Resort Spring Fest & Craft Fair
Sun, May 3, 12:00 PM
Stevensville · Kent Island Resort
Autumn Harvest Festival
Sat, Sep 26, 1:00 PM
Mount Savage · Evergreen Heritage Center
Autumn Harvest Festival
Sat, Sep 26, 1:00 PM
Mount Savage · Evergreen Heritage Center
Just added
Spring Bazaar at the Hughesville Bargain Barn
Sat, May 16, 9:00 AM
Hughesville · Hughesville Bargain Barn
Just added
Spring Bazaar at the Hughesville Bargain Barn
Sat, May 16, 9:00 AM
Hughesville · Hughesville Bargain Barn
Huntingtown HS Spring Craft Fair & Community Event
Sat, May 2, 9:00 AM
Huntingtown · 4125 Solomons Island Rd
Huntingtown HS Spring Craft Fair & Community Event
Sat, May 2, 9:00 AM
Huntingtown · 4125 Solomons Island Rd
Spring Craft Fair & Community event
Sat, May 2, 9:00 AM
Huntingtown · 4125 Solomons Island Rd
Spring Craft Fair & Community event
Sat, May 2, 9:00 AM
Huntingtown · 4125 Solomons Island Rd
Shenandoah County Community Egg Hunt
Sat, Apr 4, 10:30 AM
Mount Jackson · 6044 Main St
Shenandoah County Community Egg Hunt
Sat, Apr 4, 10:30 AM
Mount Jackson · 6044 Main St

Trends in Middletown

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Frequently asked questions about Middletown

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

New Cumberland Earth & Arts Festival

Harrisburg, PA Caribbean Carnival

6th Annual Central PA Volunteer Fair (Attendee Registration)

Which events are currently trending in Middletown?

The trending searches this month in Middletown are:

maryland theater

Which festival events are coming up?

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

SpringFest 2026

Shenandoah County Community Egg Hunt

Aunt Sarah’s Playground 3rd Annual Community Easter Egg Hunt