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EVENTS

Middletown Main Street is a nonprofit organization. All registration fees or ticket sale proceeds for events are approved by the Board of Directors as part of our fundraising efforts. Those funds are used to finance the operations of our agency and reinvested into improving the Downtown District of Middletown, DE. 

  • Charcuterie Crawl
    Charcuterie Crawl
    Thu, Apr 25
    Middletown
    Apr 25, 2024, 5:00 PM – 8:00 PM
    Middletown, Main St, Middletown, DE, USA
    Apr 25, 2024, 5:00 PM – 8:00 PM
    Middletown, Main St, Middletown, DE, USA
    Enjoy a Charcuterie Crawl down Main Street with a beer or wine tasting with each course. Must be at least 21 to attend.
  • Middletown's Holiday Spectacular
    Middletown's Holiday Spectacular
    Sat, Dec 02
    Middletown
    Dec 02, 2023, 10:00 AM – 12:00 PM
    Middletown, 504 S Broad St, Middletown, DE 19709, USA
    Dec 02, 2023, 10:00 AM – 12:00 PM
    Middletown, 504 S Broad St, Middletown, DE 19709, USA
    Everyone loves a parade!
  • Winter Wonderland Lamp Post Decorating Bonanza!
    Winter Wonderland Lamp Post Decorating Bonanza!
    Wed, Nov 01
    Middletown
    Nov 01, 2023, 12:00 AM – Nov 25, 2023, 12:00 AM
    Middletown, 1 E Main St, Middletown, DE 19709, USA
    Nov 01, 2023, 12:00 AM – Nov 25, 2023, 12:00 AM
    Middletown, 1 E Main St, Middletown, DE 19709, USA
    Help us light up Middletown's Downtown District by adopting a lamp post this season! Businesses and residents are encouraged to bring all your holiday huzzahs to this competition. Our goal? No lamp post left behind. Let's do this, Middletown! Get festive, get creative, and show some small-town love.
  • 1st Annual Flag Day in the Square
    1st Annual Flag Day in the Square
    Wed, Jun 14
    Middletown
    Jun 14, 2023, 6:30 PM – 7:30 PM
    Middletown, Middletown, DE, USA
    Jun 14, 2023, 6:30 PM – 7:30 PM
    Middletown, Middletown, DE, USA
    Lookin for a taste of that small-town life? Join Middletown Main Street Inc. June 14th as we kick off our summer programming. A little music, a little stars and stripes, a little ice cream, and a little slice of Americana!
  • Middletown, DE - Winter Holiday Parade
    Middletown, DE - Winter Holiday Parade
    Sat, Dec 03
    Middletown
    Dec 03, 2022, 10:00 AM – 12:00 PM
    Middletown, 504 S Broad St, Middletown, DE 19709, USA
    Dec 03, 2022, 10:00 AM – 12:00 PM
    Middletown, 504 S Broad St, Middletown, DE 19709, USA
  • Winter Wonderland Lamp Post Decorating Bonanza!
    Winter Wonderland Lamp Post Decorating Bonanza!
    Mon, Nov 07
    Middletown
    Nov 07, 2022, 12:00 AM – Nov 25, 2022, 12:00 AM
    Middletown, 1 E Main St, Middletown, DE 19709, USA
    Nov 07, 2022, 12:00 AM – Nov 25, 2022, 12:00 AM
    Middletown, 1 E Main St, Middletown, DE 19709, USA
    Back by popular demand (seriously!) is our lamppost decorating contest! Help us light up Middletown's Downtown District. Businesses and residents are encouraged to bring all your holiday huzzahs to this competition. The winner gets a gift card to the downtown-and-around establishment of choice!
  • Annual Christmas - Winter Holiday Parade
    Annual Christmas - Winter Holiday Parade
    Sat, Dec 04
    Downtown Middletown, DE
    Dec 04, 2021, 10:00 AM
    Downtown Middletown, DE, 504 S Broad St, Middletown, DE 19709, USA
    Dec 04, 2021, 10:00 AM
    Downtown Middletown, DE, 504 S Broad St, Middletown, DE 19709, USA
    It's the most wonderful time of the year! Let's celebrate the joy of the season together! Meet us on Main Street on Saturday, December 3rd at 10 a.m.
  • Miracle on Main Street - Lamp Decorating
    Miracle on Main Street - Lamp Decorating
    Fri, Nov 26
    Middletown
    Nov 26, 2021, 12:00 AM – Nov 28, 2021, 4:00 PM
    Middletown, 1 W Main St, Middletown, DE 19709, USA
    Nov 26, 2021, 12:00 AM – Nov 28, 2021, 4:00 PM
    Middletown, 1 W Main St, Middletown, DE 19709, USA
    Help us to Light Up the Downtown District of Middletown, DE. This is an exciting community event to help support our small businesses while having some holiday fun to kick off the season. The winner of the lamp post decorating contest can win a holiday stash of up to $500 in cash and prizes.
  • MMS - Downtown Walkability Workshop
    MMS - Downtown Walkability Workshop
    Wed, Sep 29
    Town Hall @ 19 W Green St
    Sep 29, 2021, 4:00 PM – 7:00 PM
    Town Hall @ 19 W Green St, 19 W Green St, Middletown, DE 19709, USA
    Sep 29, 2021, 4:00 PM – 7:00 PM
    Town Hall @ 19 W Green St, 19 W Green St, Middletown, DE 19709, USA
    This workshop will provide downtown business owners, community members, legislators, and residents the opportunity to participate in a strategy building - walking tour of the Downtown District of Middletown, DE. The event is sponsored by Middletown Main Street and will be facilitated by WILMAPCO.
  • Wed, Jun 02
    Reintroducing Main Street
    Jun 02, 2021, 6:00 PM – 7:00 PM
    Reintroducing Main Street
    Jun 02, 2021, 6:00 PM – 7:00 PM
    Reintroducing Main Street
    This is a virtual event for local business owners, agencies and community members to meet one another and share information.
Middletown Main Street sponsors or facilitates a limited number of events annually.  We also coordinate with other organizations and business partners in support of their events. Our events generally check one or more of the following objectives:
  • Economic Development
  • Education
  • Engagement
  • Entertainment
We offer workshops to promote economic development and to educate small business owners, property owners and residents within the Downtown District. These workshops cover a range of topics focused on promoting financial security, business scalability, and capacity building. We facilitate events and activities to drive traffic to the Downtown District and engage the greater community, We offer entertaining events to promote a sense of community and support local businesses, restaurants, artists and creatives. MMS also uses some of  our events or activities to fundraise and continue serving the downtown district.
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