Top September Events in Delaware You Should Attend

September is a fantastic time to visit Delaware! The weather is perfect for outdoor activities, and the state hosts a variety of exciting events. From charming festivals to live entertainment, here’s your ultimate guide to the best events happening in Delaware this September.

1. Delaware State Fair - September 1-5, 2025

The Delaware State Fair is a beloved tradition that combines agriculture, entertainment, and local culture. This year, it returns with carnival rides, live music, food stalls, and animal exhibits. Whether you want to try a deep-fried treat or watch a rodeo, the fair is fun for the whole family.

  • Where: Harrington Fairgrounds

  • What to Expect: Rides, food vendors, live entertainment

  • Best for: Families, foodies, and anyone looking for classic fair fun

2. Rehoboth Beach Autumn Jazz Festival - September 10-12, 2025

The Rehoboth Beach Autumn Jazz Festival is one of Delaware's premier music events. This three-day festival showcases some of the best jazz musicians, with performances set against the beautiful backdrop of Rehoboth Beach. It’s a must-attend for music lovers and anyone who enjoys a relaxing, high-class vibe.

  • Where: Rehoboth Beach Convention Center and various venues

  • What to Expect: Live jazz music, local food and drink

  • Best for: Jazz enthusiasts, couples, music lovers

3. Delaware Wine and Beer Festival - September 18, 2025

For wine and craft beer lovers, the Delaware Wine and Beer Festival is the event to attend. This one-day festival brings together local wineries and breweries for tastings, live entertainment, and food trucks. It’s an excellent opportunity to discover Delaware’s best wines and brews.

  • Where: Delaware Agricultural Museum and Village, Dover

  • What to Expect: Wine tastings, craft beers, live music

  • Best for: Wine lovers, beer enthusiasts, foodies

4. The Great Delaware Pumpkin Festival - September 24-26, 2025

As the fall season kicks off, the Great Delaware Pumpkin Festival is an event for the whole family. With pumpkin decorating contests, pumpkin-themed food, hayrides, and live music, this festival is a perfect way to celebrate the start of autumn in Delaware.

  • Where: Delaware Agricultural Museum and Village, Dover

  • What to Expect: Pumpkin-themed activities, live music, food vendors

  • Best for: Families, kids, fall lovers

5. Lewes Historical Society Antique Show & Sale - September 25-26, 2025

If you're a fan of antiques, don’t miss the Lewes Historical Society Antique Show & Sale. Held annually in September, this event features over 60 antique dealers selling furniture, art, jewelry, and other collectibles. Whether you're a collector or just browsing, it’s a great way to experience the charm of Lewes, Delaware.

  • Where: Lewes Historical Society Grounds

  • What to Expect: Antique dealers, collectibles, outdoor shopping

  • Best for: Antique lovers, collectors, history enthusiasts

September is one of the best months to visit Delaware with its combination of outdoor festivals, live music, and family-friendly activities. From jazz at the beach to a pumpkin festival in Dover, there’s something for everyone to enjoy. Make sure you mark your calendar for these top events happening across Delaware this September!

Previous
Previous

Why Our Move to Delaware Means More for You

Next
Next

Delaware: What’s On Now & Coming Soon