Summer has officially ended and back to school schedules have begun. But that doesn’t have to be a bad thing! Sure, you may be leaving the beach behind and the pool and summer festivals and the amusement parks and the… where were we? Oh yeah! Just because summertime is over doesn’t mean the fun has to stop! We say, it’s time for Fall Vacays to become a thing!

September is the time to look forward to a new season of life with new and exciting events and activities. Football, colorful foliage, pumpkins and more…It’s your time to explore terrific events happening right here in Greater Wilmington. We bet; you won’t even remember Summ… that other season! Get ready to be amazed with how much there is to do this month. Did we mention that it’s just about hoodie and bonfire time!? No need to fret – September is the month where everything begins again. 

Saengerbund Oktoberfest!

Bratwurst. Beer Stein. Belly Laughs. Come out and enjoy a 3-day celebration filled with German culture, traditional food, dancing, clothing and of course, all the beer you can drink! A fun filled weekend for all because everyone’s German at Oktoberfest!  

Experience the Hispanic Heritage Festival

This annual festival has showcased the rich and diverse Hispanic community in Delaware for many years. Celebrate National Hispanic Heritage Month with this fun-filled family event at Bellevue State Park.

Primal Images: Journey from a Subway Seat

The Delaware Contemporary is filled with diverse art and artisan skill. Join the journey examining Margo Allman’s small and large scale monochromatic acrylic paintings. This exhibition shows the evolution of her art over a 60-year period. 

Taste of Trolley Square

On September 28th you will have the chance to explore one of Wilmington’s most vibrant communities.  Trolley Square is filled with things to do. Shop. Eat. Entertain. See “All Things Trolley” at once! From Retail Scavenger Hunts to Beer and Wine Tastings with every special demonstration in between. We know this is a can’t miss for your weekend getaway.

Evening with Lucinda Williams

Plan a trip to the Grand Opera House to see a three-time Grammy Award winner perform! Carving her own path for more than three decades, she is just one of many outstanding performances coming to The Grand’s 2019-2020 season.


Bootless Stageworks produces plays and musicals with its company of Emerging Artists and allows its theatre to be a venue for upcoming events and other artists to perform. On the stage September 13th and 14th is an original stage play by Anne Bertram presented by Gamut Threatre Group State Door Series

Brandywine Valley Restaurant Week

It’s time to indulge in a week full of culinary bliss coming soon! From September 9th-14th enjoy lunch and dinner specials at select Brandywine Valley and Wilmington restaurants. Some of which include: Bardea Food & Drink, Domaine Hudson, Harry’s Savoy Grill, Krazy Kat’s, Market Kitchen & Bar, Piccolina Toscana, and The Green Room! Click here for restaurant list and menus!

Exercise and Bike the Brandywine!

It’s time to get out and explore the scenery, glimpse the history and discover the lure of the Brandywine Creek Greenway. Take a trip through four loops with distances ranging from 25-80 miles. No need to be a seasoned cyclist – recreational cyclists are welcome as well!

Reality Reassembled: The Halloween Paintings of Peter Paone

It’s never too early to think about ghosts and goblins! On your next visit to Wilmington check out Brandywine River Museum of Art’s exhibition of paintings by Peter Paone. Halloween has always been a fascination for the artist and has produced a series devoted to the theme.

Bonus Event: Art on the Green

Attracting more than 200 artists, crafters and food vendors, this annual show will be held September 28th in Historic New Castle’s Battery Park. Rain date is October 5th.



Make it a Weekend Getaway!