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Make Plans for Amazing Autumn Events

When asked to “picture” autumn, many people will describe goblets of red wine alongside comforting dinners and fiery orange, yellow and burgundy mums decorating our doorsteps. But if you live in Delaware’s rural or waterside communities there’s also a wonderful feeling as you notice the golden softening of the light, the feel of cool breezes on your face and the exciting array of activities and events happening every day. 

You’re apt to find almost all of them in the Fall Festivals Guide It’s published by the Cape Gazette every year as a nice thick supplement that will enable you to plan all kinds of fun things to do with your friends and family. You can thumb through for a month-by-month list, but here are some true local favorites.


Works from more than 100 artists will be on display at the 45th Annual Bethany Boardwalk Arts Festival. It happens September 9th from 10 a.m. to 5 p.m. and features paintings, woodworks, metal and clay artworks, baskets, jewelry and more. Learn more at

Stories about Delaware’s farming community will be told at the Delaware Agricultural Museum and Village Fall Craft Show on September 9th from 10 a.m. to 3 p.m. It takes place at the museum’s 1890s-styled village, with all kinds of crafts, health and beauty products and home and garden goods. Learn more at

Experience the wonders of Delaware’s Native American heritage at the 45th Annual Nanticoke Indian Powwow on September 9th and 10th in Milton. In addition to authentic Indian arts and crafts, there will be rousing drummers and singers and face-painting and other fun activities for kids. Learn more at

Fine-tune your appreciation for homespun music at the Delmarva Folk Festival on September 15th and 16th in Houston, where you’ll meet scores of musicians from Delmarva and the Mid-Atlantic region along with great food and crafts. It happens at the G & R Campground. Learn more at

See talented painters and craftspeople working close to home at the Lewes Artists Studio Tour on September 16th from 10 a.m. to 4 p.m. in Lewes. This is a beloved event for folks who love original art and the creative process. Most of the studios are in or very close to the historic district, which offers even more delights. Learn more at

Take a day trip for some wonderful outdoor time at the Sunfest Kite Festival from September 21st through 24th in Ocean City, Maryland. The kites will fly from 9 a.m. until dark each day the weather is good. Ocean City also has a lovely boardwalk with all kinds of food and shopping options. Learn more at

I’m tempted to put three giant stars next to this description of the Berlin Fiddler’s Convention taking place on September 22nd through 24th in Berlin, Maryland because the town is such a beautiful place with a great downtown. You’ll experience blue-grass, old-time, Celtic, Irish and Cajun musicians from near and far along with lots of local crafts and beer, wine and food options. Headliners will include Songs for the Road Band, Rebecca Frazier, The High and Wides, and The Plate Scrapers. Learn more at

Since we’re REALTORS® who love beautiful homes and gardens, we always look forward to the Delaware Resorts Fall Home Expo, which takes place this year on September 23rd and 24th at Cape Henlopen High school in Lewes. You’ll meet lots of folks, and will have the opportunity to check out all kinds items to turn your new house into a home.

Experience three days of fascination at the 2023 History Book Festival in Lewes from Friday, September 29th through Sunday, October 1st. The event will feature best-selling authors of historical fiction and nonfiction who will discuss their work and share their insights about the past, present and future. Learn more at


Check out all kinds of hot wheels at the Annual Endless Summer Cruisin’ Hot Rod & Custom Car Show on October 5th through 8th at the Ocean City Convention Center and nearby. This is a big event for kids and adults who love beautiful cars both old and not-so-old. Kids under 14 are admitted free with an adult. Learn more at

Enjoy all kinds of maritime educational activities at the Boast the Coast Maritime Festival from 11 a.m. to 2 p.m. on October 7th at the Lewes’ 1812 Park, and enjoy nearby restaurants and shops in our historic downtown. Learn more at

Since you probably won’t be able to get enough of our other favorite historic town, check out the Berlin Fall Cruisers Classic Car Show on October 7th. You’ll find all kinds of eye-catching vehicles from the 1950s, 60s and 70s cruising past Berlin’s lovely boutiques, galleries and restaurants. Learn more at

Enjoy the dramatic and sweet sounds of some of the world’s leading musicians at the 10th Annual True Blue Jazz Festival from October 11th through 15th and the Rehoboth Beach Jazz Festival from October 12th through 15th. These beloved events take place concurrently, with all kinds of small and large concerts staged at the Rehoboth Convention Center and other performing arts centers and restaurants. Learn more at and

Celebrate some very talented canines at the Bark on the Boards festival on October 14th from 11 a.m. to 2 p.m. by the Rehoboth Beach bandstand. You’ll be in a prime spot with glorious Atlantic Ocean views, lots of nearby lunch and shopping options and lots of quality time with dogs in costumes and all kids of related activities for kids. Learn more about the event and its sponsor, the Brandywine Valley SPCA, at

Get your scare on with lots of fun and laughs at the Wags & Whispers Fall Festival and Milton Theatre Zombie Fest on October 21st from 10 a.m. to 4 p.m. These are two more big events with activities for folks of all ages, including costume contests, games, street performances, activities inside and outside at the Milton Theatre and plenty of food and beverage options. Learn more at and

Since perfection comes closer with more practice, you can expect an extraordinarily great time at the 32nd Annual Sea Witch Festival from October 27th through 29th in downtown Rehoboth Beach. Thousands of locals and visitors will once again revel in the Costume Parade, trick or treating, beach games and other haunted delights. Don’t miss this – especially if you’ve got kids or grandkids. Learn more at


Celebrate local artists and artisans at the Rehoboth Art League’s Annual Holiday Fair and Fine Craft Show November 4th through 8th from 10 a.m. to 4 p.m. at the Rehoboth Art League Homestead & Garden. You won’t find a more beautiful place – especially amid the autumn splendor – than this historic setting. This is another big local favorite, and a great opportunity to find unique holiday gifts and items for your Delaware home. Learn more at

Enjoy epicurean showtime at the Rehoboth Beach Independent Film Festival from November 8th through 12th at the Cinema Art Theater in Lewes. Film lovers flock to this event every year for American and International storytelling and documentaries as well. Learn more about the offerings and screening times at

Experience more arts, jewelry, food and beer samples at the Dogfish Head Analog A Go-Go from November 17th through 19th in Milton. This is another fun spot for unique holiday gifts and relishing one of Delmarva’s favorite local brewers. Learn more at