Funtober Fall Festivals

Fall Delaware Festivals

The first state might have a lot of history.  And a decent Oktoberfest near Wilmington.  But this list of October fall festivals in Delaware is pretty weak.  Although, I can’t complain since I always enjoy a good wine and beer festival.

We hope you enjoyed last year’s list.  We will be updating this information for 2016 over the next few weeks.  Stay tuned!

Last Major Update:


Fall Festival Organizer? Advertise Here.
More than 500,000 people came to Funtober last year looking to attend a fall festival and another 500,000 were specifically interested in attending an oktoberfest. We can help increase attendance at your event through a sponsored listing, coupon giveaway, cross-promotion or other creative marketing initiative. Special deals for nonprofits. Please see our advertising page or contact us for more information.


Arden Fair – Arden, DE – September 3, 2016
Food, beer & wine, live music, craft vendors, art exhibit, antiques market, folk dancing demo, plant sale and more.

Amish Bike Tour Festival – Dover – Sept 10, 2016
30th annual event with loops of 15, 25, 50, 62 and 100 miles starting at Legislative Mall. Delaware’s largest cycling event with approximately 2,400 cyclists.

Brandywine Festival of the Arts – Wilmington, DE – Sept 10-11, 2016
An end of summer celebration at Josephine Gardens with over 250 exhibiting artists, live music performances, children’s activities, and local food vendors.

Polkamotion – Lewes, DE – Sept 15-17, 2016
Polka music and dancing.

Future Events – 2017

If we find the dates for a festival next fall (September or October 2017) which does not have an event in 2016, we will post them here.

Past Events

We know that you want current events. But we often don’t have dates for the current year. We leave those events with their link here so that you can look for the new dates yourself. We hope you don’t mind!

Lewes Dragon Boat Festival – September 13, 2015
3rd annual event at Canalfront Park hosted by Sussex Academy Foundation. 20 paddlers race 500 meters in a 46 foot boat.

Art on the Green – New Castle, DE – Sept. 26, 2015

Delaware Nature Society Harvest Moon Festival – Greenville, DE – October 3-4, 2015

Cheesetoberfest – Dover, DE – October 10, 2015
Vendemmia Harvest of the Grape Wine Festival – Wilmington, DE – October 11, 2015

Rehoboth Beach Jazz Festival – Rehoboth Beach, DE – October 15-18, 2015
Live jazz music at 5 locations in Rehoboth Beach, Dewey Beach and Lewes. Tickets go on sale May 1.

Apple Scrapple Festival – Bridgeville, Delaware – October 9-10, 2015
Food court with apple dumplings, scrapple sandwiches and more. Carnival rides, car show, 5K, craft show, home decorating contest, entertainment stage, children’s area and more.

Delaware Wine & Beer Festival – Dover, Delaware – October 17, 2015
6th annual event held at the Delaware Agricultural Museum & Village. Admission includes unlimited samples and a commemorative sampling glass.

Sea Witch Festival – October 23-25, 2015
26th annual event. Includes costume parade, bike race, train rides, fiddlers’ festival and kids trick or treat trail.

Delaware Antiques Show – Nov 6-8, 2015
52nd annual event. One of the nation’s most acclaimed antiques shows. Held at the Chase Center at the Riverfront, it supports educational programming at Winterthur Museum.

Rehoboth Beach Independent Film Festival – Rehoboth, DE – Nov 7-15, 2015

Find other fun things to do in Delaware in October:

Oktoberfest in Delaware
Delaware Corn Mazes
Delaware Ghost Tours
Haunted Houses in Delaware
Pumpkin Patches in Delaware


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