Dirty Water Media heads north to Maine for a Wicked Good fall adventure, kicking things off in Kennebunkport at the iconic Federal Jack’s, home of Shipyard Brewing, before covering one of New England’s most beloved autumn traditions — the 16th Annual Wicked 5K & 10K.
Set against crisp coastal air and peak fall vibes, the Wicked race brings together runners of all ages for a festive day of fitness, community, and seasonal fun. From the kids’ dash to the adult races, the event celebrates movement, local pride, and — of course — a well-earned Shipyard Pumpkinhead at the finish line.
The celebration continues at Federal Jack’s with post-race food, drinks, and live energy, before heading to Portland to visit the brand-new Shipyard Tasting Room, where founder Fred Forsley shares what’s new and exciting for the iconic Maine brewery.
The journey wraps up at Sea Dog Brewing in South Portland and Scarborough, where hearty New England fare, locally crafted beer, and warm Maine hospitality perfectly round out a Wicked Weekend.
From Kennebunkport to Portland and beyond, this segment captures everything that makes fall in Maine unforgettable.