Halloween in Portland
Your October visit to Portland will be a hauntingly good time! As the leaves begin to turn and fall, there are plenty of ways to get into the Halloween spirit.
We have rounded up the best festivals, family fun, and spooky events for you to check out. Be sure to visit the website for each to learn more!
Pumpkin Train at Maine Narrow Gauge Railroad
Just steps away from Fore Points Marina is the Maine Narrow Gauge Railroad Co. and Museum. Their scenic train rides are always an enjoyable time overlooking Casco Bay, but the Pumpkin Train is especially fun! Children can decorate a pumpkin to take home as a souvenir. Learn more and get your tickets by visiting their website.
Longfellow’s Haunted House
This special evening tour of the Wadsworth-Longfellow House will explore the stories of those who have died in the house and their connection to the famous poet. Learn more and get your tickets by visiting their website.
Walk Among the Shadows: Portland Rum Riot of 1855
Spirits of those who are buried in the Eastern Cemetery will come to life and share their tales in this guided tour. Hear from those who lived through the Prohibition era in Maine and saw the riots that ensued. Learn more and get your tickets by visiting their website.
Definitive Halloween Bash
Definitive Brewing Company is throwing a Halloween Bash on October 26th. Join in the afternoon for trick-or-treating, a costume contest, and a movie screening for all ages. At night, the fun turns into an adults-only party with Djs, palm & tatrot readings, and more. Learn more by visiting their website.
Hoot & Howl - Family Halloween
This not-so-scary celebration will be fun for all ages! Head to the Children’s Museum & Theatre of Maine on October 26th for some indoor trick-or-treating, creepy crafts, and more. Learn more and get your tickets by visiting their website.
After Dark Halloween
Grown-ups can have fun at the CMTM, too! In this adults-only Halloween party, enjoy food and beverages, a raffle, crafts and decor, and even the classic trick-or-treating. Learn more and get your tickets by visiting their website.
Spooktacular Songs and Storytime
The Kotzschmar Organ presents Spooktacular Songs & Storytime on October 26th. Children can check out the Portland Public Library’s book-mobile, watch a kid-friendly short film, hear music from the organ, and even participate in a costume parade! Learn more and get your tickets by visiting their website.
Spooky Yoga in Payson Park
Move your body and “scare the stress away” in this outdoor yoga session on October 26th. Costumes are encouraged! Learn more and get your tickets by visiting their website.
Halloween Costume Day at Allagash Brewing
Sip on some brews in your Halloween costume on October 27th! Each guest that arrives in a costume will receive a raffle ticket, and that even includes dogs! Learn more and get your tickets by visiting their website.
Halloween Spoketacular
Join Portland Bike Party for a spooky ride through the moonlit streets! Learn more and get your tickets by visiting their website.
Pumpkin Carving at Smalls
Sip on a drink and create your very own jack-o-lantern at Smalls. Additional snacks and drinks will be available for purchase. Tickets are very limited, be sure to reserve yours before they sell out! Learn more and get your tickets by visiting their website.
Harvest on the Harbor
A Portland fall favorite! Highlights of the festival this year include the Maine Cocktail Classic on Thursday the 24th, the Maine Lobster Chef of the Year Competition on Friday the 25th, and Oysterfest on Saturday the 26th. There will be plenty of food, drink, and live music to enjoy all weekend long. Learn more and get your tickets by visiting their website.
East Bayside Halloween Fest + Dog Costume Contest
As a part of the 4th Annual East Bayside Halloween Fest, Rising Tide Brewing Co. is hosting a Dog Costume Contest. Bring your furry friends down in costume for photo ops and the chance to win a prize pack. Learn more and get your tickets by visiting their website.