The Weekend Guide for November 22nd-24th | Portland Old Port

The Weekend Guide for November 22nd-24th

Get ready for an awesome weekend in Portland, Maine! Grab a ticket to a Fleetwood Mac tribute performance, a comedy show, or check out one of the holiday craft fairs! 


Check out the 2nd Annual Bramhall Square Tree Lighting from 6-7pm. There will be warm drinks and gorgeous lighting!

Snag a ticket to The Polar Express at the Maine Narrow Gauge Railroad Co. & Museum. The train tour begins at the Ocean Gateway Visitor Center. There will be decorations inside the train, hot chocolate and cookies, a reading of the Polar Express, Santa Claus, and caroling! 

Fleetwood 4: “Decades”-The Music of Fleetwood Mac will be at The Portland House of Music and Events Friday and Saturday from 7pm-1am. These will be two unique performances that focus on different decades and will feature special guests. Tickets are $15 in advance and $20 at the door. Doors open at 7pm and the show starts at 8pm. This is a 21+ event so don’t forget your ID!


Stop over at the Children’s Museum & Theatre of Maine for Witches & Wizards Day between 10:15am-3pm. Programs will explore the wizarding world through natural science, art, and chemistry and are designed for children ages 2-10 and their families.

Visit the Holiday Craft and Vendor Fair at DiMillo’s! This event benefits the Drouin Dance Center Dance Company. There will be raffles, a Mimosa bar, local artisans, and more! This event runs from 11am-3pm so grab a friend and start holiday shopping!

Check out the Holiday Pop Up at Coffee By Design. A curated group of Maine craftspeople will be selling goods for the holidays from 10am-4pm! 

Grab a ticket for Drag it up! at Empire from 9pm-12am and get ready to party with Kat Walker! This is a 21+ event and tickets are $12. 

Dance the night away at Coven Club: A Dance Party for Queer Witches! This party will be at FLASK LOUNGE from 9:30pm-1am and is hosted by Red Tide. This is a free 21+event and all kinds of queers are welcome!


Check out the Makers Market on the Point between 10am-3pm! This event will be at Brick South Thompson’s Point. There will be 90+ vendors including farmers, vintage goods, arts and crafts, local food, flowers, jewelry, and more! Plus, there’s a bar for adults that will serve Bloody Marys, Mimosas, and other beverages! The fall/winter edition the Makers Market will feature a maker of the month and their preparations for the market. This is a free event so bring your friends!

Bring a dish, and a friend, and head over to Blackstones for a Potluck Brunch! This event runs from 12-2pm and features $5 mimosas and bloody marys as well as a delicious  potluck brunch buffet!

James Theberge, one of Portland’s favorite comedians, headlines at The Portland House of Music. Settle in for a night of laughter from 7-11pm!