One month cometh and another month goeth. This weekend we simultaneously say a sad farewell to September and give a glowing welcome to Spooktober, er, we mean October. Rounding out the month in events this weekend is a science fair that your middle school self would blush about, a prom night that will have you dancing to the top punk hits of yesteryear (and regretting your heavy eyeliner phase), a Halloween kick-off you’ll be raving about, and a wine tasting festival that will have you feeling a bit uncorked. Enjoy!
Here’s the Weekend Guide for Friday, September 30th – October 2nd, 2022
Friday the 30th
Emilia Dahlin & Sorcha Cribben-Merrill at One Longfellow Square | One Longfellow Square | 8:00 PM – 10:00 PM
What began as two seasoned songwriters showing up for weekly creative check-ins evolved into a fresh musical collaboration. Emilia Dahlin and Sorcha Cribben-Merrill join their jazz vocal harmonies with the poetry of folk music, while honoring vintage rhythms and their stylistic origins. Their songs unveil mesmerizing tales, charming vignettes, and raw bluesy grooves as they swap guitars, accordion, drums, and vocal improvisations. Tickets here.
Not-Your-Middle-School-Science-Fair! | Ruby’s West End | 6:00 PM – 9:00 PM
Join Ruby’s West End and Speak About It for Not-Your-Middle-School-Science-Fair: A spicy fundraiser all about the sight, smell, taste, sound, and feel of Aphrodisiacs! Create your own self-love potion, receive a sexy Tarot reading, participate in confidence boosting movement workshop (and more!). Join Speak About It at Ruby’s West End for a drink while you peruse their one-of-a-kind science fair. Tickets here.
Open Stage | Three of Strong Spirits | 6:00 PM – 9:00 PM
Three of Srong Spirits has a stage (and a mic if you need it) open for a performing arts night filled with music, juggling, dance, comedy, and whatever other talents you want to display! Come and show of your virtuosity or cheer on your friends. Sign-up starts at 6pm and the performances go from 7pm to 9pm.
The Great North Band | Amigos | 9:00 PM
The Great North Band returns to the Amigos Mexican Restaurant patio for a night of funk rock jams, original songs, creative covers, and exciting improvisation and experimentation. Bring your dancin’ shoes!
Saturday the 1st
Coffee & Loops | Buzz Coffee | 10:00 AM – 12:00 PM
Start your Saturday morning off right with Coffee & Loops with Miguel Perez Music! A morning of coffee and live music, including plenty of original music, looping and caffeine fueled freestyles! Hosted at Buzz Coffee, an underground coffee shop in the heart of the Old Port offering coffee, drip coffee, cold brew, teas, and a full range of espresso-based drinks.
Spinathon with Jibe Cycling Studio x Maine Cancer Foundation | Cross Insurance Arena | 7:00 AM – 7:00 PM
Teams of four riders will complete twelve classes over a 12-hour period. Last year Jibe Cycling Studio raised funds for Maine Cancer Foundation, a local non-profit focusing on cancer prevention, early detection, and access of care for Maine communities. This year they are excited to bring the MCF Spin-A-Thon back with more bikes, more teams, and the goal of raising $25,000 for this worthy cause! Register or donate here.
Weekend Scavenger Hunts with Scavenge Portland | $3 Deweys – Starting Location | 12 PM – 3 PM / 3:30 PM – 6:30 PM (Repeats Sunday)
Your weekend just became an adventure with Scavenge Portland, AKA not your ordinary scavenger hunt. With your group, follow hints to hop your way through Portland while visiting various local pubs and eateries. How does it work? You’ll begin your hunt at $3 Deweys, from there you will be given a scavenger hunt list, itinerary, as well as be put into groups (depending on the # of people). There will be 2 rounds lasting 1 hour each, with 30 minutes at a new stop to grab a drink. Be sure to arrive early at the start of the night to find parking, get settled in, and go over the event. At the end of the night meet at a final bar, tally up scores, laugh at findings, and have a few stories to tell our friends. Book here.
Uncork Me MAINE 2022 at the Portland Expo | Portland Expo | 3:00 PM – 6:00 PM
Portland’s FAVORITE Wine Tasting Festival! The annual UncorkMe is excited to be making its return for its second year. Your ticket gets you access to the event, live entertainment from “Keys to the City” dueling pianos, a commemorative sampling glass, and unlimited wine tasting from 3-6pm. Tickets here.
Punk Prom | The Jewel Box | 9:00 PM – 1:00 AM
Who are you taking to the Punk Prom at The Jewel Box? Corsages, prom photos, crowned Kings and Queens, and of course, heavy black eyeliner, come dressed as your teenage punk fantasy and be ready to dance to all the punk bangers from yesteryear. All proceeds to go to the Trans Youth Equality Foundation. $5-$10 at the door!
Art Rave Halloween w/ Comisar | Free Street | 7:30 PM – 11:30 PM
Grab your Halloween costumes and start spooky season early with the Art Rave Family at Art Life Studios. With 2 stages and 2 floors of some of the best EDM, Live Art, Flow Arts, Vendors, Mystics and more. Evening’s events will include a Halloween costume contest with cash prizes. Tickets here.
The Running With Scissors Annual 6×6 Exhibit and Open Studios | The Running with Scissors | 10:00 AM – 5:00 PM (Repeats Sunday)
The Running With Scissors Art Studios’ Annual 6×6 Exhibit and Open Studios is happening during Maine Craft Weekend! Kick off your celebration of craft on September 30th from 5-8pm for an informal artist meet and greet and exhibit at Belleflower Brewing Co. On Saturday and Sunday, explore the life and works of 80+ artists working with diverse mediums, artistic goals, backgrounds, ages, and experiences and wander over 16,000 square feet of private and open-air studios and communal work spaces in the clay, print, wood, and paint studios. Support local artists and learn more about RWS at these family-friendly and free events! All visitors are asked to please wear a mask.
Cornhole Tournament | Stroudwater Distillery | 4:00 PM – 7:00 PM
Join Stroudwater Distillery for their Cornhole Tournament! No experience necessary! Head down to the tasting room for a day of friendly competition, cocktails and fall weather. Prizes for the top 3 finishing teams! Official rules will be explained before the start of the tournament. It’s going to be a super fun event so sign up now! Register here.
Sunday the 2nd
Any Two Wheels | Urban Farm Fermentory + Hi-Fidelity | 2:00 PM – 6:00 PM
Bring your push bikes, your choppers, your tuk tuks, and scramblers. Rev up your rat bikes, your scoot scoots, dirt bikes, and mopeds. Tune up your fixies, track racers, tall bikes, and pedal bikes. Any Two Wheels is an open invite bike competition and event with live music, vendors, food trucks, beer collab releases, and prizes from sponsors for crowd chosen winners in categories including: Best Bicycle, Best Motorcycle, Best Scooter, and a couple of odd ball categories.
Fort Gorges Sea Kayak Tour | Fort Gorges | 9:30 AM + 1:30 PM
Portland Paddle will offer a 3-hour guided sea kayak tour with a visit to Portland’s legendary Fort Gorges, a mid-19th-century granite fort surrounded by water and one of the most fascinating spots in Casco Bay. This three-hour trip is the best way to combine the experience of sea kayaking on the Maine coast with exploring one of the region’s most exciting historic landmarks. You’ll spend 30-45 minutes exploring the site including possible sightings of seals, eider ducks, guillemots, osprey, eagles and all sorts of seabirds. Tickets here.
Big Deck Tailgate | The Porthole | 11:00 AM – 6:00 PM
Join the Big Deck Tailgate at The Porthole and get the Gillette Stadium tailgate experience in the heart of the Old Port! The Porthole will be playing all games all the time on their 100 inch outdoor TVs. There will be food + drink specials including $1 beers from 11am – 1pm. Every Sunday!
The Dews Cruise – Mug Club Member Appreciation Cruise | Casablanca Cruise | 2:00 PM – 4:00 PM
Are you a Three Dollar Dewey’s Mug Club Member? If yes, then join them for their biggest Mug Club event of the year! A free, Members-Only cruise on the Casablanca where Mug Club Members get to come together for a day out on Casco Bay! This is a complimentary cruise for their most loyal patrons and space is limited! First come, first serve, be sure to head to the dock by 1:45pm as they will pushing off shore at 2pm sharp. Food & drinks will be available for purchase out at sea and they will be docking back up at 4pm so everyone can catch the Patriots take on the Packers at 4:30pm. Register here.
For more events, head to our full Events Calendar here.