It’s that time of year again! Love is in the air, champagne is bubbling, and chocolate will be going on sale soon! Whether you’re in a relationship or single and ready to mingle Portland, Maine is a fantastic place to spend your Valentine’s Day. You could catch a performance or comedy show, treat yourself to a delicious specialty dinner, attend a Smore’s Night, or just shop the day away. The opportunities are endless! Grab your SO or your buddies and get out there!
List features events on Valentine’s Day and the weeks leading up to it.
Belleflower Brewing Co. is hosting their first Love is Brewing Mini Market on February 5th from 1 PM – 4PM with their friends Deans Sweets, Wild Sol Jewelry, emmy and olly, and Clo Floral. Oh yeah, and there will be beer and grilled cheese by their pals Cheese Louise.
Mark your calendars! Coveside Coffee’s Outdoor Market returns Sunday, February 6th, 11 AM – 2 PM! Join them for another fun market with talented local makers, The Pink Waffle serving up tasty treats, and another kids art activity from our friends Love Lab Studio
Friends of Congress Square Park will be hosting a special Valentine’s Day edition on February 10th for their weekly S’mores Night. You can grab some last-minute goodies for someone special (or even someone totally average, let’s be real). Their little mini-market will have a variety of lovely cards and gifts from a handful of local makers. Runs from 4 PM – 6 PM.
Looking for the perfect gift for that special someone? Or just treating yourself? Join Stroudwater Distillery for their Valentine’s Day Sip & Shop on February 12th from 12 PM – 3PM. Grab a drink and check out all their awesome vendors who are Maine small businesses with a realm of different products and offerings. Tickets here.
Thompson’s Point’s Maker’s Market is BACK just in time for Valentine’s Day! Come on down to Brick South on February 13th from 10 AM – 3 PM and get something special for you and your Valentine. Mimosas will be flowing, food will be plenty and entry is FREE. Don’t forget your proof of vax or negative COVID test. Required for entry.
Music and Performances
Join Genos’ Rock Club on February 11th from 8 PM – 11:30 PM as they host their Valentine Vixens show. A night devoted to love in all its forms through tantalizing burlesque and drag performances from your favorite local vixens! From true love to heartache you never know when that mischievous Cupid will shoot that arrow in your heart! Tickets are available here.
Gina & The Red-Eye Flight Crew’s Annual Valentine’s Special will be taking place Monday, February 14 at Portland’s House of Music starting at 8PM! Purchase tickets ahead online here. *All guests who enter our venue must show proof of covid vaccination (hard copy or photo accepted) or a negative covid test (home tests NOT accepted).
The Yard will be hosting a Valentine’s edition of Dueling Pianos from 7 PM – 10 PM on February 10th. Dedicate a song to your lover or heck, dedicate a song to your ex! Either way, you don’t want to miss them duel out in this electric performance. Complimentary champagne and chocolates with admission! Tickets here.
After the last few years, we can use some laughs, and that is exactly what The Yard is doing! Single or partnered, The Yard decided to open up on Monday the 14th for a special Valentine’s comedy show from 8 PM – 10PM. Complimentary champagne and homemade chocolate truffles. Tickets here.
Whether it’s date night or a group outing, Stroudwater Distillery has the perfect night planned for you with their Valentine’s Day 3- Course Dinner and a Comedy Show! Doors open at 6 PM & the show starts at 7 PM. Tickets here.
Join Hemlock Ridge Designs for an evening of fancy drinks, great food, and pretty lettering for their Calligraphy and Valentine Making at The Press Hotel! Whether you’re a stationery nerd, DIY Bride-to-be, or just a crafty individual, in this workshop you’ll be learning an introduction to modern calligraphy with a pointed dip pen and ink. Tickets here.
The Maker’s Galley is proud to be partnering with their friends at Fruit of the Forest Mushrooms to bring you a fabulous and educational night of fungi and romance. Celebrate your loved one with a unique and unforgettable dining experience—tasting and learning about a variety of amazing locally grown ‘shrooms. Purchase tickets here.
Explore the Old Port’s rich history and places of interest from 1632 in this 2-hour exciting walking tour and historical adventure with a special Valentine’s Day Holiday Historic Walking Tour with Old Port Historic Tours. Come see why people from all over the world fall in love with Portland’s breathtaking Old Port! Tickets here.
Food and Drink
Book reservations for EVO KITCHEN + BAR’s Valentine’s weekend 6-course special tasting menu here. Menu is available to preorder to go and includes Gluten and vegan options! You can join them for this special menu from Saturday the 12th to Monday the 14th.
The bubbles will be flowing at Little Tap House’s Galentine’s Day! Get the crew together. It’s wine time. $12 flights of rosé from around the world. 4pm-9pm Feb. 8th -10th!
Maine Mead Works will be offering a “Valentine’s Weekend Cheese Pairing”, featuring their preselected Honeymaker Meads and Silvery Moon Creamery Cheeses for $20 pp or $35 for two. Will feature two wines and two cheese pairings. Available at 51 Washington Avenue Portland Saturday, Sunday, and Monday (or until sold out), February 12th – 14th. Saturday 11 PM – 7 PM, Sunday 12 PM – 6 PM, and Monday special hours 11 PM – 7 PM. No tickets are required, just show up and purchase from the tasting room!
Top of the East is offering a Date Night Box for two; a thoughtfully curated at-home 3-course cooking and dining experience featuring locally sourced ingredients and cooking instructions ($85). Ordering is now live and can be done here, for pick-up on February 11.
For our full list of dine-in and takeout options for Valentine’s Day head here.