Portland Official Thanksgiving Eve Bar Crawl 2026 Wed, 25 Nov at 08:00 pm Downtown Portland USD 0 TO 13 FITNESS
Portland Symphony Orchestra - Magic of Christmas at Merrill Auditorium Fri, 11 Dec Merrill Auditorium MUSIC
Cheese Board Building Sat, 14 Nov at 07:00 pm Sissle & Daughters Cheesemongers and Grocers USD 109 WORKSHOPS
STRUT KRAMPUS feat. Miss Ma'am She — Portland's Filthiest Holiday Party Sat, 12 Dec at 08:00 pm SPACE USD 36 TO 45 HOLIDAY
Becky Robinson's Holiday Spectacular at State Theatre Portland Sun, 06 Dec at 07:00 pm State Theatre Portland ART
The Christmas Bar Crawll - Portland, ME Sat, 19 Dec at 04:00 pm Fore Play Sports Pub USD 13 TO 18 FITNESS
Gary Hoey - Ho Ho Hoey's Rockin' Holiday Show at Portland HOME House of Music and Events Sat, 05 Dec at 08:00 pm Portland HOME House of Music and Events HOLIDAY
Candlelight: Christmas Classics Sun, 20 Dec at 08:30 pm Stevens Square Theater USD 22 TO 42 CANDLELIGHT-CONCERTS
HOLIDAY HI-JINXXX "ANOTHER EVENING AT DAVE'S SAUNA" Fri, 04 Dec at 06:30 pm The Hill Arts ME ENTERTAINMENT
2026 IHC Annual Craft Fair & Bake Sale Italian Heritage Center Sat, 07 Nov at 09:00 am 40 Westland Ave, Portland, ME, United States, Maine 04102 CHRISTMAS-MARKETS-AND-FAIRS
First Day of 2027 Ticket Sales & Hadlock Field Yard Sale Sat, 07 Nov at 09:00 am 271 Park Ave, Portland, ME, United States, Maine 04102 DOG
Annual Celtic Fair 2026 Sat, 14 Nov at 09:00 am 34 Gray St, Portland, ME, United States, Maine 04102 FESTIVALS
Two Minutes Out - Live at Andy’s - HOLIDAY SPECIAL Sat, 19 Dec at 08:00 pm Andy's Old Port Pub PERFORMANCES
Home Free - Coming Home For The Holidays Sun, 13 Dec at 07:30 pm State Theatre, Portland, Maine MUSIC
Golden Goddesses: Celebrating 50 Drag Brunches! Sun, 29 Nov at 10:30 am Batson River Brewing & Distilling -- Portland USD 23 FITNESS
Holiday Fair & Luncheon Sat, 14 Nov at 09:00 am 159 State Street, PO Box 4037, Portland, ME, United States, Maine 04101 HOLIDAY
Holiday Open House at Cosmetic Enhancement Center of New England Wed, 18 Nov at 04:00 pm 1945 Congress Street, Portland, ME, United States, Maine 04102 HOLIDAY
Plush & Holiday Inn By The Bay NYE 2027! Portland's Premiere NYE Party! Thu, 31 Dec at 08:00 pm 88 Spring St USD 107 NEW-YEAR
Portland Ugly Sweater Bar Crawl: 9th Annual Sat, 12 Dec at 04:00 pm Registration: Fore Play Bar USD 18 TO 20 FITNESS
2026-12-14 Harbor Brass Quintet Holiday Performance at Portland International Jetport Mon, 14 Dec at 04:00 pm Portland International Jetport-Maine HOLIDAY
The Women Who Raise Us: Stitching Together Stories of Motherhood Thu, 12 Nov at 07:30 pm Mechanics' Hall USD 0 TO 13 FITNESS
Portland Art Gallery December Opening: Evergreen Thu, 03 Dec at 05:00 pm Portland Art Gallery FREE ART
2026 THE Gala to Benefit Toys For Tots Fri, 04 Dec at 07:00 pm Grace Wedding Venue & Event Center USD 161 TO 214 KIDS
MARR 10 Year Anniversary Gala Night Sat, 23 Jan at 06:00 pm Holiday Inn Portland-by the Bay NONPROFIT
Sea Spray @ Holiday Specialty Foods Market ‘26 Sun, 13 Dec at 10:00 am Halo At The Point TRIPS-ADVENTURES
Yule Be Groovin' North with The Rockingham Groove and Maine Ballroom Dance Sat, 05 Dec at 06:00 pm Woodfords Club MUSIC
Unitil's 6th Annual Veterans Day Career Fair - Maine Wed, 04 Nov at 01:00 pm 376 Riverside Industrial Pkwy, Portland, ME 04103-1487, United States WORKSHOPS
2026-12-12 Harbor Brass Quintet Holiday Performance at Portland Jetport Sat, 12 Dec at 12:00 pm Portland International Jetport-Maine HOLIDAY