Events Calendar

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Events

The fun never stops in Greater Portland!

From daily tours to cruises, art exhibitions, music, and live performances.

Events with ongoing dates appear at the top, keep scrolling for new events.

Always cross-check event time/date with organizer’s website before booking.

Ferris Wheel. Photo credit: Serena Folding
27
Sep
through
5
Oct
Fryeburg Fair
Fryeburg

Maine’s largest agricultural fair. Beautiful setting in prime foliage season.…
Girls Night at Angoor. Photo Provided by Angoor Wine Bar
2
Oct
Puerto Rican Wine Dinner at Angoor
Portland
Presented by Angoor Wine Bar

Join us for our PUERTO RICAN Wine Dinner, Puerto Rican…
Photo Courtesy of Victoria Mansion
2
Oct
Reconstruction’s Spirits
Portland
Presented by Victoria Mansion

New Orleans Séances, Afro-Creole Mediums, and the Battle for Equality
Freeport Fall Festival - Photo Credit: Visit Freeport
3‐5
Oct
Freeport Fall Festival
Freeport
Presented by Visit Freeport

Town-wide, three days – the best of New England artists & makers!

photo by Abigail Jakub
3
Oct
October First Friday Art Walk
Portland
Presented by Maine Historical Society

Visit the Maine Historical Society galleries after hours for free…
Crewe Center photo courtesy of University of Southern Maine
3
Oct
ArtsFest at USM
Portland
Presented by University of Southern Maine

Join us on October 3, 2025, for a day of…
Fall Fun Day - Photo Credit: Maine Department of Inland Fisheries and Wildlife
4
Oct
Fall Fun Day
Gray
Presented by Maine Wildlife Park

View moose, bears, & more! Face painting, scavenger hunts, food trucks

Upcoming Events (12 total)

28
Nov
through
13
Dec
Merry Madness Shopping Crawl
Presented by Portland Downtown

This magical winter shopping crawl through downtown Portland, ME returns December 7th.
28
Nov
through
7
Dec
Maine State Ballet Presents The Nutcracker
Portland
Presented by Maine State Ballet

Come see the Maine State Ballet present The Nutcracker this winter!
5‐13
Dec
Sparkle Celebration
Presented by Visit Freeport

Full week of holiday festivities in Freeport, Maine!
5
Dec
JIM GAFFIGAN’s Everything Is Wonderful Tour
Portland
Presented by Cross Insurance Arena

Jim Gaffigan brings Everything is Wonderful Tour to Cross Insurance Arena on December 5th
5‐14
Dec
Christmas Prelude Trolley
Kennebunkport
Presented by Seashore Trolley Museum

Christmas Prelude Trolley Rides!
10
Dec
UMaine Men’s Hockey
Portland
Presented by Cross Insurance Arena

UMaine Men's Hockey vs. UMass Lowell in Portland!
14
Dec
The Rock Orchestra
Portland
Presented by Cross Insurance Arena

The Rock Orchestra by Candlelight
16
Dec
‘A Victorian Nutcracker’
Portland
Presented by Portland Ballet

Portland Ballet presents 'A Victorian Nutcracker'
20
Dec
‘A Victorian Nutcracker’
Westbrook
Presented by Portland Ballet

Portland Ballet presents 'A Victorian Nutcracker'
21
Dec
‘A Victorian Nutcracker’
Westbrook
Presented by Portland Ballet

Portland Ballet presents 'A Victorian Nutcracker'
21
Dec
‘A Very Nutty Nutcracker’
Westbrook
Presented by Portland Ballet

Portland Ballet presents 'A Very Nutty Nutcracker'
23
Dec
Christmas with Kennerley
Portland
Presented by Friends of the Kotzschmar Organ

Home for the Holidays: A Festive Evening with Kennerley & Friends

Ongoing Events (35 total)

30
Mar
through
28
Dec
Drag Brunch
Portland
Presented by Batson River Brewing & Distilling

Last Sundays in Portland are Drag Brunch!
8
Aug
through
31
Dec
Signature Beer & Barrels Experience
Portland
Presented by Allagash Brewing Company

Join us for a one-hour guided tasting & origin tour of our barrel room
19
Aug
through
31
Dec
Backstage Pipes
Portland
Presented by Friends of the Kotzschmar Organ

Enjoy a unique behind the scenes look of the Kotzschmar Organ and live demonstration.

2
Jan
through
25
Dec
Irish heritage Center Open Hours!
Portland
Presented by Maine Irish Heritage Center

The Maine Irish Heritage Center is open to the public every Thursday from 10am-2pm!
6
Jan
through
29
Dec
Trivia Night Every Monday!
Portland
Presented by Camp Pennant

Come and play some fun trivia while you enjoy good drinks on Portland’s waterfront!
9
Jan
through
8
Jan
Thursdays: $10 Flight & Burger Night
Portland
Presented by Allagash Brewing Company

Come join for a tasty and delicious day!
4
Feb
through
30
Dec
Best Worst Trivia Night
Portland
Presented by Another Round

Join us every Tuesday night for a trivia night with Best Worst Trivia!
18
Feb
through
31
Dec
Old Port Culinary Walking Tour
Presented by Maine Day Ventures

Classic Maine Food & History Tour
10
Mar
through
10
Dec
Silent Book Club
Portland
Presented by Blind Tiger

A book club where you enjoy reading, friends, and treats—without any homework!
14
Mar
through
31
Dec
Maine Crime in the Public Eye
Portland
Presented by Maine Historical Society

Notorious: Maine Crime in the Public Eye, 1690–1940
20
Mar
through
31
Dec
World of Flavors Tour
Presented by Maine Day Ventures

Experience the best ethnic restaurants in Portland!
20
Mar
through
31
Dec
Walk Through Time History Tour
Presented by Maine Day Ventures

Celebrating 200+ years of history in Portland, Maine!
1
Apr
through
31
Dec
Hands-On Oyster Shucking Class
Portland
Presented by Maine Oyster Company

Learn, shuck, slurp & savor!
4
Apr
through
5
Dec
Yoga for Good – Monthly Community Yoga
Portland
Presented by Ashley Flowers Yoga

Move with purpose. Give with heart.
24
Jun
through
31
Dec
Lapsed Time
Portland
Presented by Maine Historical Society

Portland in the 1980s
24
Jun
through
31
Dec
Stitches: Quilt Handwork
Portland
Presented by Maine Historical Society

A two-part exhibition exploring Maine 19th-century quilting
16
Jul
through
16
Jul
Cambodian Specialty Store Experience and Tasting – on Wednesdays
Presented by En-Noble

Savor the vibrant flavors of Asia with this immersive tasting…
18
Jul
through
18
Jul
Angolan Sea Food Dish : Explore African Flavors on Fridays
Presented by En-Noble

Discover the flavors of Africa through an unforgettable culinary experience!…
19
Jul
through
19
Jul
Iraqi Dish : Explore culinary roots of Mesopotamia- on Sundays
Presented by En-Noble

Take your taste buds on a trip with our Mediterranean…
29
Jul
through
25
Jul
Exhibit: Working Granite
Portland
Presented by Maine Historical Society

Working Granite: Italian Stonecutters and Their Union
22
Aug
through
22
Aug
Live Music at Ri Ra Irish Pub
Portland
Presented by Ri Ra Irish Pub and Restaurant

Ri Ra Live Music Friday and Saturday nights!
10
Sep
through
10
Sep
Wednesday Trivia at Three of Strong
Portland
Presented by Three of Strong Spirits

Join Trivia Night every Wednesday
26
Oct
through
7
Feb
Goat Yoga – Cold Weather Style
Westbrook
Presented by Ashley Flowers Yoga

Come cozy up with goats for a heartwarming outdoor yoga experience!
15
Nov
through
23
Dec
The Polar Express Train Ride
Portland
Presented by Maine Narrow Gauge Railroad Co. & Museum

The Polar Express™ Train Ride is the largest annual fundraiser…
15
Nov
through
21
Dec
Magic Awaits! Gardens Aglow
Boothbay
Presented by Coastal Maine Botanical Gardens

Experience Nature in Motion at Gardens Aglow and see the…
30
Nov
through
31
Dec
Holidays on the Rocks
Westbrook
Presented by Rock Row

Get in the holiday spirit at Rock Row with our Holiday on the Rocks, month long events!
1
Dec
through
31
Mar
Pandora Winter Lights
Presented by Portland Downtown

Bright and beautiful winter light display in downtown Portland!
30
Dec
UMaine Women’s Hockey
Portland
Presented by Cross Insurance Arena

UMaine Women's Hockey vs. Brown University
7
Feb
Recomposed – Palaver Strings
Portland
Presented by Friends of the Kotzschmar Organ

A Celebration of Spring on the Mighty Kotzschmar Organ
20‐30
Mar
Portland Ballet’s ‘New Works’
Westbrook
Presented by Portland Ballet

Portland Ballet welcomes you to experience 'New Works'!
21
Mar
La Fille Mal Gardée
Westbrook
Presented by Portland Ballet

Portland Ballet Presents: Building Ballets – La Fille Mal Gardée
22
Mar
Bach Birthday Bash
Portland
Presented by Friends of the Kotzschmar Organ

Celebrate Bach: Timeless Music for All with James Kennerley
24
Apr
‘A Midsummer Night’s Dream’
Westbrook
Presented by Portland Ballet

See 'A Midsummer Night's Dream' & Nell Shipman's 'Impetus'!
25
Apr
‘A Midsummer Night’s Dream’
Westbrook
Presented by Portland Ballet

See 'A Midsummer Night's Dream' & Nell Shipman's 'Impetus'!
10
May
Anna Lapwood
Portland
Presented by Friends of the Kotzschmar Organ

Anna Lapwood in Portland: Joy, Sparkle, and Organ Mastery
...