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 (59 total)

28
Mar
through
6
Nov
The Real Portland Tour
Portland
Presented by The Real Portland Tour

City and 3 Lighthouses Historical Tour with a REAL local!
12
Apr
through
8
Nov
Black History Walking Tour
Portland
Presented by Portland by the Foot

A guided walk of untold stories from Black Portlanders of yore
12
Apr
through
8
Nov
Hidden Histories Walking Tour
Portland
Presented by Portland by the Foot

A guided walk featuring untold stories of people from all backgrounds
1
May
through
31
Oct
Bourbon Tasting Island Hopping
Yarmouth
Presented by Find Your Way Charters

Enjoy some rare spirits while exploring Casco Bay by boat
23
May
through
13
Oct
Fort Gorges Sea Kayaking Tour
Portland
Presented by Portland Paddle

Kayak across Portland harbor to tour historic Fort Gorges!
24
May
through
13
Oct
Witness Giants of the Sea!
Portland
Presented by New England Eco Adventures

Set Sail for an Unforgettable Whale Watching Adventure in Maine!
15
Jun
through
19
Oct
Wine Sail: Champagne & Oysters
Portland
Presented by Wine Wise

LET’S GO ON A WINE & OYSTER SAIL!

21
Jun
through
12
Oct
Wine Sail: The Mediterranean
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
22
Jun
through
17
Oct
Wine Sail: France
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
27
Jun
through
11
Oct
Wine Sail: Italy
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
28
Jun
through
19
Oct
Wine Sail: Sicily
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
29
Jun
through
26
Oct
Oyster Tasting Cruise
Bath
Presented by Maine Maritime Museum

Enjoy fresh, local oysters, scenic views & wildlife sightings with us
30
Jun
through
15
Oct
Walking Tour Eastern Cemetery
Portland
Presented by Spirits Alive

Walk Portland's Old Burying Ground with a trained guide
4
Jul
through
18
Oct
Wine Sail: Oregon & Washington
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
13
Jul
through
12
Oct
North Peak Brunch
Newry
Presented by Sunday River

Soak up the summer mountain views and dig into a delicious buffet.
22
Aug
through
31
Oct
Live Music
Portland
Presented by Salt Yard

Live music every Friday starting at 6 PM
24
Aug
through
25
Oct
Farm-to-Table Yoga
Gorham
Presented by Ashley Flowers Yoga

Enjoy yoga, fresh air, and tasty treats at Orchard Ridge Farm!
20
Sep
through
12
Oct
River Fest
Newry
Presented by Sunday River

Join the excitement at Sunday River's River Fest, a series of fun-fill
26
Sep
through
19
Oct
Pumpkin Patch Trolley
Kennebunkport
Presented by Seashore Trolley Museum

27th Annual Pumpkin Patch Trolley
9‐11
Oct
Mice and the Moon
Portland
Presented by Southworth Planetarium

Experience the Universe in our 360 Dome Theater!
11‐12
Oct
Fall Fest
Newry
Presented by Sunday River

Fall's biggest weekend!
11‐12
Oct
Fall Fest
Newry
Presented by Sunday River

Fall's biggest weekend!
11
Oct
Wife Carrying Championship
Newry
Presented by Sunday River

Win the wife's weight in beer and five times her weight in cash!
11
Oct
Fall Fun Day
Gray
Presented by Maine Wildlife Park

View moose, bears, & more! Face painting, scavenger hunts, food trucks
12
Oct
Cornhole Championship
Newry
Presented by Sunday River

A game with many names, played by millions across the world.
13
Oct
Indigenous Peoples’ Day: Burnurwubskek Singers
Portland
Presented by Children’s Museum & Theatre of Maine

Celebrate Indigenous Peoples’ Day at CMTM!
14
Oct
The Little Star That Could
Portland
Presented by Southworth Planetarium

Experience the Universe in our 360 Dome Theater!
15
Oct
Madams, Murderesses, and Madwomen: Maine’s 19th Century Female Criminals
Presented by Maine Historical Society

What drove 19th-century Maine women to crime?
16‐18
Oct
Dark Matter Mystery
Portland
Presented by Southworth Planetarium

Experience the Universe in our 360 Dome Theater!
16
Oct
DNA Doesn’t Lie But Family Genealogists Do: The Origins of Anthony Coombs
Portland
Presented by Maine Historical Society

How can DNA help put together the puzzle of genealogy?
16
Oct
1822 Leadership Circle: Our Favorite Things
Portland
Presented by Maine Historical Society

Member Event: A sneak peek of our upcoming exhibition to…
16
Oct
DNA Won’t Lie: Genealogists Do
Portland
Presented by Maine Historical Society

How can DNA help put together the puzzle of genealogy?
16
Oct
Through the Looking Glass
Portland
Presented by Victoria Mansion

Ballet and 19th century stories
16‐26
Oct
Walk Among the Shadows
Portland
Presented by Spirits Alive

The 250th Anniversary of Maine's Baptism by Fire
17
Oct
through
4
Nov
Dinosaurs at Dusk
Portland
Presented by Southworth Planetarium

Experience the Universe in our 360 Dome Theater!
17
Oct
Bingo at Blind Tiger Guest House!
Portland
Presented by Blind Tiger

Not your average BINGO- no money, just laughs, excitement, and…
17
Oct
Notorious Portland Tour
Portland
Presented by Portland by the Foot

A stroll on the dark side: a historical walking tour of true crime
18‐19
Oct
Spooky Symphony
Portland
Presented by Portland Symphony Orchestra

Some music is hauntingly beautiful, and some is just haunting…
18
Oct
America From the Ashes: Revolution and the Burning of Falmouth
Portland
Presented by Maine Historical Society

Join us on October 18 and step into the fire…
18
Oct
Notorious Portland Tour
Portland
Presented by Portland by the Foot

A stroll on the dark side: a historical walking tour of true crime
20‐21
Oct
Natural Selection
Portland
Presented by Southworth Planetarium

Experience the Universe in our 360 Dome Theater!
22
Oct
100 Years: Seth Thomas Clock
Portland
Presented by The Francis Hotel

Celebrate 100 years of one of Portland's most distinctive landmarks
23
Oct
Cabinets of Curiosities
Portland
Presented by Victoria Mansion

Victorian Wonders of the Natural World
24‐26
Oct
Happy Trolleyween!
Kennebunkport
Presented by Seashore Trolley Museum

Happy Trolleyween at Seashore!
24
Oct
‘Adventures in Wonderland’
Westbrook
Presented by Portland Ballet

Portland Ballet presents 'Adventures in Wonderland'
25
Oct
Hoot & Howl Family Halloween
Portland
Presented by Children's Museum & Theatre of Maine

A not-so-scary, fun-filled morning at CMTM!
25
Oct
Spooktacular
Portland
Presented by Friends of the Kotzschmar Organ

Get Ready for a Spooktacular Morning with the Kotschmar Organ!
25
Oct
‘Adventures in Wonderland’
Westbrook
Presented by Portland Ballet

Portland Ballet presents "Adventures in Wonderland'
25
Oct
The Cat and the Canary
Portland
Presented by Friends of the Kotzschmar Organ

Experience a Spooky Halloween Classic on the Kotzschmar!
27‐28
Oct
Rusty Rocket’s Last Blast!
Portland
Presented by Southworth Planetarium

Experience the Universe in our 360 Dome Theater!
28
Oct
Mozart’s Jupiter Symphony
Portland
Presented by Portland Symphony Orchestra

Experience the thrill of music spanning from the cosmic to majestic
29
Oct
Unwilling Architects Unveiling
Portland
Presented by Victoria Mansion

Unwilling Architects Initiative Art Unveiling
30‐31
Oct
Out There: The Quest
Portland
Presented by Southworth Planetarium

Experience the Universe in our 360 Dome Theater!
30
Oct
through
1
Nov
Harvest on the Harbor
Presented by Harvest on the Harbor

Secure Your Place at Harvest on the Harbor
30
Oct
Not Before Bedtime
Portland
Presented by Victoria Mansion

Victorian tales of mystery, intrigue and suspense
6
Nov
The Murder of Dorothy Milliken
Portland
Presented by Maine Historical Society

Book talk with author Sharon Kitchens. Register Free
7
Nov
Baby & Me Dance Class Ages 1-3
Portland
Presented by Portland Ballet

Ages 1-3 Baby & Me Dance Class, come have fun with your children!
8
Nov
Early Bird Sale-A-Bration
Freeport
Presented by Visit Freeport

This year, sleep in a little, avoid the crowds, but feel free to wear those jammies.
8
Nov
Trivium
Portland
Presented by Cross Insurance Arena

Trivium: Ascend Above The Ashes Tour

Ongoing Events (51 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!
10
Nov
History Happy Hour
Portland
Presented by Maine Historical Society

Relax, enjoy some refreshment, and chat a little history! We’ll…
13
Nov
Dustin Lynch & Scotty McCreery
Portland
Presented by Cross Insurance Arena

Dustin Lynch and Scotty McCreery's Two for the Road Tour
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…
28‐30
Nov
Disney On Ice
Portland
Presented by Cross Insurance Arena

Disney On Ice presents Road Trip Adventures
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!
28
Nov
Monument Tree Lighting
Portland
Presented by Portland Downtown

Join us at Monument Square for a dazzling tree lighting ceremony, where we’ll kick off the holiday season with festive cheer!
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!
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
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
...