Live Events in Kennebunkport, Maine

Kennebunkport, Maine has 19 venues with upcoming events — restaurant, venue and gallery. 88 events are on the calendar, at spots like Seashore Trolley Museum, Vinegar Hill Music Theatre, Kennebunkport Inn.

View on Map

This Weekend in Kennebunkport

Open Today! (9:30AM-4:30PM)

Seashore Trolley Museum

Wed, Oct 7 · 9:30 AM

Early release Wednesday crafts at Cape Porpoise Library (sunflower, windsock, leaf sun-catcher)

The Atlantic Hall

Wed, Oct 7 · 1:00 PM

Postcards from Cape Porpoise Calendar sale / Limited Edition Calendar launch with light refreshments

The Atlantic Hall

Wed, Oct 7 · 5:00 PM

Biddo Honeys | Latitudes Live Music

Latitudes At Nonantum Resort

Wed, Oct 7 · 5:30 PM

Biddo Honeys | Latitudes Live Music

The Nonantum Resort

Wed, Oct 7 · 5:30 PM

RSU 21 - Maine Supreme Judicial Court Sessions for Students

The Waterhouse Center

Thu, Oct 8 · 8:30 AM

The THE BAND Band

Vinegar Hill Music Theatre

Thu, Oct 8 · 8:00 PM

BLUEBIRD IMPROV

Vinegar Hill Music Theatre

Fri, Oct 9 · 8:00 PM

Pumpkin Patch Trolley

Seashore Trolley Museum

Fri, Oct 9

Tricky Britches

Vinegar Hill Music Theatre

Sat, Oct 10 · 8:00 PM

Homecoming at Sugarloaf October

The Loft Gallery by Wendy Webster Good Fine Art

Sun, Oct 11 · 9:00 AM

Brunch Society Gathering

Chez Rosa

Sun, Oct 11

Coming Up in Kennebunkport

Homecoming at Sugarloaf October

The Loft Gallery by Wendy Webster Good Fine Art

Mon, Oct 12 · 9:00 AM

Open Today! (9:30AM-4:30PM)

Seashore Trolley Museum

Wed, Oct 14 · 9:30 AM

Gather 4 Good: Community Spotlight Night

Latitudes At Nonantum Resort

Wed, Oct 14 · 11:00 AM

Mark Gunter & Ron Breton | Latitudes Live Music

The Nonantum Resort

Wed, Oct 14 · 5:30 PM

Mark Gunter & Ron Breton | Latitudes Live Music

Latitudes At Nonantum Resort

Wed, Oct 14 · 5:30 PM

Spooky Spa Night at Hidden Pond's Tree Spa

Hidden Pond

Thu, Oct 15 · 5:00 PM

Jazz class (Corner Café Jazz)

River Tree Arts

Thu, Oct 15 · 6:30 PM

Not So Mini Market At Blackrock Farm

The Nonantum Resort

Fri, Oct 16 · 4:00 PM

Journeyman - Celebrating 60 Years of Cream

Vinegar Hill Music Theatre

Fri, Oct 16 · 8:00 PM

Gather 4 Good with Oars of Hope

The Nonantum Resort

Fri, Oct 16 · 11:00 PM

Gather 4 Good with Oars of Hope

Latitudes At Nonantum Resort

Fri, Oct 16 · 11:00 PM

Pumpkin Patch Trolley

Seashore Trolley Museum

Fri, Oct 16

HarvestFest

The Waterhouse Center

Sat, Oct 17 · 9:00 AM

Model Railroad Mini-Diorama Workshop

Seashore Trolley Museum

Sat, Oct 17 · 1:00 PM

Sweet Baby James - The #1 James Taylor Tribute

Vinegar Hill Music Theatre

Sat, Oct 17 · 8:00 PM

The Wolff Sisters

Vinegar Hill Music Theatre

Sun, Oct 18 · 8:00 PM

Open Today! (9:30AM-4:30PM)

Seashore Trolley Museum

Wed, Oct 21 · 9:30 AM

Michael Corleto | Live Music

The Nonantum Resort

Wed, Oct 21 · 5:00 PM

AAF Boston Fall 2026

KW Contemporary Art

Thu, Oct 22

YellowHouse Blues Band - First Ladies of the Blues

Vinegar Hill Music Theatre

Fri, Oct 23 · 8:00 PM

Happy Trolleyween at Seashore

Seashore Trolley Museum

Fri, Oct 23

Suzanne Vega - Flying with Angels

Vinegar Hill Music Theatre

Sat, Oct 24 · 8:00 PM

THE GARCIA PROJECT

Vinegar Hill Music Theatre

Thu, Oct 29

SAY YOU LOVE ME - THE MUSIC OF FLEETWOOD MAC

Vinegar Hill Music Theatre

Fri, Oct 30

ST. ALFONZO - A TRIBUTE TO FRANK ZAPPA

Vinegar Hill Music Theatre

Sat, Oct 31

National Sandwich Day

Smoke BBQ

Tue, Nov 3 · 11:00 AM

Neo-Classics Mixology at Ocean

Cape Arundel Inn & Resort

Wed, Nov 4 · 2:00 PM

Model Railroad Open 10AM-4PM

Seashore Trolley Museum

Thu, Nov 5 · 10:00 AM

Autumn Sips & Spirits

The Burleigh

Thu, Nov 5

Autumn Sips & Spirits

Kennebunkport Inn

Thu, Nov 5

A Culinary Weekend with Smithereens (Chef Nick Tamburo) — welcome cocktail hour + dinner with wine pairing, wine workshop, four-course finale dinner

White Barn Inn, Auberge Collection

Fri, Nov 6

Harvest to Glass Mixology

Earth at Hidden Pond

Sat, Nov 7 · 2:00 PM

NORTHERN CROSS: NEW ENGLAND'S CSNY TRIBUTE

Vinegar Hill Music Theatre

Sat, Nov 7

A Culinary Weekend with Smithereens — day two

White Barn Inn, Auberge Collection

Sat, Nov 7

Spiced & Spicy Mixology at Ocean

Cape Arundel Inn & Resort

Sun, Nov 8 · 2:00 PM

Model Railroad Open 10AM-4PM

Seashore Trolley Museum

Thu, Nov 12 · 10:00 AM

Wines for Your Thanksgiving Table

Earth at Hidden Pond

Thu, Nov 12 · 2:00 PM

Autumn Sips & Spirits

The Burleigh

Thu, Nov 12

Autumn Sips & Spirits

Kennebunkport Inn

Thu, Nov 12

The Slambovian Circus of Dreams

Vinegar Hill Music Theatre

Fri, Nov 13 · 8:00 PM

Venues in Kennebunkport (19)

Seashore Trolley MuseumMuseum

18 events

Vinegar Hill Music TheatreLive Music Venue

14 events

Kennebunkport InnVenue

10 events

Earth at Hidden PondRestaurant

6 events

The Nonantum ResortVenue

5 events

Cape Arundel Inn & ResortVenue

4 events

Latitudes At Nonantum ResortRestaurant

4 events

The Boathouse RestaurantRestaurant

4 events

The Boathouse Waterfront HotelHotel Lounge

4 events

The BurleighRestaurant

4 events

The Loft Gallery by Wendy Webster Good Fine ArtGallery

3 events

River Tree ArtsGallery

2 events

The Atlantic HallHall

2 events

The Waterhouse CenterEvent venue

2 events

White Barn Inn, Auberge CollectionVenue

KW Contemporary ArtGallery

1 event

Smoke BBQRestaurant

1 event

Listings for Kennebunkport, Maine are compiled from public sources, each named with the site it came from and dated with the last time we read it. Details can change — confirm with the venue before you go. How we collect & verify.