What's on in the Kennebunks
Dates, times and places from the towns', libraries', museums' and Chamber's public calendars. Each event links back to its source, so check there before you go. We keep the facts and a line of description, never the full write-up.
41 events · All upcoming · Festivals & holidays
Friday, October 2
- 9:30 AM–4:30 PM Pumpkin Patch Trolley ↻ repeats Festivals & holidays via Seashore Trolley Museum
Saturday, October 3
- 9:30 AM–4:30 PM Pumpkin Patch Trolley ↻ repeats Festivals & holidays via KKA Chamber
Sunday, October 4
- 9:30 AM–4:30 PM Pumpkin Patch Trolley ↻ repeats Festivals & holidays via KKA Chamber
Thursday, October 8
- 10:30 AM–12:30 PM Needle Felted Halloween Garland Workshop Festivals & holidays via Brick Store Museum
Friday, October 9
- 9:30 AM–4:30 PM Pumpkin Patch Trolley ↻ repeats Festivals & holidays via Seashore Trolley Museum
Saturday, October 10
- 9:30 AM–4:30 PM Pumpkin Patch Trolley ↻ repeats Festivals & holidays via KKA Chamber
Sunday, October 11
- 9:30 AM–4:30 PM Pumpkin Patch Trolley ↻ repeats Festivals & holidays via KKA Chamber
Monday, October 12
- 9:30 AM–4:30 PM Pumpkin Patch Trolley ↻ repeats Festivals & holidays via KKA Chamber
Thursday, October 15
- 6 PM–8 PM Christmas Card Workshop Festivals & holidays via Kennebunkport Historical Society
Friday, October 16
- 9:30 AM–4:30 PM Pumpkin Patch Trolley ↻ repeats Festivals & holidays via Seashore Trolley Museum
Saturday, October 17
- 9:30 AM–4:30 PM Pumpkin Patch Trolley ↻ repeats Festivals & holidays via KKA Chamber
Sunday, October 18
- 9:30 AM–4:30 PM Pumpkin Patch Trolley ↻ repeats Festivals & holidays via KKA Chamber
Friday, October 23
- Through Sun, Oct 25 Happy Trolleyween at Seashore Festivals & holidays via Seashore Trolley Museum
Friday, October 30
- All day Halloween Savings! Festivals & holidays via KKA Chamber
- 9:30 AM–2 PM Halloween Celebration Community Day at School Around Us Festivals & holidays via KKA Chamber
- 10 AM–11 AM Special Storytime – Halloween Costume Parade Festivals & holidays via Louis T. Graves Memorial Library
Thursday, December 3
- Through Sun, Dec 13 Christmas Prelude 2026 Festivals & holidays via Christmas Prelude
Friday, December 4
- 9:30 AM–5:30 PM Christmas Prelude Trolley Rides! Festivals & holidays via Seashore Trolley Museum
- 5:30 PM Tree Lighting Ceremony in Dock Square Festivals & holidays via Christmas Prelude
- 7 PM Cape Porpoise Lobster Trap Tree Lighting Festivals & holidays via Christmas Prelude
Saturday, December 5
- 9:30 AM–5:30 PM Christmas Prelude Trolley Rides ↻ repeats Festivals & holidays via KKA Chamber
- 12 PM–4 PM Shepherds’ Christmas Caroling Festivals & holidays via Holy Cross Lutheran Church
- 2:30 PM Mrs. Claus at Kennebunk Outfitters Festivals & holidays via Christmas Prelude
- 3 PM 21st Annual Hat Parade Festivals & holidays via Christmas Prelude
- 6:30 PM Christmas Candlelight Caroling Festivals & holidays via Christmas Prelude
Sunday, December 6
- 9:30 AM–5:30 PM Christmas Prelude Trolley Rides ↻ repeats Festivals & holidays via KKA Chamber
- 12:30 PM Wave to Santa On the Lobster Boat Festivals & holidays via Christmas Prelude
- 1 PM Santa Arrives by Lobster Boat Festivals & holidays via Christmas Prelude
Wednesday, December 9
- 5 PM–7 PM Mid-Week Music: Christmas Show Festivals & holidays via Kennebunkport Historical Society
Thursday, December 10
- 4 PM Storybook Christmas at Kennebunkport Conservation Trust Festivals & holidays via Christmas Prelude
Friday, December 11
- 9:30 AM–5:30 PM Christmas Prelude Trolley Rides! Festivals & holidays via Seashore Trolley Museum
- 4 PM Prelude Family Street Festival Festivals & holidays via Christmas Prelude
- 5:30 PM Tree Lighting Ceremony in Dock Square Festivals & holidays via Christmas Prelude
- 6:15 PM 15th Annual Christmas Fireworks Display Festivals & holidays via Christmas Prelude
- 6:30 PM Upper Ocean Avenue Festival Festivals & holidays via Christmas Prelude
Saturday, December 12
- 9:30 AM–5:30 PM Christmas Prelude Trolley Rides ↻ repeats Festivals & holidays via KKA Chamber
- 2:30 PM Mrs. Claus at Kennebunk Outfitters Festivals & holidays via Christmas Prelude
- 5 PM KBIA Lighthouse Lighting Festivals & holidays via Christmas Prelude
Sunday, December 13
- 9:30 AM–5:30 PM Christmas Prelude Trolley Rides ↻ repeats Festivals & holidays via KKA Chamber
- 11 AM 16th Annual Pooch Parade Festivals & holidays via Christmas Prelude
- 2 PM Santa Arrives by Fire Engine Festivals & holidays via Christmas Prelude
Where these come from
- Brick Store Museum · 17 upcoming
- Kennebunk-Kennebunkport-Arundel Chamber of Commerce calendar · 71 upcoming
- Christmas Prelude (Kennebunkport Business Association) · 17 upcoming
- Louis T. Graves Memorial Library · 74 upcoming
- Holy Cross Lutheran Church · 5 upcoming
- Kennebunk Land Trust · 2 upcoming
- Kennebunk Free Library · 75 upcoming
- Kennebunkport Historical Society · 6 upcoming
- Town of Kennebunkport calendar · 23 upcoming
- Town of Kennebunk calendar · 24 upcoming
- Seashore Trolley Museum · 16 upcoming
Calendars are read every 6 hours (last Sep 28, 1:35 PM ET), politely and within each site's robots.txt. Repeats across calendars are shown once. Not included: Arundel's town site (its robots.txt asks automated tools to stay out), the Kennebunkport Festival (no longer held), school and recreation program calendars, Facebook and Eventbrite.