Freeport Fall FestivalFreeport
October 2 to 4
A fall weekend festival in downtown Freeport.
Fall in Portland and Southern Maine2 things
The ones people drive in from other counties for. Most of them run the whole season, so you don't have to pick a weekend yet.
Fryeburg FairFryeburg
October 4 to 11 · check the date
Maine's big old country fair with a parade, sheep dog trials, a skillet throw and harness racing.
The little stuff, by town2 things
The city Halloween parties and the trunk or treats and the free stuff. Cities post their 2026 dates late, so anything marked "check the date" gets fixed the second it's announced.
Fall in Newry
Sunday River Fall Festival
October 10 and 11
Chondola rides over the leaves, music, crafts, and the wife carrying championship, which the kids will think is hilarious.
Fall in York Beach
Harvestfest and Kidsfest at York Beach
a Saturday in mid October (last year Oct 18) · check the date
A fall festival and kids day right by the beach.
For the rest of your list
These don't need an address, tap them and they go on your list with everything else.
Christmas in Portland and Southern Maine2 things
The Christmas Prelude already has its 2026 dates. The rest show last year's windows until they post.
Monument Square Tree LightingPortland
the Friday after Thanksgiving, 4 to about 6:45 · check the date
Free hot cocoa and an Elf movie on the square, then the tree lights up at 6:30.
Kennebunkport Christmas PreludeKennebunkport
December 3 to 13
Santa shows up on a lobster boat, there's a tree made of lobster traps in Cape Porpoise, and the whole village is decorated with seashell wreaths.
Town Christmas stuff
The town stuff, and I'll add the tree lightings as the cities post them in November.
Christmas in Freeport
Freeport Sparkle Celebration and Parade of Lights
early December (last year Dec 5 to 14) · check the date
A lit up parade and holiday fun in Freeport.
Christmas in Portland
Portland Polar Express
late November through December · check the date
The Polar Express story on a real train along Casco Bay, with cocoa and cookies.
For the rest of your Christmas list
This is the at-home stuff, tap them and they go on your list with the lights and the train.
put it on the wall
Turn your Christmas picks into a real bucket list
Tap the lights and the trains and the town stuff you want and pick the Christmas design you like, and I'll hold onto your picks. The Christmas lists are coming soon, and the second they're up your picks drop straight into the slots.
Good any weekend0 things
The stuff that doesn't need a date, for the Saturday when nothing's going on.
Portland and Southern Maine fall and Christmas questions
When is the Kennebunkport Christmas Prelude in 2026?
December 3 to 13, 2026.
When is the Fryeburg Fair in 2026?
It's listed for October 4 to 11, 2026.
who's writing this
Hi, I'm Amy.
We roadschool six kids out of a van. I'm just a mom with a Ford Transit and a lot of opinions about corn mazes, so if something on here is wrong, or your town's party is missing, email me at hello@bellebucket.com and I'll fix it.
put it on the wall
Turn your picks into a real bucket list
Tap the ones you want and I'll drop them onto whichever fall design you pick, then you add your own stuff (birthdays, carving pumpkins, whatever your family does). It prints big, like 24x36 big, and it hangs on the wall all season.