Whether you’re looking for a family-friendly event, or seeking out autumn inspiration for the season’s upcoming festivities – Boston always has every option covered from annual festivals and events, to one-of-a-kind pop ups for something brand new! Check out these fall favorites from around our fabulous city with happenings all around the region no matter your pleasure!
October 17th – 19th
Head of the Charles
Various Locations
Fall 2025
Pumpkin Festivals & Family Fun
Beacon Hill with a BOO! Event
Fall 2025
Flannel Fridays
Harpoon Brewery
Fall 2025
New England Foliage Map
New England
Autumn 2025
Date Night Cooking Class
Available In-Store & Online
Fall 2025
Fabulous Farmers Markets
Various Locations Boston
Fall 2025
Cookie Decorating Classes & Shop
Sunshine Day Bakery
October 24th
Halloween Trivia Night
Boston Public Market
Thru October 26th
Haunted Maze
Mahoney’s Winchester
October 2025
15 Spooky Ghost Tours
Various Locations Boston
Fall 2025
Walking Tours & Activities
Friends of Boston Public Garden
Halloween 2025
Pop Up Halloween Parties
Castle Hill Brewing Company
Thru November 2nd
Boston Light Events
Franklin Park Zoo
Thru November 2nd
Dia De Los Muertos Celebrations
Various Locations Boston
November 13th
Sip & Style Autumn Floral Workshop
Pretty Moon Mercantile & Tea Bar
Fall 2025
Host a ‘Farm-to-Table’ Dinner Party
Peterman Custom Boards & Bowls
Autumn 2025
30 ‘Farm-to-Table’ Recipes
via Fed by the Farm
Fall 2025
Autumn Floral Collection
Winston Flowers
Fall 2025
Walking Tours & Activities
Friends of Boston Public Garden
Thanksgiving 2025
Give Back. Get Pie.
Pie In The Sky
Thanksgiving 2025
Family Style Dinner
Gibbet Hill Farm
November 7th – December 28th
Snowport Holiday Market
Seaport Boulevard
December 6th
Santa is Coming
Weston Nurseries Lincoln
Christmas 2025
Holiday Lighting Schedule
Boston Parks – Various Locations
