The Polar Express Train Ride - Blackstone Valley
The Polar Express Train Ride Station - various times Pick
The Polar Express Train Ride Station - various times Pick
Pancake Breakfast Festival
Newman Elementary School - 7:00 AM
Newman Elementary School - 7:00 AM
Sea Monsters: Wonders of Nature and Imagination
Harvard Museum of Natural History - 9:00 AM
Harvard Museum of Natural History - 9:00 AM
M is for Museum/P is for Playdate
Wenham Museum - 9:30 AM
Wenham Museum - 9:30 AM
Sea Monsters: Wonders of Nature and Imagination
Harvard Museum of Natural History - 9:00 AM
Harvard Museum of Natural History - 9:00 AM
Family Heritage Experience
American Ancestors - 10:00 AM
American Ancestors - 10:00 AM
Putt Across America
Faneuil Hall - 10:00 AM
Faneuil Hall - 10:00 AM
Sea Monsters: Wonders of Nature and Imagination
Harvard Museum of Natural History - 9:00 AM
Harvard Museum of Natural History - 9:00 AM
Snowmazing! Polar Playground at Boston Children's Museum
Boston Children's Museum - 9:00 AM
Boston Children's Museum - 9:00 AM
Family Heritage Experience
American Ancestors - 10:00 AM
American Ancestors - 10:00 AM
Putt Across America
Faneuil Hall - 10:00 AM
Faneuil Hall - 10:00 AM
Cricut Crew: Make Your Own Tees, Totes, and Stickers [#teencentral] at BPL Copley
Boston Public Library - Copley Branch - 3:00 PM Pick
Boston Public Library - Copley Branch - 3:00 PM Pick
The Polar Express Train on Cape Cod Central Railroad
Cape Cod Central Railroad Depot - various times Pick
Cape Cod Central Railroad Depot - various times Pick
Journey to the North Pole in Lincoln and North Conway, New Hampshire
Conway Scenic Railroad - various times Pick
Conway Scenic Railroad - various times Pick
The Polar Express Train Ride - Blackstone Valley
The Polar Express Train Ride Station - various times Pick
The Polar Express Train Ride Station - various times Pick
The Polar Express Train on Cape Cod Central Railroad
Cape Cod Central Railroad Depot - various times Pick
Cape Cod Central Railroad Depot - various times Pick
Journey to the North Pole in Lincoln and North Conway, New Hampshire
Conway Scenic Railroad - various times Pick
Conway Scenic Railroad - various times Pick
'Twas the Night Before...by Cirque du Soleil
Wang Theater
Lesley Ellis Mini Open House
Lesley Ellis School
Central Square Theater presents Liars and Believers' Yellow Bird Chase
Central Square Theater
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Holidays on the Hill
Sat Nov 22, 2025 - Thu Dec 25, 2025
- see all dates
Repeating every days through December 25, 2025.
Various times
Age: All ages
Price: Free admission
Ride in a horse-drawn carriage, listen to a brass quartet, admire twinkling lights, festive window displays, and possibly catch Santa handing out candy canes–all while checking off holiday shopping lists at Chestnut Hill's 200+ businesses.
Chestnut Hill provides a nostalgic background for a holiday experience that harkens back to an earlier time. Carolers will stroll the Avenue to add their music to the mood!
** Activity dates/times are subject to change. Please click through to the activity website to verify.
