Holiday Events Guide

CAROLING, TREE LIGHTINGS, FESTIVALS AND MORE!

Events » Holiday Events Guide | Showing 1-18 of 19.

Annual Lighting of the Pilgrim Monument

November 11, 2022 @ 6:00 pm
1 High Pole Hill Road
Provincetown, MA 02657 United States

The Annual Lighting of the Pilgrim Monument is in celebration of the Mayflower Pilgrims’ First Landing in the New World…

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America’s Hometown Thanksgiving Parade and Celebration

November 19, 2022 @ 9:30 am
MA United States

Celebrate Thanksgiving with America’s Hometown Thanksgiving Parade and Celebration! The parade sets sail from Plymouth Rock at 10Am. Featuring floats…

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Brewster for the Holidays

November 21, 2022 - December 24, 2022
MA United States

Head to Brewster for the Holidays! From Santa arriving by fire truck to Drummer Boy Park to the Brewster Band…

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2022 Holidays at Highfield

November 25, 2022 - December 11, 2022
58 Highfield Dr
Falmouth, MA 02540 United States

2022 marks Highfield Hall & Gardens’ 16th annual holiday exhibition! For tickets, visit Highfield Hal & Gardens’ website.

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THE POLAR EXPRESS™ Train Ride

November 25, 2022 - December 23, 2022
MA United States

Every wonder what it would be like to ride on THE POLAR EXPRESS™? Well, now you can with THE POLAR…

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A Seaside Christmas in Orleans/Winterfest

November 26, 2022 - December 31, 2022
44 Main St.
Orleans, MA 02653 United States

Celebrate the holidays in Orleans! Have breakfast with Mrs. Claus at the Orleans Yacht Club, meet Santa at Snow’s Home…

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Provincetown Lobster Pot Tree Lighting

November 26, 2022 @ 5:30 pm
Lopes Square
Provincetown, MA 02657 United States

Don’t miss the lighting of the Provincetown Lobster Pot Tree! What first began as a way to honor the hardworking…

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Christmas in Harwich

December 2, 2022 - December 4, 2022
Harwich Port, MA United States

Celebrate the holidays in Harwich! The Harwich Port Stroll kicks off the weekend’s events on Friday night with the annual…

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Falmouth Holidays by the Sea Weekend

December 2, 2022 - December 4, 2022
Falmouth, MA United States

Ring in the holidays with Falmouth Holiday by the Sea Weekend! From caroling in Woods Hole, the Falmouth Village Holiday Stroll, the…

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Holly Folly

December 2, 2022 - December 4, 2022
Provincetown, United States

Time to get jolly at Holly Folly! Holly Folly is Provincetown’s annual LGBTQ+ holiday-themed festival that lasts all weekend long!…

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Annual Nantucket Chamber Christmas Stroll Weekend

December 2, 2022 - December 4, 2022
MA United States

The 48th Annual Nantucket Chamber Christmas Stroll Weekend! You can expect performances by the Nantucket Ballet, spirited Victorian Carolers around…

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Eastham Holiday Festival

December 3, 2022 @ 10:00 am - 1:00 pm
MA United States

Come together for a day of family fun! The Eastham Holiday Festival will include kid friendly holiday activities like face…

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Hyannis Village Holiday Stroll & Santa’s Boat Parade

December 3, 2022 @ 11:00 am - 5:00 pm
Main Street, Hyannis, MA 02632
Hyannis, MA 02601 United States

The Annual Hyannis Village Stroll! Meet Santa at 12PM, enjoy music, a petting zoo and so much more! Head over…

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Yarmouth Port Christmas Stroll

December 4, 2022 @ 1:00 pm - 4:00 pm
MA United States

Celebrate the holiday season by joining Yarmouth Port’s Christmas Stroll on December 4th! Stroll along Route 6A in Yarmouth Port…

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Christmas in Edgartown

December 8, 2022 - December 11, 2022
MA United States

The 41st Annual Christmas in Edgartown! Enjoy a weekend full of holiday cheer from the lighting of the Edgartown Lighthouse…

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Osterville Christmas Stroll

December 9, 2022 - December 11, 2022
MA United States

The Annual Osterville Christmas Stroll! Enjoy Osterville Main Street as the street is completely blocked off for strolling through the…

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Mashpee Chamber Christmas Parade

December 10, 2022 @ 5:30 pm
22 Steeple St
Mashpee, MA 02649 United States

The 16th Annual Mashpee Chamber Christmas Parade! Thanks in part to sponsorship from local businesses, Mashpee Commons will be completely…

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First Light Provincetown

December 30, 2022 - January 1, 2023
Provincetown, United States

First Light Provincetown is a three-day-long event in celebration of the New Year. From various musical performances to the Canteen’s…

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