Cape Cod offers more than world famous beaches. Whether you are looking for something to do today, this weekend or planning an itinerary for an upcoming vacation, there's something for everyone to find and explore!
Looking for Martha's Vineyard or Nantucket events? View these calendars: Martha's Vineyard events and Nantucket events.
Where: Orleans
When: Daily, Friday, November 28, 2025 - Saturday, December 6, 2025
How Much: Free
Categories: Holiday
The Orleans Chamber of Commerce kicks off its annual Seaside Christmas festivities with an array of holiday happenings on Friday November 29th, including Breakfast with Mrs. Claus, the arrival of Santa, Winterfest Orleans events and amazing holiday deals during Small ...read more
Where: Guyer Art Barn, 250 South St, Hyannis
When: Daily, Friday, November 28, 2025 12:00 PM - Saturday, December 13, 2025 6:00 PM
How Much: $10, Donation
The Spectacle of Trees is an much-anticipated holiday event where local non-profits showcase Christmas trees decorated with not just tinsel and ornaments, but an array of fantastic gifts! These trees feature incredible items like TV's, sports tickets, gift cards, artwor...read more
Where: Plymouth Rock, Plymouth
When: Saturday, November 22, 2025, 10:00 AM
Categories: Parade
Held on the Saturday before Thanksgiving, America's only historically accurate parade begins at Plymouth Rock at 10am, continuing around Water Street to Main Street to Court Street, and ending at Benny's Plaza at 179 Court Street. Opening ceremonies at 9am at the Pilgri...read more
Where: The Pilgrim Monument, High Pole Hill Road, Provincetown
When: Wednesday, November 26, 2025,
The Annual Lighting of the Pilgrim Monument, which celebrates the Pilgrims' First Landing in the New World in Provincetown on November 11, 1620, is one of Cape Cod's most beautiful traditions and one that is supported by PMPM's members and friends. Admission is free, an...read more
Where: Snows Library/Depot Square, Main St. , Orleans
When: Friday, November 28, 2025, 4:45 PM
The Orleans Improvement Association, in partnership with the Orleans Chamber of Commerce, invites you to kick off the holiday season with us at our Annual Tree Lighting.
Where: Lopes Square, 308 Commercial Street, Provincetown
When: Saturday, November 29, 2025, 5:30 PM
The Lighting of the Lobster Pot Tree, is a Provincetown tradition to ring in the holiday season.In 2004, artist Julian Popko designed the Lobster Pot Tree in Lopes Square to recognized the hard-working local lobstermen. The tree is built from real lobster traps and is d...read more
Where: Barley Neck, Orleans
When: Saturday, December 6, 2025, 10:00 AM
How Much: Adults $30, Children $15, Check website for registration
Categories: Outdoor
Santa Stampede dashes into town on Saturday, December 6, bringing holiday cheer and a fun run for all ages.
Where: Main Street, Chatham
When: Wednesday, December 31, 2025, 1:00 PM - 9:00 PM
December 31st, 2025 will be First Night Chatham's 35th New Year's Eve celebration. Festivities will start with the Town Photo at the Chatham Lighthouse at Noon, with both indoor and outdoor performances and activities, reaching a peak of noise and awe with the Noise Par...read more
Where: Art Cottages at the Orleans Market Square, 15 Old Colony Way, Orleans
When: Friday, September 25, 2026, 10:00 AM - 5:00 PM
Categories: Arts
Recognizing that the arts improve the quality of life for residents, contribute to the economic vitality of communities, and have the power to build healthier, more livable, more vital communities, Orleans resident Todd Thayer has established The Artist Cottages at Orle...read more
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