Welcome to Hyannis Holiday CAPE COD'S WINTER WONDERLAND!
This weekend, downtown Hyannis shines as Cape Cod’s ultimate holiday destination. From the charm of the Main Street Stroll to the creative energy of the 11th Annual Holiday Love Local Fest on the Hyannis Village Green, and the enchanting Hyannis Harbor Boat Parade, this is a weekend filled with joy, connection, and holiday magic.
Hyannis Holiday isn’t just about celebrating the season—it’s about supporting the small businesses, makers, and local traditions that make our Cape Cod community so special. Whether you’re exploring unique gifts, indulging in seasonal treats, or enjoying family-friendly activities like Santa sightings and reindeer games, your presence helps keep our local economy vibrant and strong.
So bundle up, grab your loved ones, and immerse yourself in the wonder of Hyannis Holiday. Together, let’s make this season bright while cherishing all the ways we can support and celebrate local.
Warm Wishes, The Hyannis Holiday Team
FRIDAY
SIP & SHOP
5:00 pm - 8:00 pm
Enjoy a cocktail as you shop for the holiday! 5:30 pm
Santa arrives for the boat lighting and caroling at the top of the green!
SATURDAY
Activities Music
10 am -Check-in Holly Jolly Fun Run
11:00-2:00 pm
Balloon Twister Soho Arts Co, 342 Main St
Cape Cod Photo Bus Corner of High School Rd & Main
11:00-3:00 pm
Petting Zoo & Pony Rides
Corner of High School Rd & Main
Holiday Book Reading, Cider & Free Books with the Rotary Club of Hyannis, Hyannis Police Station
Fire Pit and S‘mores with the Hyannis Fire Dept
High School Rd & Main AND JFK Hyannis Museum
Courtyard, 397 Main St
Letters to Santa & Hot Chocolate
Comfort Inn, 259 Main St
Holly Jolly Trolley Free Rides Loops Main Street
12:00 - SANTA ARRIVES BY ANTIQUE FIRE TRUCK!
12:00-2:00 pm
Face Painting Allium, 558 Main St
1:30 - 2:30 pm
SANTA Katie’s Ice Cream, 568 Main St
12:00-3:00 pm
Holiday Stilt Walker Strolling Main Street
11:00 am - 3:00 pm
DJ Peter Barboza Katie’s Ice Cream, 568 Main St
11:00 am - 4:00 pm
DJ Ian Lee Village Green Entrance
12:00 pm - 2:00 pm
Live with Coffee FM JFK Hyannis Museum
Courtyard, 397 Main St
Cranberry Shores Chorus Strolling Main Street
Olivia Yingling Country Soul, 605 Main St
Matt Levesque Tap City Grille, 586 Main St
Sturgis Jam Band 529 Main St
12:30 pm - 2:30 pm
Music with Carol Bendanz
12:00 pm - 3:00 pm
Pans in Paradise First Baptist Church Lawn, 486 Main St 1:30 pm - 3:00 pm
Regency Brass Band Little Miss Cupcake, 388 Main
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