Hyannis Holidays 2025

Friday Night Lights & Festive Sips

The festivities kick off on Friday, December 5, from 5:00–8:00 PM with First Friday on Hyannis Main Street, featuring the always-popular Sip ‘n Shop. Local businesses will stay open late, offering seasonal cocktails, special promotions, and an extra dose of holiday cheer for evening strollers.

As you wander past beautifully lit storefronts, enjoy the sounds of holiday music filling the air. At 5:30 PM, gather at the top of Hyannis Village Green for the lighting of a showstopping nautical-themed holiday display, complete with a special appearance from Santa Claus himself.

The evening wraps up with a community holiday sing-along—a warm and nostalgic way to welcome the weekend.