Events

Grab your friends for Madison’s festive Ladies’ Night Out! Enjoy special shop events, treats, exclusive discounts, gift wrapping, and a holiday raffle, your perfect kickoff to local holiday shopping and cheer.

Sip bold bourbons, savor killer wings, and kick back to live country tunes by Saltwater Sons at Saybrook Point’s Pergola. Big flavors, marina views, and major good-vibes energy await.

Kick off the holidays in Guilford. Enjoy Ladies Night shopping and prizes, the family-fun Stocking Walk filled with treats, and the weeklong Elf Hunt adventure for festive prizes and cheer.

Find the perfect gift for every book lover. Shop holiday reads, kids’ favorites, art and cooking books, plus puzzles, DVDs, and more at Guilford Library’s festive one-day Holiday Sale.

Spruce up your season at Mystic Garden Club’s Greens Sale featuring handmade wreaths, fresh arrangements, and festive décor, all supporting local grants and scholarships.

Get ready for 100% merry fun. Pantochino’s Welcome to Santa Claus is a joyful, laugh-out-loud holiday musical where Christmas never ends, and Santa himself saves the day. Bring snacks, cheer, and friends.

Head to Ivoryton for the creations of five New England artists.

Kick off the season with St. Nick. Enjoy brunch, ornament making, face painting, and festive family fun at First Church of Christ Old Saybrook, plus photos with the jolly man himself!

Shop small, shop special. CraftWestport brings together 175 artists and makers offering unique art, jewelry, home décor, and more. A one-of-a-kind shopping experience perfect for holiday gifting.

Jump into December at Winter Wonder Day. Enjoy free Santa photos, hot cocoa, magical performances, hands-on art making and a dazzling tree experience. A joyful family celebration packed with surprises.