Events

Stroll North Main in Essex as elves roam, cocoa flows, and shops burst with holiday magic. Enjoy pop-up vendors, festive hair tinsel, treats, gifts, and family fun at every turn.

Deck your walls and your halls! Take 15% off mirrors and artwork this December, plus 20% off Christmas décor. Discover festive finds for someone special, or a little something for you.

Sip, snack, and soak in the season. Enjoy festive Christmas teas, towers of treats, and fireside vibes at the beautifully decorated Westbrook Inn. The ultimate cozy holiday afternoon awaits.

Warm up in Best Buds’ cozy barn and craft a lush holiday wreath with homegrown blooms, local greenery, wine, and sweet treats. A festive, hands-on escape that feels pure holiday magic.

Capture the magic at Gentlemen’s Social and enjoy festive photos with Santa, kid-friendly fun, and a warm visit with St. Nick, furry friends welcome. Photos by Rise Visual Media benefit Dan Cosgrove Animal Shelter.

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.