Various Locations in Old Saybrook

Main Street sparkles at the Saybrook Starlight Festival. Horse-drawn rides, Santa, music, cocoa, crafts, and festive bites — a day full of small-town holiday joy.

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.

Shop, stroll, and save during the Greater Old Saybrook Chamber’s Annual Sidewalk Sale with up to 75 percent off, exclusive deals, treats, and specials at over 20 local businesses.

Don't miss the Old Saybrook holiday house tour features seven historic homes, festively and professionally decorated for the holidays.

The Holidays are here and Old Saybrook has fun and cheer for all with a variety of events for the community this December - Ladies Night, Stocking Walk, Elf Hunt and Festive Friday. Participating shops, restaurants, and businesses will be open for late-night shopping and festive fun.

Have you ever wished you could get a taste of all the diverse and delicious foods that the area has to offer? Now is your chance with The Greater Old Saybrook Chamber's Annual Dine Everywhere Raffle.

Celebrate the longest day of the year with Summer Solstice Girls’ Night Out in Old Saybrook. Discounts, cocktails and summer fun!