Silver Oak Wine Dinner

Discover how the cranberry became an American icon through interactive exhibits that explore its deep roots in Cape Cod’s history, culture and landscape, from the Wampanoag people to the global legacy of Ocean Spray.

Check out the beloved market’s new location at Mullen Hall School.

Join us on The Patio on Main for an evening of live music with Lily Mae Harrington.

Join us on The Patio on Main for an evening of live music with Catie Flynn.

Experience one of Cape Cod’s most beloved fall traditions as Pumpkin People in the Park transforms Chatham with whimsical, larger-than-life pumpkin displays created by local businesses, organizations and community members.

Experience one of the Lower Cape’s favorite fall traditions at Chatham Oktoberfest, featuring festive entertainment, seasonal flavors and family-friendly fun for all ages.

Journey to Napa Valley for an evening highlighting the rich, distinctive wines of Caymus Vineyards. Settle in for an intimate dinner where thoughtfully selected pours meet seasonal cuisine in the warm, elegant setting of Cuvée Bistro.

Knock twice. Pour once. The Cellar Series concludes with Stags’ Leap Winery for an intimate, speakeasy-inspired evening of celebrated Napa Valley wines and thoughtfully crafted cuisine.

A full weekend of small-town holiday traditions, shopping and family activities centered around Main Street in Chatham. Some events require tickets; others are open to the public and free to attend.