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a few fishing boats in the water at sunset near Chatham Inn

Exclusive Cape Cod Experiences

From whale-watching adventures to flights over the Cape in a vintage biplane, discover the best things to do in Cape Cod with exclusive experiences and private adventures by land, sea and sky. Back at the inn, a world of luxurious comfort awaits after the day’s discoveries.

A couple holding hands walking the shoreline of open water near Chatham Inn
Nearby Attractions

Local Experiences

Choose from a variety of curated local experiences to make your Cape Cod getaway unforgettable. From private whale-watching adventures to dune tours through the Peaked Hill Bars sand dunes, Chatham offers a wealth of activities to delight every guest.

A server hand holding a tray of cocktails at Chatham
Amenities

Hospitality at its Finest

Enjoy signature amenities, including on-site dining at Cuvée Bistro, welcome cocktails, afternoon tea, turndown service and everything you need for a carefree day at the beach.

Calendar of Events

Explore the best things to do in Chatham and across Cape Cod for a truly memorable visit.

  • A few people shopping at Falmouth Winter Farmer's Market
    Nov13

    Falmouth Winter Farmer's Market

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

    Date: Every Sunday

    Time: All Day

    Location: Mullen Hall School

  • Thanksgiving roast turkey and harvest vegetables at Chatham Inn, Cape Cod, Chatham, Massachusetts
    Nov26

    Thanksgiving at Cuvée Bistro

    A holiday worth gathering for. Join us at Cuvée Bistro for a seasonal celebration featuring apple cider-brined roasted turkey, thyme brioche stuffing and a thoughtfully curated menu inspired by the flavors of fall.

    Date: November 26, 2026

    Time: 12:00 pm - 6:00 pm

    Location: Cuvée Bistro

  • Cabernet Sauvignon bottle and glass of red wine at Chatham Inn, Chatham, Massachusetts on Cape Cod.
    Dec10

    Stags' Leap Wine Dinner

    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.

    –SOLD OUT–

    Date: December 10, 2026

    Time: 5:30 pm - 9:00 pm

    Location: Cuvée Bistro

  • Santa visit during the holidays in Chatham, Cape Cod
    Dec11

    Christmas by the Sea

    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.

    Date: December 11 – 13

    Time: Recurring daily

    Location: Main Street and surrounding downtown Chatham, MA

  • Fireside dining with wine and cocktails at Chatham Inn, Cape Cod.
    Dec24

    Christmas at Cuvée Bistro

    Gather around the table for a festive celebration at Cuvée Bistro. Savor an abundant spread of local oysters, shrimp, mussels, lobster pasta, herb-roasted fish and seasonal accompaniments, all thoughtfully prepared to bring loved ones together for a memorable holiday evening.

    Date: December 24, 2026

    Time: 5:30 pm - 9:00 pm

    Location: Cuvée Bistro

  • A couple enjoying an elegant dinner at the Chatham Inn
    Dec25

    Christmas Day at Cuvée Bistro

    Celebrate the magic of Christmas Day at Cuvée Bistro, where exceptional cuisine and warm hospitality set the scene for a memorable holiday gathering. Delight in a thoughtfully curated à la carte menu featuring seasonal flavors and inspired dishes, perfect for savoring the occasion with loved ones.

    Date: December 25, 2026

    Time: 3:30 pm - 6:00 pm

    Location: Cuvée Bistro

  • Cuvée restaurant ready for service at Chatham Inn
    Dec31

    New Year's Eve at Cuvée Bistro

    Welcome the year ahead with an elegant dining experience at Cuvée Bistro. This specially curated five-course tasting menu showcases luxurious seasonal ingredients including oysters and caviar, Nantucket bay scallops, Maine lobster and roast duck, culminating in a decadent chocolate dessert and a memorable start to 2027.

    Date: December 31, 2026

    Time: 5:30 pm - 9:00 pm

    Location: Cuvée Bistro