Holiday Events
Celebrate the magic of the holiday season at Chatham Bars Inn. From festive traditions and family-friendly activities to seasonal dining, live entertainment, and creative experiences, there’s something for everyone to enjoy throughout the holiday season. Gather with loved ones and make lasting memories by the sea.

Holiday Wreath Decorating
Join us for another year of festive holiday decorating! Enjoy a hands-on, how-to session led by Chatham Bars Inn’s fine gardener, Pamela Vasques.

Santa's Workshop
Calling all kids to Santa’s workshop at the North Pole! Once inside you will see a beautiful set up for the Winter Wonderland theme and you’ll even meet the one and only Santa Claus.

Holiday Teddy Bear Tea Party
Each child will hand-pick their very own teddy bear and bring it to life just in time for the Holidays during this special tea party with Santa’s Elves.

Holiday Floral Arranging
Join Chatham Bars Inn’s Fine Gardener Pam Vasques to design your very own holiday floral arrangement! Leave with new skills and your floral creation to take home with you.

Holiday Bouquet Making
Join Chatham Bars Inn’s Fine Gardener, Pamela Vasques, for an interactive Holiday Bouquet-Making Workshop, where you'll have the opportunity to design your very own floral masterpiece.

Holiday Music Shows
An evening of live seasonal musical performances. Ticket includes one drink, holiday cookies and access to a lite bite menu.

Holiday Mahjong Brunch
Shuffle, stack, and win! Join us for a lively Mahjong brunch. Enjoy great vibes, friendly competition, and a beautiful view.

Carolers & Cocoa
Enjoy a complimentary hour of holiday cheer with traditional carolers, a cozy bonfire, and rich, decadent cocoa.

The Giving Tree
Come together in true Holiday Spirit by giving back to our local community!

Teddy Bear Room
Visit the Teddy Bear Room in Room 19 of the Main Inn from November 29-December 29, where teddy bears fill the space in a festive holiday display.

Live Music in The South Lounge
Unwind fireside in the South Lounge and enjoy live music from a rotating lineup of local performers on select evenings.

Holiday Mixology
As many of you know, our mixologists are sincerely passionate about cocktails! Join us this season for our special holiday-themed mixology classes in our Chef’s Table.

Gingerbread House Workshops
Celebrate the sweetness of the season. The award-winning pastry team at Chatham Bars Inn bakes and assembles gingerbread houses and you will have the fun part - decorating them with an array of edible frosting and candy, making the experience fun, easy, and delicious.

Holiday Wine Tastings
Join us for an immersion into the world of wine, traveling across the globe to discover the history of winemaking, oenology, and knowledge about the most famous wine regions of the world.

Christmas Swag Décor Workshop at The Chatham Bars Inn Farm
Join Chatham Bars Inn’s Fine Gardener Pam Vasques for a creative, hands-on workshop celebrating Cape Cod’s coastal beauty.

Guest Room Holiday Decorations
Planning to stay with us at the Inn this holiday season? Make your visit extra magical by arriving to a beautifully decorated guest room, filled with festive cheer.

Forbes Travel Guide Five Star Hotel, recognized once again among the world’s finest hotels

#1 Resort in Massachusetts in the 2025 Condé Nast Traveler's Readers' Choice Awards

#1 Best Waterfront Hotel/Resort in the USA TODAY 2026 10Best Readers' Choice Travel Awards

#1 Best Waterfront Restaurant in the USA TODAY 2025 & 2026 10Best Readers' Choice Travel Awards – Beach House Grill
Forbes Travel Guide 2025 Hotel Icon. Recognized as one of 6 hotels in the US and 23 hotels worldwide.








