The Red Lion Inn and Norman Rockwell Museum present:
All December long, The Red Lion Inn comes alive with festive pop-ups, events, and special programming to celebrate the season.
Check back often—we’ll be adding even more holiday cheer throughout the month!
SPECIAL EVENTS
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Join us for Courtyard concessions during Stockbridge Main Street at Christmas. Enjoy mulled wine and chili, and warm up by our cozy firepit.
12/7: 12-2pm
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Join Stacey and Sydney, our General Manager and Hotel Manager, for a joyful afternoon of holiday crafting! Decorate festive ornaments while enjoying rich hot cocoa — with the option to add a little extra holiday cheer for adults! — plus an assortment of cookies and brownies.
12/3, 3PM - 4:30PM
12/17, 3PM - 4:30PM
Seating is limited!*
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Indulge in a coastal experience with East Dennis Oyster’s exclusive pop-up on the Front Porch. Enjoy fresh, briny oysters sourced directly from Cape Cod Bay, and grab a cocktail while you take in the joyful holiday ambiance.
12/7, 1-5PM
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Design your own festive gingerbread house with a variety of candies and decorations. Cookies and brownies will be available to enjoy while building your delicious creations!
12/13, 11AM - 1PM
12/20, 11AM - 1PM
Seating is limited!*
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Get into the holiday spirit with friends and family as you create delicious cookies that will be almost too cute to eat! This event is perfect for all ages, so bring the whole crew along.
12/10, 3PM - 4:30PM
Seating is limited!*
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Ho, Ho, Ho! Merry Christmas! Santa Claus is coming to town and will be at The Red Lion Inn to spread holiday cheer. Bring the kids to meet Santa, share their wish lists, and take memorable photos. Afterward, enjoy our festive brunch specials in the Main Dining Room.
12/14, 11 AM - 2 PM
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Join world-renowned magician Benjamin Levy for a one-of-a-kind evening of magic, mind reading, miracles, and more! In this elegant and exclusive show, you’ll witness the impossible—up close and personal. Magic will happen right in your own hands. Your thoughts will be read (only if you wish!), and you’ll experience wonders unlike anything you’ve seen before.
12/4, 7:30PM
12/11, 7:30PM
12/18, 7:30PMTicket links coming soon!
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Join us for a performance by the Berkshire Hills Music Academy’s Classical Ensemble, featuring five talented graduates of the Berkshire Hills music program. This accomplished group performs beautiful classical selections at community events across Western Massachusetts — now bringing their timeless sound to The Red Lion Inn.
12/18, 1PM
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A talented group of children ages 6 to 13 from Berkshire County. Under the direction of Jack Brown, this chorus fosters a love of music through choral singing, featuring a diverse repertoire that includes Christmas carols, folk songs, and contemporary pieces.
12/21, 3PM
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Why get dressed? Roll out of bed and join us for brunch in your coziest PJs. Sip mimosas, savor brunch favorites, and celebrate comfort in style—slippers encouraged!
12/28, 8:30AM-10:30AM
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Details coming soon!
HAPPENING ALL MONTH LONG
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Get cozy on our famous Front Porch with a cup of mulled apple cider or hot cocoa! Top off your drink with whipped cream, candy canes, or marshmallows. For an extra festive touch spike it with your choice of liquor from Berkshire Mountain Distillers!
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This holiday season, little ones are invited to stop by our Letters to Santa Station and share their Christmas wishes. We’ll provide festive stationery, crayons, and a special mailbox direct to the North Pole—so every child’s note reaches Santa in time for Christmas Eve. A magical tradition for families, it’s the perfect way to spark wonder and holiday cheer.
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Celebrate the holidays with a visit to our Candy House in the back dining room! This festive masterpiece is crafted from 4,952 candies and stands 62 inches long, 21.5 inches wide, and 31 inches tall, weighing around 120 pounds. It's a dazzling holiday attraction and a must-see photo opportunity!
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Gather by our majestic piano in the lobby and enjoy the performance of your favorite Holiday Songs. Feel free to sing along with them!
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Exclusive for Red Lion Inn guests only! Join Township Four at their vintage and custom floral boutique nestled on the south side of the Inn. Get creative by crafting your holiday centerpieces or decorating a wreath to take home.
Wreath Decorating Workshops:
12/6, 11AM
12/7, 2PMFresh Mixed Greenery Wreath Workshops:
12/6, 3PM
12/13, 3PM
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Just minutes from The Red Lion Inn, the Norman Rockwell Museum celebrates the life and legacy of America’s beloved illustrator. Home to the world’s largest collection of original Rockwell art—including his iconic Stockbridge Main Street at Christmas—the museum brings his timeless vision of community, family, and holiday tradition to life. A visit during the festive season is the perfect way to step inside Rockwell’s world and experience the magic that continues to inspire the Berkshires today.