The Red Lion Inn and Norman Rockwell Museum presents: 

Black background with white text saying, "Have a joyful holiday season."
A graphic illustration of a lion wearing a red Santa hat and a red scarf, standing on a sleigh against a black background.

A month of holiday cheer and happenings through December 

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SPECIAL EVENTS

A seafood platter featuring numerous fresh oysters on the half shell arranged on crushed ice with lemon wedges, a bowl of cocktail sauce, and a bowl of chopped lemon pieces.

  • 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

A Christmas parade scene outside a white building with red trim, decorated with green garlands and hanging red bows. Several people in festive clothing are standing, with some singing or performing. Vintage cars, including a green Chevrolet, a white car, and a red Chevrolet truck, are parked in front. The building has a sign for The Red Lion Inn, serving breakfast, lunch, and dinner.

  • Join us for Courtyard concessions during Stockbridge Main Street at Christmas. Enjoy mulled wine and chili, and warm up by our cozy firepit. 

    12/8 12-3pm

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Child decorating a gingerbread house with icing from a tube, with colorful candies in the background.

  • Design your own festive creation with a variety of candies and decorations. Cookies, brownies, and a limited cash bar will also be available for adults. Spots are limited, so secure yours soon! 

    Each ticket includes one house. Children must be accompanied by an adult.

    12/14 11am - SOLD OUT!

    12/21 11am

BOOK NOW
A person dressed as Santa Claus handing out gifts to children during a holiday gathering in a decorated room with tables, people, and Christmas decorations.

  • 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. Be sure to make your reservations! 

    12/15 12-3pm

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RESERVE YOUR TABLE
A cozy fireplace with burning fire and brick surround, flanked by two decorative lion statues. To the right, a fireplace tool set and a wooden shelf with various items are visible. In the foreground, part of a red armchair and a stack of books on a table are seen.

  • Enjoy a cozy cup of hot chocolate by the lobby fire while meeting our new General Manager, Stacey Gravanis, and our dedicated staff. Get to know Stacey’s background and gain insights into the daily operations of The Red Lion Inn. Discover the Inn’s rich history and take home a piece of it by purchasing our coffee table book—perfect for yourself or as a gift. 

    12/10 - 4:30-5pm

    12/17 - 4:30-5pm

    12/19 - 4:30 - 5pm

A person holding a glass of iced tea with a slice of orange on the rim, sitting at a table.

  • 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! 

    12/14 3pm-5pm

    12/21 3pm-5pm

A group of children and two adults taking a selfie together in a room with wooden floors and white walls. The children are smiling and making peace signs, and one adult in the background is sticking out their tongue.

  • Join Berkshire Children's Chorus for a Holiday Carol Sing-a-long! The event will feature a performance by the Chorus, some solo student spotlights, and plenty of opportunity for you to sing with us, too, Because like we say at Berkshire Children's Chorus: YOUR VOICE BELONGS!

    12/17 5-5:30pm

Four men standing together indoors, all wearing light-colored shirts, smiling, and posing with open hands. One man in the center appears to be the focus of the photo.

  • An all-male a cappella chorus from the Barbershop Harmony Society. With over 50 years of history in the Berkshires, this award-winning “small chorus champion” brings timeless charm with songs spanning from the 1890s to the Beatles, plus Broadway hits and patriotic classics. Known for their rich harmonies and love for singing, the Hillsmen promise an evening of festive cheer and unforgettable melodies.

    12/19 6:30-7:30pm

A black lace masquerade mask held by a hand, with the words "Midnight Masquerade: New Year's Eve Celebration" on a red textured background.

  • Prepare for a night of sophistication and mystery at our Midnight Masquerade New Year’s Eve celebration. Dress in your finest attire and don your most elegant mask as you enjoy an evening of music, delicious cuisine, and exciting entertainment.

    Pricing: $190/ticket
    Includes two drink vouchers, a welcome drink, food, a midnight prosecco toast, access to all entertainment, tax, and gratuity.

RESERVE YOUR TICKET
Announcement for an event titled 'Kissing briefly, under the mistletoe tree at the Lincoln's Inn' with date and time, decorated with holly leaves and berries, set on a stage with microphone stands in a decorated room.

  • For one night only, words become the season’s soundtrack. Join us in The Lion’s Den for Kissing Briefly Under the Mistletoe Tree, a merry evening of poetry featuring the work of renowned poets Dorothea Lasky, David Blair, Marc Vincenz, and Dara Dixon-Barres. Step into our underground hideaway for an evening of festive verse and holiday cheer.

    12/20 7pm - 8pm

Three young women standing outdoors holding violins, with a forest background.

  • Join The Great Barrington Rudolf Steiner School Presto String Ensemble! Led by Eileen Markland, this talented group of young musicians, aged 9 to 13, will inspire and uplift you with their vibrant and joyful music.

    12/19 1pm

Children dressed in red sweaters performing in a choir in a church, with a conductor and pianist in the foreground, and an audience watching from the balcony.

  • 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.

    12/20 4:15pm - 5:15pm

HAPPENING ALL MONTH LONG

Front view of the Norman Rockwell Museum building with signs on the porch, surrounded by green trees and well-kept lawn, under a clear blue sky.

  • Visit Norman Rockwell Museum this month for exciting exhibitions and family activities! Explore Anita Kunz: Original Sisters, Portraits of Tenacity and Courage, Illustrators of Light: Rockwell, Wyeth, and Parrish from the Edison Mazda Collection, and Norman Rockwell: Home for the Holidays. Enjoy engaging family art activities and take part in Life and Art Gallery Tours.

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A cozy living room decorated for Christmas with poinsettias, garlands with red ribbons, a menorah with candles, and various framed paintings and decorative items, including a large ornate mirror and ceramic teapots.

  • Gather by our majestic piano in the lobby and enjoy the performance of your favorite Holiday Songs by pianists Jon Hipps and Jon Sauer. Feel free to sing along with them! 

    Dec 6 - 5:30 - 8pm

    Dec 7 - 12-3pm, 5:30-8pm

    Dec 13 - 5:30-8pm

    Dec 14 - 5:30-8pm

    Dec 20 - 5:30-8pm

    Dec 27 - 5:30-8pm

    Dec 28 - 5:30-8pm

A woman with curly hair and closed eyes is wrapped in string lights for a festive or celebratory setting.

  • Enjoy the enchanting harp melodies of Clara Stickney. Gather by the fire with a cozy drink and let her music transport you to a world of warmth and celebration.

    12/6 - 1-4pm,

    12/13 - 12-3pm

    12/14 - 12-3pm

    12/20 - 1-4pm

    12/27 - 12-3pm

    12/28 - 12-3pm

A grand, ornate interior with yellow and gold walls, decorated with festive green and red garlands, featuring multiple staircases, chandeliers, and large decorated windows.

  • Step into a magical world this season at The Red Lion Inn!

    Explore The Nutcracker: Carl Sprague’s Theater of Imagination in our Second Floor Gallery, featuring whimsical designs that reimagine Tchaikovsky’s classic ballet.

    Open to all—experience the magic of the season!

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A gingerbread house decorated with colorful candies and icing, displayed on a table in front of a large framed landscape painting, with floral wallpaper in the background.

  • 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! 

A Christmas wreath made of pine branches with pink pinecones hanging on a dark wooden wall.

  • 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. Various dates and times are available for you to choose from! 

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