Cozy Corners & Hidden Gems: Off-the-Beaten-Path Berkshires Adventures from Red Lion Inn
Cozy Lobby at The red lion inn
This time of year we find that many of our guests are coming to the area seeking the slopes. But what about those who prefer a different kind of retreat—one filled with cozy corners, roaring fireplaces, and hidden gems that offer warmth and wonder? Well the Berkshires has that, too, in spades! The historic Red Lion Inn is the ideal home base exploring the best off-the-beaten-path experiences in the Berkshires—perfect for couples, families, and solo travelers looking for indoor adventures, romantic hideaways, and non-skiing diversions.
Stockbridge’s Cozy Cultural Escapes
Norman Rockwell Museum
Stockbridge is nearly synonymous with Norman Rockwell. In his museum, the iconic holiday painting of Main Street draws the crowds but few take the time to explore the museum’s intimate galleries, where the artist’s works come to life. On a chilly afternoon, we recommend immersing yourself in original illustrations, personal memorabilia, and rotating exhibits that highlight Rockwell’s artistic influence. Norman Rockwell Museum.
Chesterwood
A hidden artistic haven in the Berkshires, Chesterwood is the former home and studio of sculptor Daniel Chester French, creator of the Lincoln Memorial statue. Indoor tours here offer an insightful peek into the artist’s creative world, with exhibits detailing his process and inspiration. This lesser-known gem is beloved by history buffs and art lovers alike. Chesterwood website.
Berkshire Botanical Garden’s Winter Gallery
While gardens may not be top-of-mind in winter, the Berkshire Botanical Garden features an indoor gallery showcasing nature-inspired artwork, workshops, and lectures. Visiting this serene escape filled with creative energy and botanical beauty makes for the ultimate peaceful retreat. Berkshire Botanical Garden website.
Indoor Fun for Families
The Magic Fluke Company
The Magic Fluke Company in Sheffield handcrafts ukuleles, violins, and banjos in its small but fascinating workshop. A visit here, offering an inside look at how these instruments are made, is an educational and fun stop for music lovers of all ages. The Magic Fluke Company website.
Where to Drink & Dine: Hidden Gems
The Lion’s Den at Red Lion Inn
Tucked away beneath Red Lion Inn, The Lion’s Den is a romantic and intimate pub featuring live music, handcrafted cocktails, and a cozy fireplace. There’s no better spot for a date night in Stockbridge. The Lion’s Den at Red Lion Inn website.
Once Upon a Table
This tiny but charming bistro is a must-visit for food lovers. Cozy and inviting, the restaurant serves seasonal, locally sourced dishes, from comforting pastas to decadent desserts. Once Upon a Table website.
No. Six Depot Roastery & Café
For a warm and inviting coffeehouse experience, No. Six Depot in West Stockbridge is a hidden gem. Patrons here come to sip on expertly roasted coffee, enjoy fresh pastries, and soak in the art-filled ambiance. No. Six Depot Roastery & Café website.
Whether you’re warming up by the fire at the Red Lion Inn, discovering Stockbridge’s cultural gems, or indulging in a quiet, cozy retreat, there are countless ways to experience the Berkshires in winter. With hidden gems waiting around every corner, your stay at Red Lion Inn becomes more than just a getaway—it’s an invitation to slow down, savor, and explore the lesser-known wonders of this historic and charming region.
Book your cozy Berkshires escape at Red Lion Inn today!