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  • 36 acres of land with 2 hiking trails and an outdoor fire pit
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Group of people wearing cowboy hats and wearing winter coats on brown horses riding through snowy terrain.

10 Ways to Experience the Best of the Berkshires in February

Updated for 2024

The Berkshires in February offers plenty of things to do to fill your days! For example, do you want excitement and physical activity? Maybe you’re looking for cultural and historical enrichment. Or perhaps it’s some downtime you are seeking, a time to relax and unwind.

Did you know that a winter escape to the Berkshires puts you uniquely positioned to do all those things? Check out these ten ways to experience the best of the Berkshires in February.

We feel cold, but we don’t mind it, because we will not come to harm. And if we wrapped up against the cold, we wouldn’t feel other things, like the bright tingle of the stars, or the music of the aurora, or best of all the silky feeling of moonlight on our skin. It’s worth being cold for that.

– Philip Pullman, The Golden Compass

1. Enjoy The Slopes, Snow & Ice

Skiing in the Berkshires could quickly fill up your weekend. Just a short distance away from Devonfield Inn are Ski Butternut, Jiminy Peak Mountain Resort, and Catamount Mountain Resort.

If downhill skiing isn’t your thing, there are numerous places to venture out and slice through the forests of the Berkshires via cross-country skis or snowshoes. This is a beautiful way to be immersed in nature. You’ll enjoy the sights and hear the sounds of nature, breathe in the fresh air, and feel it on your face.

You’ll also find a 450-foot tubing run at Bousquet Mountain for added fun. The resort provides sleds and tubes. And you’ll be happy to know there are lifts to the top of the hill.

Do you enjoy ice skating or want to give it a try? Consider the Peter W. Foote Vietnam Veterans Memorial Skating Rink, Canterbury Farms Pond, or Monterey Outdoor Ice Pavilion for a whirl around the rink.

2. Horseback Riding

Another exciting winter adventure is horseback riding. In fact, there are numerous riding stables close to Devonfield Inn, and some offer guided equestrian tours. Other options include Berkshire Horseback Adventures, Berkshire Trail Rides, Undermountain Farm, or Aspinwall Equestrian Center.

3. Pleasant Valley Wildlife Sanctuary

You’ll find plenty of hiking in the Berkshires, especially at the Pleasant Valley Wildlife Sanctuary. It features over 1,200 acres of wildlife and 7 miles of trails for all levels. Along your trek, you’ll see a large pond and stunning views of the woodlands, meadows, and wetlands. Along the way, be sure to keep an eye open for wildlife.

Are you in for an adventure? The Trail of the Ledges is a challenging 3-mile loop with a steep vertical hike that reaches 2,126 feet at the top of Lenox Mountain. At the top, you will see gorgeous vistas of Mount Greylock, the Taconic Range, and the Catskill Mountains.

4. Norman Rockwell Museum

For many years, Norman Rockwell’s art has graced the front cover of every Saturday Evening Post magazine issue. His work has captured the hearts of millions. As you examine his works at the Norman Rockwell Museum, you will see a display of American culture, often with a humorous slant. You’ll also be able to take a piece of this historical art home with an option to purchase prints, cards, and books at the Norman Rockwell Museum Store. The museum is closed on Tuesdays and Wednesdays.

5. The Sterling And Francine Clark Art Institute

Located in Williamstown, a short drive from Devonfield Inn, is the Sterling and Francine Clark Art Institute. A visit will enrich your life with collections of European and American paintings, sculptures and drawings. You’ll view art from the Renaissance, ranging to the early 1900s. You can tour on your own or take advantage of the virtual multimedia tour, which will guide you through the exhibits after downloading an app on your phone. You may also want to consider the combo tickets that include the Norman Rockwell Museum.

6. Massachusetts Museum Of Contemporary Art

MASS MoCA features impressive visual and performing arts from well-known and emerging artists. The diversity of the artwork is remarkable and ranges from sculptures and paintings to virtual reality. They also host an impressive 75 performances throughout the year. Even the building, an industrial museum, is a work of art. Carve out ample time to wander through this fascinating museum.

7. Local Art Galleries

  • An American Craftsman
    22 Walker St, Lenox, MA
    You’ll find creative artistry of glasswork, wood, ceramics, and jewelry made by fine artists. The Boxology art by gallery owner Richard Rothbard is genuinely unique.
  • Greylock Gallery
    71 Spring Street, Williamstown, MA
    Enjoy traditional and contemporary fine art presented by both emerging and established artists.
  • Bernay Fine Art
    325 Stockbridge Rd, Great Barrington, MA
    The gallery represents distinguished artists working in various media: painting, sculpture, photography, ceramics and works on paper. It’s worth a visit.

8. Herman Melville’s Arrowhead Museum

Millions of people have been intrigued by the story of Moby Dick, the famous white whale. Take a tour of the late author’s home and discover some of the influences behind Herman Melville’s story. You’ll also learn many interesting facts about this renowned literary figure to the delight of his most passionate fans.

9. Magic Wings Butterfly Conservatory & Gardens

Enjoy a taste of spring in February with a visit to the Magic Wings Butterfly Conservatory & Gardens. You will treasure seeing over 3,000 delicate, colorful, fluttering butterflies in this indoor tropical garden.

10. Devonfield Inn

A visit to the Berkshires is a true getaway. Imagine relaxing in a cozy spot after a visit to Herman Melville’s home and reading Moby Dick as you sit by the fire sipping a glass of wine or hot buttered rum. Sometimes, the best activities are often the simple things in life. During your getaway at Devonfield Inn, you can rest, relax, and rejuvenate in the comfort of our historic, English-style country manor.

Whether you prefer physical activities and adventure, culture and artistic enrichment, or you just want to chill, it’s all here for you. And with this list of 10 ways to experience the best of the Berkshires in February, you’re ready to travel! Check availability today.

Come back in March for Massachusetts Maple Weekend!

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