Top 5 Things to do in the Berkshires in the Winter

There is nothing more exciting or romantic than a getaway to the Berkshires in the winter! Grab your loved one or best friends, bundle up and come enjoy an incredible winter escape. Enjoy an outdoor adventure then warm up at our top rated Berkshires bed and breakfast.

1. Skiing/Snowboarding, Cross-Country Skiing and Snowshoeing

Within a 5 to 30 minute drive, downhill skiing choices include Butternut, Jiminy Peak, Bousquet, or Catamount. If cross-country skiing is your passion, check out our Winter Trekking package. For the winter traditionalist, hit the downhill slopes at Ski Butternut in Great Barrington. All day ski pass is $20/person Monday-Friday and $50/person Saturday or Sunday. There’s no better way to enjoy winter in the Berkshires than through cross-country skiing or snowshoeing.

*Hot Tip: Looking for something relaxing yet still heart-pumping for the evening? Jiminy Peak offers night skiing between 3-10pm. Price: $35/person Monday-Sunday.

Sledding in Massachusetts

2. Sledding and Tubing

Bring out your inner child and consider sledding and tubing! Dashing through the snow and sliding through the cool air  riding on a sled, toboggan, or tube is an exhilarating way to spend the day. Bousquet Mountain offers a 450’ long hill with multi lanes to ride and master as you race to the bottom. Sleds & Tubes are provided as well as lifts up to the hilltop. Available Thursday – Sunday. Price: $20 /person for 2 hours. Trekking uphill with one’s sled is a fair price to pay for the sensational rush from that downhill ride. Find some choice terrain and head out for hours of enjoyment and laughter.

Ice Skating in the Berkshires

3. Ice Skating

Nothing reflects the winter season like lacing up a pair of skates, and taking a turn on the ice. Whether you’re just beginning or a seasoned pro, ice skating combines grace, elegance and beauty with fun and exercise. Try your hand on the ice at the Boys and Girls Club, the Peter W. Foote Vietnam Veterans Memorial Skating Rink, Canterbury Farms Pond, or Monterey Outdoor Ice Pavilion.

Horseback Riding in the Winter in Lenox

4. Horseback Riding

For a complete change of pace, why not try horseback riding in the snow? Saddle up to explore the beautiful trails and views mounted on well-trained horses and accompanied and guided by professional horseman. Whether it’s a birthday, anniversary, wedding proposal, or simply a ride over the hills into the sunset, a horseback adventure can make it an experience that will provide a lifetime of memories. Price: $50/person for 1 hour

Berkshires Bed and Breakfast

5. Winter Magic Weekend Package

Can’t decide which winter activity to try? Try our “three for all” Winter Magic Package, where you can have your choice of ice skating, cross-country skiing, or snowshoeing.  Do all the three near the base of October Mountain State Park at Canterbury Farm in Becket. Price: $38/person Thursday thru Sunday, and includes all three activities and equipment.

Whether you’re skiing, skating, snowshoeing or winter horseback riding, add a little romance by staying in one of our suites complete with a wood-burning fireplace and Jacuzzi bath!  You can even order up an in-room Swedish massage!  A potpourri of winter activities and romance awaits you at the Devonfield Inn here in the Berkshires! Come play in the snow with us! Plan your winter getaway today.

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