Shredding with The Red Lion: Best Skiing & Snowboarding in the Berkshires
Winter in the Berkshires is nothing short of magical, offering breathtaking landscapes, thrilling outdoor activities, and cozy, luxurious accommodations. And for those looking to carve their way through pristine snow, the Berkshires boasts some of the best skiing and snowboarding destinations in New England. With the historic Red Lion Inn as your hub, you can enjoy easy access to the slopes, family-friendly activities, and an unforgettable après-ski experience.
The Red Lion Inn: The Coziest Home Base
Nestled in the heart of Stockbridge, Massachusetts, The Red Lion Inn offers the perfect blend of charm, comfort, and convenience to the best Berkshires ski areas. This iconic inn has been a haven for travelers since 1773, and is the ideal base for winter adventures complete with crackling fireplaces, tons of dining options, and the region’s most welcoming staff.
Hit the Slopes: Skiing and Snowboarding Near the Red Lion Inn
1. Jiminy Peak Mountain Resort
Just 30 minutes from The Red Lion Inn, Jiminy Peak Mountain Resort is the largest ski and snowboard resort in Southern New England. With 45 trails and nine lifts, Jiminy Peak offers something for every skill level. (There is a good Ski School.) Night skiing is also available for those who want to extend their day on the slopes.
Butternut Ski Area in Great Barrington (a 20-minute drive away from the Inn) is a favorite among families and novice skiers. With 22 trails, 11 lifts, and a dedicated learning area, Butternut makes it easy for newcomers to gain confidence. Advanced skiers will also find plenty of challenges, including tree skiing and mogul runs.
Situated on the Massachusetts-New York border, Catamount Mountain Resort (about 30 minutes from the Inn) offers a mix of 36 trails and glades, catering to both beginners and experienced skiers. Bonus: the Catamount Express Quad lift ensures quick access to the slopes, ensuring more time skiing and less time waiting.
Located in Pittsfield (15 minutes from Stockbridge), Bousquet Mountain is a hidden gem. With 24 trails, this smaller resort has a laid-back vibe that appeals to those looking for a relaxed, quick ski day. The on-site snow tubing park is a hit with families, making it a great option for non-skiers as well.
Après-Ski Bliss: Winding Down at the Red Lion Inn
After an exhilarating day on the slopes, there’s no better place to relax than The Red Lion Inn. Curl up by the lobby’s roaring fireplace or unwind in the outdoor heated pool and hot tub, and order an après-ski treat in the inn’s historic tavern or the Lion’s Den Pub. Dinner should be a homey and hearty but elegant meal in the dining room featuring locally sourced ingredients.
Bright Nights: Experience Naumkeag Winter Lights
Beyond skiing and snowboarding, the Berkshires offers tons of wintery distractions. The dazzling Naumkeag Winter Lights is a stunning light display in the gardens of Naumkeag, a historic Gilded Age mansion. The winter wonderland is ideal for a family stroll through illuminated pathways complete with hot cocoa. The Red Lion Inn’s Naumkeag Winter Lights Package includes overnight accommodations, 2 adult tickets to the Winter Lights event, and $25 dining credit per night to savor seasonal meals.
Ice Skating Fun: Glide Into Winter at the Boys and Girls Club Rink
The best family-friendly ice skating rink in the area is at the Boys and Girls Club in Pittsfield, where beginners and experts are all welcome. Skate rentals are available, making it easy for everyone to join in the fun.
TheRed Lion Inn’s central location and rich history truly makes it the best hotel in the Berkshires for winter enthusiasts. Whether you’re hitting the slopes, ice skating, sipping hot cocoa, or exploring the Naumkeag Winter Lights, a winter stay at the inn will be filled with warmth, comfort, and unforgettable experiences. Book your stay at theRed Lion Inn and discover why it’s the ultimate hub for winter adventures in the Berkshires.