When a blanket of snow and cold falls over the Berkshires, the focus shifts from charming festivals and leaf-peeping to cozy retreats, winter adventures, and the serene beauty of the snow-covered landscapes. If you happen to be in Holyoke to visit our dispensary for cannabis, you’ll be in the prime location to take advantage of some of the best winter activities and retreats the Berkshires have to offer. Check out some of the best winter getaways and activities to enjoy in the area.

Order Ahead

1. Visit the Canyon Ranch in Lenox

An all-inclusive destination resort and spa, known for its wellness programs, fitness classes, and spa services, the Canyon Ranch in Lenox is the perfect place for a winter-day getaway. They offer day packages for those interested in a short escape from the everyday grind with spa services like facials, massage, and even energy therapies. However, if you prefer a true retreat for a weekend or otherwise, this resort is your place with the coziest accommodations in the Berkshires and five-star dining on-site.

2. Check Out the MASS MoCA in North Adams

One of the largest contemporary art museums in the country, MASS MoCA is housed in a restored 19th-century factory campus. Therefore, the museum is known for offering a unique setting just as much as it is for its massive collection of art. 

While the outdoor landscape of the Berkshires is blanketed in snow, MASS MoCA provides a warm indoor exploration opportunity with its expansive galleries filled with thought-provoking pieces from around the planet. The museum also hosts a variety of live events, from music to dance performances. Therefore, MASS MoCA is an attractive, enjoyable destination even in the coldest months.

3. Plan a Stay at the Jiminy Peak Mountain Resort

If the snow-covered slopes of the Berkshires are calling on your adventurous spirit to come out and play, Jiminy Peak Mountain Resort in Hancock is a must-visit. Not only does it offer skiing and snowboarding with 45 trails and 9 lifts, but it also features a mountain coaster, a tubing park, and snowshoeing. After a day on the slopes, relax in one of the resort’s many accommodation options, which range from slope-side condos to cozy rooms with mountain views.

4. Skate at Fitzpatrick Skating Rink

In Holyoke itself, the Fitzpatrick Skating Rink provides an accessible ice skating venue for both residents and visitors. Managed by the Department of Conservation and Recreation, this rink offers public skating sessions where you can glide across the ice at your leisure and out of the snow. This is the perfect spot to enjoy some winter fun without traveling far or hanging out in the snow. After your skate, you can warm up at the snack bar with hot chocolate or coffee.

5. Look out for Events like Winterlights at Naumkeag

Naumkeag, the historic Gilded Age estate in Stockbridge, turns into a winter wonderland during its Winterlights Festival in December. This family-friendly activity involves a walk through lit gardens and grounds, with thousands of twinkling lights, which is known for creating a fairy-tale atmosphere amid the snow. The event provides an added dash of winter warmth with hot cider and cocoa, making it a perfect place to visit for all ages.

Enhance Your Winter Adventures with a Trip to Canna Provisions in Holyoke

As you make plans to enjoy all the best winter brings to the Berkshires, be sure to plan a visit to Canna Provisions in Holyoke. Our dispensary menu is filled with cannabis flower from the best cultivators in the state, as well as edibles, concentrates, vapes, and anything else you need to enhance your adventure. Will you only be passing through on the way to a getaway in a nearby town? You can order via our online menu, and we’ll have your order packed up and ready to go when you arrive.

Order Ahead