During spring, this cultural hub of the Berkshires comes alive with outdoor adventures, community festivals, and live music. Spring 2026 is shaping up to be especially exciting, giving visitors a brand-new reason to make the trip.

Shop Now

Save the Date: Berkshires Spring Events

The 80th Annual Eggstravaganza Egg Hunt kicks off at The Common on Saturday, April 4. The event is split into several age groups, so the competition is fair. Along with prizes for the top egg-hunters, children will get to enjoy face painting, balloon animals, and a special visit from the Easter Bunny himself.

Another draw is Hancock Shaker Village’s Baby Animals Festival. This event runs from April 18 to May 10 and features baby lambs, goats, piglets, and chicks at the historic farm.

The celebrations continue into late May, when the Berkshire International Film Festival (BIFF) celebrates its 20th anniversary. The event will bring back past winners, celebrate old films, and debut new entries from filmmakers taking their shot at film festival fame.

Outdoor Adventures for All in The Berkshires

The spring activities in Pittsfield extend to the great outdoors, with the area providing some of the best outdoor spaces in New England. Pittsfield State Forest covers over 11,000 acres and includes over 30 miles of trails, including the ever-popular Shaker Mountain Loop. 

As spring progresses, wild azaleas burst into bloom across over 65 acres of hillside. For those who prefer a flatter hike, the Ashuwillticook Rail Trail offers 13.6 miles of paved path that’s perfect for both biking and walking.

If you like birds, you’ll love Canoe Meadows Wildlife Sanctuary. This 253-acre Mass Audubon preserve is just a mile from downtown and features spring warbler and osprey sightings. Pontoosuc Lake is an ideal location for kayaking, fishing, or having a picnic by the lakeside.

To learn more about the many other outdoor adventures awaiting you in the Berkshires, check out our Berkshires waterfall hikes guide.

Live Music and Nightlife Hotspots in Pittsfield

Music comes to Pittsfield in the spring, with an especially packed calendar at several local venues. The Colonial Theatre on South Street is an elegantly restored Gilded Age venue that hosts performances starting in April. 

The Hot Plate Brewing Co. on School Street is another local hot spot. The venue hosts local acts and craft beer. Another notable mention is Methusela Bar and Lounge, which features craft cocktails, live music, and trivia nights.

Cannabis-Friendly Activities Near Pittsfield

The Berkshires are cannabis-friendly in a way that many other cities aren’t. The Wellness Way: A Berkshire Cannabis Trail is a curated guide to dispensaries and experiences across the region. Any adult aged 21 or older can buy cannabis in Massachusetts without a residency requirement, so it’s easy for visitors to enjoy responsibly. (Cannabis is only legal on private property with the owner’s permission, so plan ahead with a 420-friendly rental.)

Pair your dispensary visit with an evening at MASS MoCA’s immersive installation in North Adams or with a stroll through the Clark Institute’s sculpture grounds in Williamstown.

Experience Pittsfield This Spring with Canna Provisions

Canna Provisions is a Pittsfield cannabis dispensary, and with it comes our award-winning, concierge-style experience. Canna Provisions has been voted the #1 cannabis dispensary in Massachusetts by Chronogram readers for four years running. 

From Berkshire’s spring events and outdoor activities to the area’s vibrant downtown scene, Pittsfield provides everything you need for an unforgettable season. With Canna Provisions set to open its newest location, there’s never been a better time to make the trip. 

Shop Now