Spring Break in the Berkshires: A Family-Friendly Guide to Vacation Week

Spring Break in the Berkshires

For families seeking a more tranquil, enriching experience, the Berkshires in Massachusetts offers opportunities to enjoy outdoor adventures, explore cultural gems, and unwind in historic settings (hello, The Red Lion Inn!). Read on for the RLI guide to the best family-friendly activities and attractions in the Berkshires.

Why Take a Berkshires Spring Break?
The Berkshires in spring offer something no one gets enough of these days—a refreshing escape from the everyday hustle. Picture rolling hills, picturesque towns, and a slower pace of life—in other words, everything you need to reconnect with your family. Whether you're traveling with toddlers or teens, the Berkshires promise family-friendly activities that cater to every interest and energy level. And at the heart of it all is The Red Lion Inn, a cozy, welcoming retreat that provides the perfect home base.

The Red Lion Inn: A Family-Friendly Retreat in Stockbridge
The historic Red Lion Inn, set in the heart of Stockbridge, boasts iconic, old-world charm alongside modern amenities. A favorite spot on property is the heated pool, which provides the ideal way to unwind after a day of exploring. Kids will love the chance to swim, and parents can relax in the cozy lounge area while enjoying a glass of wine from the local wine list.

The family suites at The Red Lion Inn offer a comfortable and spacious environment, ideal for families looking to spread out. At the inn, families can enjoy a range of activities without having to leave the property. There are multiple different dining outlets, a large fireplace in the lobby for cozy moments, board games for a little lighthearted competition, and quiet spots for parents. Plus, the inn’s central location makes it a convenient base for exploring the surrounding area.


Family-Friendly Outdoor Adventures in the Berkshires
Spring break in the Berkshires is one of the best times to explore the region's stunning natural beauty with family-friendly hikes, scenic drives, and more. Monument Mountain rewards hikers with stunning panoramic views of the area. The Berkshire Botanical Garden in Stockbridge offers the opportunity for families to explore nature and engage in springtime gardening activities.

March and April are prime time for spring skiing at Jiminy Peak and Butternut Mountain, two of the best family-friendly ski resorts in the Berkshires. With ski schools and lessons for kids and adults of all skill levels, they are two excellent options for Berkshires vacations with kids. 


Springtime Cultural Activities for Families
The Berkshires boasts a wealth of museums, galleries, and performances perfect for families. The Norman Rockwell Museum in Stockbridge offers interactive exhibits that bring Rockwell’s iconic artwork to life. Another local treasure, Hancock Shaker Village is a living history museum with hands-on activities, and is one of the most loved family activities in the Berkshires. From meeting farm animals to exploring historic buildings and the surrounding 1,200 acres of farmland and forests, it makes for a great place for a family walk or picnic.


Farm-to-Table Dining and Local Delights
The Berkshires' farm-to-table dining scene is thriving, and there are several family-friendly restaurants offering delicious, locally-sourced meals. From The Red Lion Inn’s own eateries to the relaxed, rustic The Prairie Whale and the cozy Once Upon a Table, there are loads of options for delightful fare in the Berkshires.


A Family-Friendly Vacation Week in the Berkshires: Tips for Parents
1. Plan for Downtime: While there is plenty to see and do in the Berkshires, make sure to leave room in the schedule for downtime, whether it's to lounge by the Red Lion Inn's pool or enjoy a relaxed family game night.

2. Check Out Local Events: Family-friendly events—from festivals to outdoor concerts to holiday-themed events—are happening in the Berkshires all year long, so it’s key to check out what's happening during your stay. 

3. Take Advantage of Local Resources: Many towns in the Berkshires offer unique resources like family-friendly guided tours or bike rentals. Visit the Stockbridge Chamber of Commerce or Berkshire Tourism websites for event calendars and additional resources that cater to families.

From spring skiing to museum visits to hiking, the Berkshires offer a wealth of activities for families. And with its cozy accommodations, inviting atmosphere, and proximity to all of the region’s attractions, The Red Lion Inn serves as the perfect base for your Berkshire adventure. Book your stay today and spend your family’s next spring break at The Red Lion Inn!

Next
Next

The Ultimate Friends Weekend in the Berkshires at The Red Lion Inn