Living in Lanesborough, MA: The Ultimate Guide for Out-of-Area Residents

Hey future Lanesborough residents! As a seasoned real estate agent who’s been navigating the country roads of Lanesborough for years, I’m here to give you the inside scoop on this Berkshire town. Whether you’re drawn in by the stunning landscapes, the friendly community, or Pontoosuc Lake, Lanesborough has something to offer everyone. So, let’s dive in and explore what makes living in Lanesborough, MA, an idyllic Berkshire retreat!

Getting to Know Lanesborough, MA

Location and Overview

Living in Lanesborough means embracing an active and fulfilling lifestyle surrounded by nature. Here, outdoor enthusiasts are spoiled for choice, with numerous hiking trails that lead to awe-inspiring vistas, including routes along the Appalachian Trail. From leisurely strolls to challenging hikes, you’ll find a path that suits your pace and offers a chance to connect with nature. You can also bike, skate, walk or run the scenic route along the Ashuwillticook Rail Trail.

When winter arrives, the town transforms into a winter wonderland, perfect for skiing and snowboarding enthusiasts. You’ll find nearby ski resorts offering thrilling slopes and cozy lodges, making winter weekends a dream come true for snow lovers. And don’t worry if you’re a newbie to winter sports; the friendly community here is always eager to lend a helping hand and share their love for the slopes. I personally learned to ski at Bosquet when I was 3 years old, and the lifties always slowed the chairlift down for me!

Community, Recreation and Lifestyle

For those who enjoy a more relaxed outdoor experience, Pontoosuc Lake is a real gem in Lanesborough. The picturesque lake is an ideal spot for paddling, fishing, and picnicking. Whether you’re exploring the waterways by kayak or simply enjoying the view from the shore, spending time at Pontoosuc Lake is a must for any resident.

Pontoosuc Lake: The Berkshires

You can also skip the hike if you like by driving all the way to the top of Mount Greylock. Pack a picnic and enjoy the view–you may even see the occasional hang glider take off from the summit while you’re there, or join in on an outdoor yoga class in the summer.

Cultural Attractions and Entertainment

Beyond its natural beauty, Lanesborough is rich in cultural attractions that cater to diverse interests. Nearby, you’ll find the Massachusetts Museum of Contemporary Art (MASS MoCA), an impressive space that showcases innovative and thought-provoking artwork. As a musician and music lover, I always keep up to date on the concerts being held in the museum’s event space. They host a number of notable music festivals with famous artists from Solid Sound, to FreshGrass and Bang on a Can.

The Clark Art Institute, another local gem, is a world-class museum housing an exceptional collection of European and American art. Its serene setting and remarkable paintings make it a favorite spot for a leisurely afternoon stroll. As a real estate agent, I’ve had the pleasure of introducing many art enthusiasts to Lanesborough, and witnessing their excitement about being so close to such esteemed cultural institutions is always heartwarming.

And we can’t forget about Tanglewood, the summer home of the Boston Symphony Orchestra, located just a short drive away. Imagine spending warm summer evenings under the stars, listening to the symphony’s enchanting melodies in the open-air Koussevitzky Music Shed. It’s an experience that epitomizes the magic of living in the Berkshires.

Restaurants and Local Flavors

Lanesborough is home to the best chicken wing on the planet (in my opinion) at The Old Forge. They also have one of the most expansive beer taps in the area for you IPA enjoyers. Lanesborough may be a small town, but its central location affords access to all the restaurants and nightlife Pittsfield has to offer. For example, you can head right over the town border for an amazing cup of coffee at Dottie’s Coffee Lounge or stay along Pontoosuc Lake and enjoy the views from Proprietor’s Lodge.

Getting to Know Lanesborough, MA

Housing Options

As you embark on your home search, you’ll discover a wide array of housing options in Lanesborough. From cozy cottages to elegant estates, there’s something to suit every taste and budget. Every time I show my listing at 69 Greylock Estates Rd., I receive rave reviews of the mountain views that can be found in the backyards of Lanesborough.

69 Greylock Estates Rd., Lanesborough, MA

Cost of Living

Living in Lanesborough offers a more affordable cost of living compared to big cities nearby. From property taxes to everyday expenses, you’ll find that your hard-earned dollars stretch a little further here.

Schools and Education

Public School System

Lanesborough’s public school system includes Lanesborough Elementary (grades PK-6) and Mount Greylock Regional High School (grades 7-12). Both schools have a 7/10 rating from

Private and Charter Schools

For families seeking alternative education options, Lanesborough is conveniently located near several reputable private and charter schools. Each institution offers its own unique approach to learning, allowing parents to find the perfect fit for their child’s needs.

Healthcare and Essential Services

Local Healthcare Facilities

When it comes to healthcare, Lanesborough has you covered. The nearby Berkshire Medical Center provides comprehensive medical services, ensuring you and your loved one’s well-being is in good hands.

Emergency Services

Emergencies can happen anytime, and the efficient emergency services in Lanesborough provide peace of mind to residents.

Living in Lanesborough, MA

Employment and Job Opportunities

Local Job Market

While Lanesborough itself is more residential, nearby cities like Pittsfield and Albany offer various employment opportunities. Many residents find the short commute to be well worth it for the serenity they experience upon returning home. Plus, the rise of remote work has opened up new possibilities for those seeking a quieter life without sacrificing career growth.

Tips for Relocating to Lanesborough, MA

Working with a Local Real Estate Agent

As you embark on this exciting journey of relocating to Lanesborough, teaming up with a local real estate agent can make all the difference. An experienced agent like me can guide you through the ins and outs of the town, ensuring you find the perfect home that meets your needs and preferences. Schedule a one-on-one Zoom consultation with me here.

Preparing for the Move

Moving can be overwhelming, but with a little planning, it becomes much smoother. Make a checklist of tasks, pack thoughtfully, and embrace the adventure that awaits you in Lanesborough.


Congratulations on taking the first step toward making Lanesborough your new home! This charming town has so much to offer, from its stunning natural beauty to its warm and welcoming community. I’m excited for you to experience the joy of living here. If you ever need assistance with your move or have any questions about the local real estate market, feel free to reach out. Welcome to Lanesborough, where a fulfilling and enriching lifestyle awaits you!