Vacation

Unleash Adventure in Lanesborough: 25 Thrilling Activities for the Bold Explorer

Lanesborough is a charming rural town in Massachusetts with abundant opportunities for visitors. It is noted for its scenic beauty, recreational activities, and historic sites.

Visitors can enjoy a day of thrilling outdoor pursuits, discover local wildlife, wander through picturesque trails, or bask in the serene ambiance of this captivating location.

Whether you’re a nature enthusiast, a history buff, or a family looking for a fun-filled vacation, Lanesborough offers diverse experiences catering to all interests.

25 Things to Do in Lanesborough

Lanesborough is a small town in Berkshire County, Massachusetts that offers a variety of attractions and activities for visitors of all ages and interests.

Whether looking for outdoor adventures, cultural experiences, historical sites, or family fun, you will find something to enjoy in Lanesborough.

Here are 25 things to do in Lanesborough that you should not miss.

1. Mount Greylock State Reservation

Mount-Greylock-State-Reservation

The picturesque town of Savoy, Massachusetts, lies the Mount Greylock State Reservation. This historical place is renowned for its stunning natural beauty and rich cultural significance.

With its hiking trails and summit road, Mount Greylock offers visitors a unique opportunity to immerse themselves in the breathtaking landscapes and panoramic views that stretch for 60 to 90 miles.

Mount-Greylock-State-Reservation-1

Mount Greylock is the highest point in the state, attracting adventurers and nature enthusiasts from far and wide.

Its towering elevation of 3,491 feet allows visitors to marvel at the vastness of the surrounding landscape.

Open during the appropriate season; the summit road provides a convenient way for visitors to reach the top and experience the awe-inspiring views without needing strenuous hiking.

Rating: 9.6

Phone: +1 413-499-4262

Address: 30 Rockwell Rd, Lanesborough, MA 01237, United States

Website: mass.gov

2. Balance Rock State Park

Balance-Rock-State-Park

If you’re visiting Lanesborough and looking for things to do, visiting Balance Rock State Park should be on your list.

This park is a green oasis that promises an intriguing encounter with nature’s wonders. The highlight of Balance Rock State Park is, without a doubt, the balance rock. This peculiar rock structure is a fascinating sight.

It’s a testament to nature’s artistry and balance, hence the name. Visitors, especially geology enthusiasts, will find it exceptionally intriguing. The park offers a myriad of recreational activities.

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You’ll find several trails that meander through the park if you’re a hiking enthusiast. These trails offer varying difficulty levels to suit both novices and experienced hikers. Along the paths, you’ll encounter a.

Rating: 9.2

Address: Balance Rock Rd, Pittsfield, MA 01201, United States

Website: mass.gov

3. Mount Greylock State Reservation Visitor Center

Mount-Greylock-State-Reservation-Visitor-Center

The Mount Greylock State Reservation Visitor Center is a must-visit destination in Lanesborough, MA, USA.

This visitor center is located within the stunning Mount Greylock State Reservation and offers many attractions and activities for nature enthusiasts and outdoor adventurers. One of the main highlights of this place is the extensive network of trails.

With over 70 miles of trails to explore, visitors have plenty of opportunities to immerse themselves in the area’s natural beauty. The trails vary in difficulty, catering to beginner and experienced trekkers.

Mount-Greylock-State-Reservation-Visitor-Center-1

Whether you’re looking for a stroll or a challenging hike, there’s a trail for everyone. One particularly notable trail within the reservation is the famous Appalachian Trail. Stretching over 11.

Rating: 9.6

Phone: +1 413-499-4262

Address: 30 Rockwell Rd, Lanesborough, MA 01237, United States

Website: mass.gov

4. Jiminy Peak Mountain Resort

Jiminy-Peak-Mountain-Resort

Jiminy Peak Mountain Resort is a highly sought-after destination in the scenic town of Adams, MA, USA.

With its picturesque location in the heart of the Berkshires, this resort offers many amenities and activities for visitors of all ages.

Whether you’re seeking a relaxing getaway or an action-packed adventure, Jiminy Peak has something to suit your desires.

Upon arriving at Jiminy Peak Mountain Resort, guests are greeted by its charming and welcoming atmosphere.

Jiminy-Peak-Mountain-Resort-1

The resort boasts a variety of accommodation options to cater to different preferences and budgets.

From cozy rooms to spacious suites, visitors can find the perfect lodging to meet their needs. The resort’s accommodations have modern amenities to ensure a comfortable stay. Each room is tastefully decorated.

Rating: 8.8

Phone: +1 413-738-5500

Address: 37 Corey Rd, Hancock, MA 01237, United States

Website: jiminypeak.com

5. Pittsfield State Forest

Pittsfield-State-Forest

Pittsfield State Forest is a large, wooded state park in Pittsfield, Massachusetts. It offers a wide range of activities for nature enthusiasts and outdoor lovers.

With its extensive hiking trails, campsites, and a beautiful pond for boating, swimming, and fishing, there is something for everyone to enjoy.

The park is known for its vast, picturesque hiking trails that wind through the lush forest.

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These trails offer a variety of difficulty levels, catering to both experienced hikers and beginners. Pittsfield State Forest has a trail whether you prefer a stroll or a challenging hike.

The trails are well-maintained and provide stunning views of the surrounding natural beauty. For those looking to spend a night under the.

Rating: 9.2

Phone: +1 413-442-8992

Address: 1041 Cascade St, Pittsfield, MA 01201, United States

Website: mass.gov

6. Ashuwillticook Rail Trail

Ashuwillticook-Rail-Trail

If you plan a trip to Lanesborough, check out the Ashuwillticook Rail Trail. This trail offers an array of activities that the whole family can enjoy. The Ashuwillticook Rail Trail was once an old train line.

It has now become a beautiful and accessible path for biking and walking. The trail is flat, perfect for beginners, kids, and people of all fitness levels. The trail is particularly popular among families.

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Children can safely ride their bikes while adults enjoy a stroll. It’s a great way to spend quality time together while getting fresh air and exercising. The scenery along the Ashuwillticook Rail Trail is nothing short of stunning.

Rating: 9.6

Phone: +1 413-499-7003

Address: Ashuwillticook, Rail Trail, Cheshire, MA 01225, United States

Website: mass.gov

7. Hancock Shaker Village

Hancock-Shaker-Village-1

Hancock Shaker Village is a historical gem in Windsor, MA, USA.

It is more than just a museum; it is a living Shaker history museum that offers visitors a glimpse into the fascinating world of the Shaker community.

The village boasts a collection of beautifully restored buildings that showcase the unique architecture and way of life of the Shakers.

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As you wander through the village, you can explore various structures, such as the Meetinghouse, the Dwelling House, and the Round Stone Barn.

Each building tells a story of the Shaker’s simple and efficient lifestyle. In addition to the buildings, Hancock Shaker Village is known for its impressive collection of crafts. The Shakers were skilled artisans, and their craftsmanship was fully displayed.

Rating: 9.2

Phone: +1 413-443-0188

Address: 1843 W Housatonic St, Pittsfield, MA 01201, United States

Website: hancockshakervillage.org

8. Herman Melville’s Arrowhead

Herman-Melvilles-Arrowhead

Herman Melville’s Arrowhead is a historical gem in Windsor, MA, USA. This cozy landmark is an 18th-century house with a special place in literary history.

It is surrounded by picturesque farmland, providing a serene and peaceful atmosphere. This historical site is significant because it was the very place where the renowned literary icon, Herman Melville, wrote his masterpiece, “Moby Dick.”

Herman-Melvilles-Arrowhead-1

As visitors step into Arrowhead, they are transported back in time to the 19th century, immersing themselves in the world of Melville’s imagination.

The house itself exudes charm and character, reflecting the style and architecture of the 18th century.

Its warm and inviting ambiance makes it the ideal setting for a writer.

Rating: 9.2

Phone: +1 413-442-1793

Address: 780 Holmes Rd, Pittsfield, MA 01201, United States

Website: mobydick.org

9. Berkshire Museum

Berkshire-Museum

The Berkshire Museum in Pittsfield is a must-visit destination for nature enthusiasts and art lovers. This unique establishment is a natural history and art museum offering many exhibits and experiences.

With its frequent temporary exhibitions and a small art-house cinema, there is always something new and exciting to discover at the Berkshire Museum.

Upon entering the museum, visitors are greeted by a stunning collection of natural history displays.

Berkshire-Museum-1

From ancient fossils to intricately preserved specimens, the museum showcases the wonders of the natural world.

Whether you are interested in geology, paleontology, or animal biology, the exhibits provide a comprehensive look into the diversity of life on Earth.

In addition to its focus on natural history, the Berkshire Museum is also known for its impressive.

Rating: 8.8

Phone: +1 413-443-7171

Address: 39 South St, Pittsfield, MA 01201, United States

Website: berkshiremuseum.org

10. The Common

The-Common

Pittsfield is a charming city with plenty of activities for locals and tourists alike. One of the popular spots worth visiting is The Common, a beautiful open space in the heart of the city.

What makes The Common even more special is that it is a dog-friendly destination, allowing you to enjoy a day out with your furry companion. Upon arrival at The Common, you will be welcomed by a serene and spacious environment.

The well-maintained grounds provide ample space for dogs to roam and play freely.

The open grassy areas are perfect for a game of fetch or simply letting your dog run around and stretch their legs. The Common features paved pathways that wind through the park for those who prefer a stroll.

Rating: 8.6

Phone: +1 413-499-9370

Address: 100 First St, Pittsfield, MA 01201, United States

11. Olde Forge Restaurant

Olde-Forge-Restaurant-1

Located in Lanesborough, MA, USA, the Olde Forge Restaurant is a must-visit spot for beer enthusiasts and those seeking a picturesque dining experience.

As you step into the restaurant, you’ll immediately notice the charming ambiance created by the presence of beer paraphernalia adorning the walls.

From vintage beer signs to unique beer-related artifacts, the decor adds a touch of nostalgia and character to the establishment. One of the main highlights of the Olde Forge Restaurant is its extensive selection of rare brews.

Whether you’re a seasoned beer connoisseur or curious about trying something new, their menu will satisfy your taste buds. With a variety of craft beers, imported ales, and local favorites, there is something for everyone.

Rating: 8.2

Phone: +1 413-442-6797

Address: 125 N Main St, Lanesborough, MA 01237, United States

Website: yeoldeforge.com

12. Mass Audubon Canoe Meadows Wildlife Sanctuary

Mass-Audubon-Canoe-Meadows-Wildlife-Sanctuary

Mass Audubon Canoe Meadows Wildlife Sanctuary is a beautiful place in Pittsfield. Situated amidst lush greenery, this sanctuary offers a tranquil escape from the hustle and bustle of city life.

The sanctuary is a haven for nature enthusiasts, birdwatchers, and those looking to connect with the great outdoors.

One of the main attractions at Mass Audubon Canoe Meadows Wildlife Sanctuary is its diverse bird species.

Mass-Audubon-Canoe-Meadows-Wildlife-Sanctuary-1

With over 200 species of birds recorded, it is a paradise for birdwatchers. Visitors can spot majestic herons, colorful warblers, and even elusive owls.

The sanctuary provides an ideal habitat for these feathered creatures, making it a must-visit destination for any bird lover.

Rating: 9.2

Phone: +1 413-637-0320

Address: 309 Holmes Rd, Pittsfield, MA 01201, United States

Website: massaudubon.org

13. Berkshire Botanical Garden

Berkshire-Botanical-Garden

The Berkshire Botanical Garden is a must-visit historical place in Stockbridge, MA, USA. It spans over 15 acres and offers a delightful experience with its beautiful flower beds, serene ponds, and well-maintained gardens.

This charming garden is perfect for those who enjoy strolling amidst nature’s wonders and those looking for a peaceful picnic spot.

One of the main attractions of the Berkshire Botanical Garden is its vast collection of carefully curated flower beds.

Berkshire-Botanical-Garden-1

These flower beds showcase a variety of plant species, each displaying their unique colors and fragrances.

Walking through these beds is a treat for the senses, as visitors can appreciate the beauty and intricacy of nature’s creations. The garden also features several ponds.

Rating: 9

Phone: +1 413-298-3926

Address: 5 W Stockbridge Rd, Stockbridge, MA 01262, United States

Website: berkshirebotanical.org

14. Baker’s Golf

Bakers-Golf

Located in the scenic town of Lanesborough, Baker’s Golf is a must-visit for both golf enthusiasts and beginners.

This place offers a great opportunity to soak in the beauty of nature while enjoying a sport loved by many. If you are a golf enthusiast, Baker’s Golf provides the perfect setting for enhancing your skills.

It’s the ideal spot to practice your swing, improve your putting, and learn the game’s nuances.

Bakers-Golf-1

With a well-maintained golf course, you’ll surely appreciate the attention to detail and dedication to keeping the place in top-notch condition. Baker’s Golf is not just for the seasoned golfer.

This is the perfect place to start if you have never held a golf club.

Rating: 9

Phone: +1 413-443-6102

Address: 633 S Main St, Lanesborough, MA 01237, United States

Website: bakers-golf.square.site

15. Lanesborough Library

Lanesborough-Library

Located in the charming town of Lanesborough, Massachusetts, the Lanesborough Library is a cultural landmark within this small community.

Despite its relatively small size, this library offers its patrons a wealth of knowledge and resources.

With its extensive collection of books, magazines, and multimedia materials, the Lanesborough Library is an invaluable resource for locals and visitors alike.

Upon entering the Lanesborough Library, visitors will be greeted by friendly and knowledgeable staff members who are always ready to assist with any inquiries or requests.

The library boasts a comfortable and inviting atmosphere, making it the perfect place to relax and immerse oneself in a good book or conduct research. In addition to its vast collection of printed materials, the Lanesborough Library also.

Rating: 10

Phone: +1 413-442-0222

Address: 83 N Main St, Lanesborough, MA 01237, United States

Website: lanesboroughlibrary.weebly.com

16. Mt. Greylock Campsite Park

Mt

Visiting Lanesborough, Massachusetts, offers a variety of activities for everyone, especially for nature lovers.

One of the must-see places in this charming town is the Mt. Greylock Campsite Park. Mt. Greylock Campsite Park is a haven for outdoor enthusiasts.

This place is perfect for those who have a deep love for nature and camping. It is surrounded by lush greenery and offers a relaxing atmosphere that relieves stress and worries.

The park has numerous campsites that accommodate tents, trailers, and RVs. This makes it a suitable place for camping with your family or friends.

Whether you’re a seasoned camper or a novice, you will surely enjoy the experience. One of the highlights of the park is.

Rating: 9.2

Phone: +1 413-447-9419

Address: 15 Scott Rd, Lanesborough, MA 01237, United States

Website: mtgreylockcampsitepark.com

17. Monument Mountain Reservation

Monument-Mountain-Reservation

Located in Great Barrington, Massachusetts, the Monument Mountain Reservation is a stunning mountain park offering various outdoor activities for enthusiasts.

One of the main attractions of this reservation is the Indian monument, which adds a touch of historical significance to the area’s natural beauty.

For those who enjoy hiking, the Monument Mountain Reservation boasts scenic trails that wind through the picturesque landscape.

Monument-Mountain-Reservation-1

These trails cater to hikers of all skill levels, providing options for both strolls and more challenging treks.

As you traverse the paths, you’ll be treated to breathtaking views of the surrounding mountains and valleys, making it a truly memorable experience.

During the winter months, skiing is a popular activity on the reservation. The undulating terrain and well.

Rating: 9.6

Phone: +1 413-298-3239

Address: Great Barrington, MA 01230, United States

Website: thetrustees.org

18. Veterans War Memorial Tower

Veterans-War-Memorial-Tower

The Veterans War Memorial Tower in Adams is a place that holds great historical significance. This memorial tower stands tall and proud, paying tribute to the brave men and women who have served in the military.

It is a must-visit destination for anyone interested in honoring and remembering the sacrifices made by these heroes. As you approach the tower, you’ll be greeted by its majestic presence.

Veterans-War-Memorial-Tower-1

The architecture is awe-inspiring, with intricate details that showcase the importance of this memorial.

The tower serves as a solemn reminder of the sacrifices made by our veterans, reminding us never to forget their dedication and bravery. Once inside the tower, you’ll find various exhibits and displays that tell the stories of the veterans who fought for our freedom.

The exhibits are carefully curated, providing.

Rating: 9.6

Phone: +1 413-499-4262

Address: Mount Greylock State Reservation, Adams, MA 01220, United States

Website: mass.gov

19. MASS MoCA

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Located in Cheshire, Massachusetts, USA, MASS MoCA is a celebrated museum and performing arts center that has showcased contemporary artists’ work since 1999.

With its unique focus on contemporary art, MASS MoCA has become a prominent cultural destination in the region. At MASS MoCA, visitors can immerse themselves in diverse artistic expressions.

The museum houses an extensive contemporary art collection featuring renowned and emerging artists.

From paintings and sculptures to installations and multimedia exhibits, there is something to captivate every art enthusiast. One of the distinguishing features of MASS MoCA is its commitment to showcasing the work of living artists.

The museum serves as a platform for artists to experiment and push the boundaries of their creativity.

Rating: 9.4

Phone: +1 413-662-2111

Address: 1040 Mass MoCA Way, North Adams, MA 01247, United States

Website: massmoca.org

20. Biggins Diggins

Biggins-Diggins

Biggins Diggins is a restaurant located in Cheshire, MA, USA. This eatery offers various dining options, including dine-in, curbside pickup, and no-contact delivery.

Whether you prefer to enjoy your meal at the restaurant or have it delivered to your doorstep, Biggins Diggins has covered you.

When it comes to dine-in, Biggins Diggins provides a comfortable and inviting atmosphere for patrons to enjoy their meals.

The restaurant has cozy seating arrangements and a welcoming ambiance that adds to the dining experience.

Biggins-Diggins-1

Whether visiting with friends or family or on your own, you can expect friendly and attentive service from the staff at Biggins Diggins, for those who prefer to enjoy their meals in.

Rating: 9.2

Phone: +1 413-496-3141

Address: 545 South Main Street 75 South Church St. Pittsfield, Lanesborough, MA 01237, United States

Website: bigginsdiggins.com

21. Clark Art Institute

Clark-Art-Institute

Located in Cheshire, Massachusetts, the Clark Art Institute is a captivating museum situated on a sprawling 140 acres of lush land.

This cultural gem showcases an impressive collection of 19th-century American and European paintings and a variety of other artistic treasures, including silver and more.

As you step onto the grounds of the Clark Art Institute, you are immediately immersed in the beauty of the surrounding landscape.

Clark-Art-Institute-1

The museum’s expansive acreage creates a tranquil atmosphere, making it an ideal destination for art enthusiasts and nature lovers.

Once inside the museum, visitors are treated to a rich and diverse collection of artwork from the 19th century.

The Clark Art Institute boasts a remarkable display of American and European paintings, allowing visitors to explore.

Rating: 9.8

Phone: +1 413-458-2303

Address: 225 South St, Williamstown, MA 01267, United States

Website: clarkart.edu

22. Krispy Cones Ice Cream

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Krispy Cones Ice Cream should be on your itinerary if you’re craving some sweet treats in Lanesborough. This popular ice cream spot offers various flavors that cater to all taste buds.

Whether you’re a fan of classic vanilla or adventurous salted caramel, Krispy Cones has you covered.

What makes Krispy Cones even more special is its curbside pickup service. You don’t need to leave your vehicle to enjoy your favorite ice cream.

Drive to the store and place your order, and the friendly staff will bring your ice cream to your car. This is a perfect option for those who want to avoid crowded places or are just in a hurry.

Rating: 9

Phone: +1 413-499-9800

Address: 585 S Main St, Lanesborough, MA 01237, United States

Website: krispyconesicecream.com

23. Hendrick’s Summit Lodge

Hendricks-Summit-Lodge

One of the top things to do when you’re in Lanesborough is to visit Hendrick’s, Summit Lodge. This place is known for its fantastic food and services.

They offer various options to cater to your needs, making it a must-visit spot in the region. Hendrick’s Summit Lodge stands out for its dine-in service. The ambiance is inviting and cozy, making the dining experience memorable.

Hendricks-Summit-Lodge-1

Not only will you get to savor delicious meals, but you will also enjoy the warm and hospitable environment.

It’s a great place to relax, eat, and have fun. But the greatness of Hendrick’s Summit Lodge doesn’t stop at their dine-in service.

They also offer a takeaway service for those who need it.

Rating: 8.6

Address: Lanesborough, MA 01237, United States

Website: jiminypeak.com

24. Gray Raven Farm

Gray-Raven-Farm

Visiting Lanesborough? Make sure to add Gray Raven Farm to your list of must-visit places. A perfect spot for nature lovers, the farm offers a unique insight into rustic life. The Gray Raven Farm is truly a gem in the heart of Lanesborough.

It’s a perfect place to escape city life’s hustle and bustle. The farm offers a serene environment, allowing you to relax and enjoy the beauty of nature. One of the main attractions of Gray Raven Farm is its simplicity.

Gray-Raven-Farm-1

The farm showcases the simple yet fulfilling life in the countryside. It’s an opportunity to appreciate the simple things in life, away from the complexities of urban living. If you’re an animal lover, you’re.

Rating: 9.6

Phone: +1 413-822-0603

Address: 65 N Main St, Lanesborough, MA 01237, United States

Website: grayravenfarm.com

25. Ventfort Hall Mansion and Gilded Age Museum

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Ventfort Hall Mansion and Gilded Age Museum are must-visits in Cheshire, MA, USA. This historic landmark is a restored, listed Jacobean revival mansion built in 1893.

Its rich history and stunning architecture make it a popular destination for locals and tourists. Visitors to Ventfort Hall can take guided tours to explore the opulence and grandeur of the Gilded Age.

Ventfort-Hall-Mansion-and-Gilded-Age-Museum-2

The mansion has been meticulously restored to its former glory, allowing visitors to step back and experience the lavish lifestyle of the wealthy elite during this era.

The attention to detail in the restoration is truly remarkable, making it a fascinating place to visit. In addition to the tours, Ventfort Hall also hosts a variety of.

Rating: 9.2

Phone: +1 413-637-3206

Address: 104 Walker St, Lenox, MA 01240, United States

Website: gildedage.org

Conclusion

Lanesborough offers a variety of activities for every type of traveler. Visitors can explore natural beauty by hiking in Jiminy Peak Mountain Resort, skiing at Bousquet Ski Area, canoeing or kayaking in the Pontoosuc Lake, or fishing at Onota Lake.

Those interested in arts and culture can visit the Hancock Shaker Village, the Colonial Theatre, or the Museum of Animation, Special Effects, and Art.

Gastronomy enthusiasts can enjoy a meal at the Olde Heritage Tavern or shop for local goods at the Lanesborough Farmer’s Market. No matter what you enjoy, there’s something for everyone in Lanesborough.

Photo of author

Naim Benmayor

I am a passionate and knowledgeable tour guide at Boston Private Guide, dedicated to providing you with an unforgettable experience in the historic city of Boston. With years of expertise, I bring the rich history, culture, and hidden gems of this vibrant city to life. Whether you're interested in exploring the Freedom Trail, indulging in the culinary delights of the North End, or discovering the lesser-known stories of Boston's past, I am here to tailor a personalized tour just for you. Join me on a journey through Boston's streets, where every cobblestone has a tale to tell, and let's create lasting memories together. LinkedIn

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