The Berkshires' Best Outdoor Adventures
The Berkshires offer outdoor adventures that change with the seasons but never lose their charm. From scenic hikes and peaceful lakes to thrilling ski slopes, nature enthusiasts can find a wealth of activities to enjoy year-round. Whether you're a seasoned adventurer or just looking to spend some time outdoors, the Berkshires has something for everyone.
Top Hiking Trails
Monument Mountain
Monument Mountain is a must for hikers seeking moderate trails with rewarding views. The 3-mile loop climbs through beautiful woodlands, eventually leading to a stunning overlook of the Housatonic River Valley. The trail has historical significance, with ties to authors like Nathaniel Hawthorne and Herman Melville.
Mount Greylock
Mount Greylock, the tallest peak in Massachusetts, offers a challenging yet rewarding hike with breathtaking views at the summit. The mountain features several trails, some longer and more rugged, leading to the War Memorial Tower and Bascom Lodge. On clear days, hikers can see up to 90 miles in every direction, making it a premier hiking destination.
Bash Bish Falls State Park
Bash Bish Falls is a short but scenic hike leading to the tallest waterfall in Massachusetts. The trail runs through shaded forests and rocky terrain, ending at a dramatic 80-foot cascade that’s popular with photographers and families. It's an easy walk, perfect for a quick nature getaway that offers a rewarding view.
Pine Cobble Trail
The Pine Cobble Trail in Williamstown offers a moderately steep hike with stunning rewards. After a 3-mile trek through dense woods, hikers are greeted with panoramic views of the Taconic Mountains and the Green Mountains of Vermont. It’s a quiet trail that provides a great escape into nature.
Appalachian Trail (Berkshire Section)
The Appalachian Trail passes through the Berkshires, offering a segment of the famous 2,200-mile hike. This section is well-maintained and offers beautiful ridge walks, forest trails, and scenic overlooks. Whether you're in for a multi-day trek or a day hike, the trail promises an unforgettable experience.
Guilder Pond Trail
The Guilder Pond Trail in Mount Washington is a hidden gem, offering a relatively easy hike that leads to a serene pond surrounded by lush forests. The trail is less crowded, providing a peaceful atmosphere for birdwatching and enjoying the tranquility of nature. It's an ideal spot for families and those looking for a gentle hike in a picturesque setting.
Taconic Crest Trail
For more experienced hikers, the Taconic Crest Trail offers stunning vistas and a more rugged experience. Stretching along the New York-Massachusetts border, this trail features challenging sections with rocky terrain and steep ascents, rewarding adventurers with breathtaking views of the surrounding landscape and valleys. It's a perfect choice for those seeking a true backcountry experience.
The Ice Glen
The Ice Glen is a unique trail located in Stockbridge, known for its cool temperatures and giant boulders. The trail winds through a shaded gorge filled with ancient rock formations, creating a mystical atmosphere. It's a one-of-a-kind hike, especially popular during hot summer days.
Tyler Swamp Trail
Located in Beartown State Forest, the Tyler Swamp Trail is a peaceful hike through wetlands and forests. It’s a great trail for those looking to experience the diverse ecosystems of the Berkshires. The trail offers solitude, making it a perfect spot for birdwatching and connecting with nature.
Goose Pond Reservation
Goose Pond offers a tranquil hiking experience, with forested trails leading to a peaceful pond. The area is quiet and less frequented by tourists, making it an ideal spot for those seeking solitude. The trail winds through lush woods, with opportunities to observe wildlife along the way.
Mount Everett State Reservation
Home to the second-highest peak in Massachusetts, Mount Everett offers rugged trails and striking views of the surrounding landscapes. The summit hike is steep, but the effort is rewarded with expansive views of the Taconic Range. This area is less crowded, making it a great destination for serious hikers.
Notchview Reservation
Known for its beautiful landscapes, Notchview Reservation offers hiking in the summer and cross-country skiing in winter. The trails are well-maintained, and the views of the rolling Berkshire hills make it a scenic destination year-round. It's a fantastic spot for both seasoned hikers and those looking for a peaceful walk in nature.
Berkshire Botanical Garden Trails
In addition to its beautiful gardens, the Berkshire Botanical Garden features serene walking trails that allow visitors to immerse themselves in nature. The paths meander through lush flora, providing a unique experience that blends art, horticulture, and the natural beauty of the Berkshires. This hidden gem is perfect for a leisurely stroll or a contemplative walk.
Lanesborough State Forest
Lanesborough State Forest is another lesser-known destination that offers tranquil trails through wooded areas and around scenic lakes. The forest provides opportunities for hiking, fishing, and picnicking, making it a wonderful spot for families and nature lovers alike. Its peaceful atmosphere is ideal for those looking to escape the hustle and bustle of everyday life.
The Berkshires are home to a variety of beautiful lakes and rivers that provide perfect settings for kayaking. Whether you're a beginner or an experienced paddler, there’s a spot for you to enjoy the stunning natural scenery. Here are some of the best kayaking destinations in the region.
Top Kayaking Spots
Lake Garfield
Lake Garfield in Monterey is a serene spot for kayaking, offering calm waters surrounded by forested shores. The lake is large enough for exploration but still peaceful, making it ideal for beginners or those looking to relax on the water. Its quiet, tranquil atmosphere is perfect for a peaceful day of paddling and birdwatching.
Laurel Lake
Nestled in the heart of the Berkshires, Laurel Lake provides excellent kayaking opportunities with its clear waters and scenic backdrop. The lake is popular for both recreational kayaking and fishing, offering plenty of space to explore. It’s a great spot to spend the day, with picnic areas nearby for a full outdoor experience.
Housatonic River
For those seeking more of an adventure, the Housatonic River offers a unique kayaking experience. With stretches of calm waters and gentle rapids, this river allows paddlers to immerse themselves in the natural beauty of the Berkshires. Wildlife sightings are common along the riverbanks, and the long routes provide plenty of opportunity for exploration.
Onota Lake
Onota Lake, located in Pittsfield, is a large body of water perfect for kayaking and other water sports. With its sandy shores and picnic areas, it’s a favorite for both locals and visitors looking to spend a full day outdoors. The lake is surrounded by scenic views of the Berkshire Hills, making it an ideal spot for paddling and relaxation.
Pontoosuc Lake
Pontoosuc Lake is another fantastic spot for kayaking, with wide, open waters and a backdrop of rolling hills. The lake is popular for both kayaking and sailing, providing ample space for various water activities. It’s a great place to paddle while taking in the beauty of the Berkshires.
Stockbridge Bowl
Stockbridge Bowl offers a large, scenic lake surrounded by the Berkshires' rolling hills and the famous Tanglewood estate. The calm waters make it a great spot for a leisurely paddle, while the picturesque setting draws visitors looking to enjoy nature at its finest. Kayakers can explore the entire lake, with stunning views around every corner.
Richmond Pond
Richmond Pond is a smaller, peaceful body of water perfect for beginners or those seeking a tranquil kayaking experience. Its calm waters and serene surroundings make it ideal for a quiet morning or afternoon paddle. The pond is surrounded by forested areas, creating a peaceful escape from the hustle and bustle.
Ashmere Lake
Located in Hinsdale, Ashmere Lake offers clear, clean waters that are perfect for kayaking. The lake is known for its peaceful environment and is less crowded than some of the larger lakes in the area. It’s a great spot to enjoy a relaxing paddle with picturesque views of the surrounding landscape.
Goose Pond
Goose Pond is a hidden gem in the Berkshires, offering a secluded and pristine spot for kayaking. The water is calm and crystal clear, making it a favorite for those looking to get away from the crowds. Paddlers can explore the quiet, undeveloped shores while enjoying the natural beauty.
Cheshire Reservoir
Cheshire Reservoir is one of the largest bodies of water in the Berkshires, offering expansive paddling opportunities. Kayakers can explore the different sections of the reservoir, surrounded by scenic views of the Berkshire Hills. The reservoir is a popular spot for both recreational kayaking and fishing.
With such a diverse array of kayaking spots, the Berkshires promise memorable adventures for everyone looking to connect with nature on the water.
Skiing Resorts in the Berkshires
The Berkshires are a winter wonderland for skiing enthusiasts, offering a range of resorts and trails for all skill levels. From family-friendly slopes to challenging terrains, here’s a roundup of the best skiing resorts in the region.
Top Skiing Resorts
Jiminy Peak Mountain Resort
Jiminy Peak is the largest ski resort in southern New England, offering a wide range of activities for all skill levels. The resort is known for its well-maintained trails, snowboarding, and even night skiing under the lights. In addition to winter sports, Jiminy Peak also offers adventure parks and mountain biking during the warmer months.
Berkshire East Mountain Resort
Located in Charlemont, Berkshire East offers year-round fun, from skiing and snowboarding in the winter to zip-lining and mountain biking in the summer. The resort is known for its thrilling trails and breathtaking views of the surrounding landscape. Whether you're a beginner or an experienced skier, there's something for everyone at Berkshire East.
Catamount Mountain Resort
Straddling the border of Massachusetts and New York, Catamount is a favorite for both local and visiting skiers. The resort offers a range of trails, from easy beginner slopes to challenging runs for experts. During the warmer months, Catamount transitions into a hub for zip-lining and aerial adventure parks.
Otis Ridge Ski Area
Otis Ridge is a smaller, family-friendly ski area perfect for beginners or those looking for a relaxed skiing experience. The area offers affordable lift tickets and lessons, making it an ideal spot for those new to the sport. With its laid-back atmosphere and gentle slopes, Otis Ridge is a great place to learn.
Ski Butternut
Ski Butternut in Great Barrington is a popular destination for families and skiers of all levels. The resort features well-groomed trails, snowboarding parks, and tubing for added fun. Known for its welcoming environment, Ski Butternut is a top choice for those looking for a fun and affordable skiing experience.
Bousquet Mountain
Bousquet Mountain, located in Pittsfield, offers skiing, snowboarding, and night skiing in a laid-back environment. The resort is a local favorite, with a variety of trails and a tubing park for family fun. In the summer, Bousquet turns into a water park and adventure destination, making it a year-round hotspot.
Canterbury Farm Cross Country Skiing
For those who prefer cross-country skiing, Canterbury Farm offers miles of groomed trails through scenic forests. The farm also provides snowshoeing opportunities and cozy accommodations, making it a peaceful winter retreat. It’s an ideal destination for those looking to enjoy the quieter side of winter sports.
Hilltop Orchards (Cross Country Skiing)
Hilltop Orchards is another great spot for cross-country skiing, with over 200 acres of rolling terrain. The trails meander through orchards and vineyards, offering a picturesque backdrop for a winter day. After skiing, visitors can enjoy a wine tasting at the orchard’s winery, making it a unique experience.
Maple Corner Farm
Maple Corner Farm in Granville offers both cross-country skiing and snowshoeing through scenic woodlands. The trails are well-maintained, offering options for all skill levels. The farm also offers lessons and rentals, making it a great spot for beginners looking to try cross-country skiing.
Notchview Reservation
Notchview is one of the top destinations for cross-country skiing in the Berkshires. The reservation offers miles of groomed trails with stunning views of the rolling hills and forests. It’s a peaceful destination for both beginners and seasoned skiers, offering a quiet and scenic escape into nature.
With diverse options for skiing, from downhill thrills to serene cross-country trails, the Berkshires have something for every winter sports enthusiast. Explore these resorts to find your perfect snowy adventure!