TOP 30 Berkshires hiking trails in Williamstown, Massachusetts

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Berkshire Valley Inn is a charming lodging located at 2541 Hancock Road in the picturesque town of Williamstown, Massachusetts. Surrounded by the stunning Berkshire Mountains, this cozy inn offers a peaceful retreat for guests looking to relax and unwind. The well-appointed rooms provide a comfortable and inviting atmosphere, perfect for a weekend getaway or a longer stay. Guests can enjoy the beautiful surroundings, explore nearby hiking trails, or visit the many attractions in the area. Whether you're seeking a quiet escape or an adventurous vacation, Berkshire Valley Inn is the perfect destination for your next trip to the Berkshires.

Welcome to Taconic Trail State Park, a breathtaking natural oasis nestled in the picturesque hills of Williamstown, Massachusetts. Located at the heart of the Berkshires, our park offers an idyllic escape for nature enthusiasts, adventure seekers, and families alike. Spanning lush forests, rolling hills, and serene landscapes, Taconic Trail State Park is a haven for outdoor activities and peaceful retreats. Visitors can immerse themselves in the beauty of nature through our extensive network of hiking and biking trails, which provide stunning views and the chance to encounter local wildlife. The park is also an ideal spot for picnicking, birdwatching, and simply unwinding amidst the tranquil surroundings.

Welcome to Phelps Trail - Parking, your convenient and reliable parking solution located at 1331 Oblong Road in the picturesque town of Williamstown, Massachusetts. Nestled amidst the scenic beauty of the Berkshires, our parking facility provides easy access to the renowned Phelps Trail, a favorite among hikers and nature enthusiasts. Whether you're planning a day hike or an extended adventure, our secure and spacious parking area ensures peace of mind while you explore the stunning natural surroundings. We offer ample parking spaces suitable for both cars and larger vehicles, and our friendly staff is always ready to assist you with any questions or needs. At Phelps Trail - Parking, we are committed to providing you with a hassle-free start to your outdoor experience. Visit us today and embark on your journey with confidence.

Welcome to Green River Wildlife Management-Williamstown Parking Area, your convenient and reliable parking solution in the heart of Williamstown, Massachusetts. Nestled within the scenic landscapes of the Berkshires, our parking facility offers easy access to the breathtaking Green River Wildlife Management Area, making it the perfect starting point for outdoor enthusiasts and nature lovers. Located in the charming town of Williamstown, MA 01267, our parking area is designed to provide a safe and accessible spot for visitors to park their vehicles while they explore the surrounding natural beauty. Whether you're planning a day of hiking, bird watching, or simply enjoying the serene environment, Green River Wildlife Management-Williamstown Parking Area ensures your vehicle is secure while you immerse yourself in the great outdoors.

River Houses is a stunning institution located at 4 River Run Road in Williamstown, Massachusetts. Offering new two bedroom and three bedroom condominiums with breathtaking architecture, high ceilings, large windows, and spacious private outdoor areas along the picturesque Green River. Embrace a city-style living in this serene escape nestled in the heart of the Berkshires, just a 3-hour drive from downtown Boston. Experience the beauty and tranquility of nature while being within walking distance to main street shopping, dining options, and world-class arts and theater venues. The River Houses features fourteen attached-style condos, each boasting views of the Green River and the rolling hills of the Berkshires. These striking two bedroom office and three bedroom office homes offer up to 2,423 square feet of living space and multiple private outdoor areas to soak in the surrounding natural beauty. Enjoy single-level living in the Berkshires without compromising on style, square footage, or outdoor space.

Field Farm Reservation is a park and tourist attraction located at 554 Sloan Road, Williamstown, Massachusetts, United States. It is known as Williamstown’s favorite authentic mid-century modern B&B and has been rated #1 Bed & Breakfast in Williamstown, MA by Tripadvisor. The institution offers a unique experience with two Modernist homes, including a bed & breakfast, and over 300 acres of open fields, woods, and wetlands with four miles of footpaths. Guests can enjoy a peaceful getaway vacation in the Berkshires or explore beautiful sculptures and architecture at Field Farm. The Guest House at Field Farm is an architectural gem offering authentic mid-century-modern accommodations with stunning views of Mt. Greylock. The property also features period artwork and thirteen sculptures in the surrounding gardens. Visitors can explore the property or stay in The Folly, a three-bedroom guest cottage designed by modernist architect Ulrich Franzen in 1965. Field Farm offers special winter discounts for guests staying between November 20, 2023, and March 11, 2024. The institution provides opportunities for outdoor activities such as walking, snowshoeing, and cross-country skiing on its 320-acre property. Guests can also enjoy hiking on more than four miles of trails with scenic views of Mount Greylock. The property is home to a variety of wildlife, including white-tail deer, coyotes, bobcats, beavers, turtles, and various bird species. The Guest House at Field Farm offers six spacious and finely appointed rooms with mountain views, although the facility is not wheelchair accessible. Visitors can use the electric car charger for overnight guests staying at the Field Farm Inn. The property also hosts private events and groups, and guests are encouraged to take a photo of the map or download a trail map before heading out. Field Farm is part of The Trustees, an organization dedicated to preserving and protecting Massachusetts’ special places. The institution offers a unique blend of history, architecture, design, and natural beauty, making it a must-visit destination for a weekend trip or a cozy inn stay.

Privacy Campground, nestled against Brodie Mountain in the picturesque Berkshires of Massachusetts, offers a peaceful retreat beneath the stars. Located just south of Williamstown, this family-owned campground provides a perfect setting for outdoor adventures and relaxation. Established in 1973, Privacy Campground has been a beloved destination for generations of families. From the well-maintained facilities to the scenic walking trails, every aspect of the campground is designed to bring families together in a shared sense of community.

Welcome to The Trustees of Reservations, a haven for nature lovers and history enthusiasts alike, located at 1 Sergeant Street, Stockbridge, Massachusetts. As a distinguished museum and tourist attraction, we are dedicated to preserving the exceptional scenic, historic, and ecological treasures of Massachusetts. Our mission is to protect the places you love for their trails, history, gardens, and beaches, recognizing that nature and culture enrich our lives and soothe the soul. Explore the beauty of Massachusetts through our diverse offerings, from historic estates to breathtaking natural landscapes. Immerse yourself in our scenic trails, picturesque gardens, and serene beaches that promise a rejuvenating experience. For those interested in history, delve into the rich past of the region with guided tours and educational programs.

Welcome to Fisk Meadows Wildlife Management Area Parking, conveniently located in the serene town of Williamstown, Massachusetts. Nestled in the picturesque landscapes of the Berkshires, our parking facility serves as the perfect gateway for nature enthusiasts and visitors eager to explore the rich biodiversity of the Fisk Meadows Wildlife Management Area. Our parking area provides easy access to a network of trails and natural habitats, offering a seamless start to your outdoor adventure. Whether you're planning a leisurely hike, bird-watching, or simply enjoying the tranquility of nature, Fisk Meadows Wildlife Management Area Parking ensures a hassle-free experience with ample parking space for vehicles of all sizes.

Welcome to Mt. Berlin Trailhead, your gateway to nature's wonders in the heart of Williamstown, Massachusetts. Nestled in the scenic landscapes of the Berkshires, our park offers an idyllic escape for outdoor enthusiasts of all ages. Whether you're seeking a peaceful hike, a challenging trail run, or simply a serene spot to enjoy a picnic, Mt. Berlin Trailhead is your perfect destination. Explore our well-maintained trails that wind through lush forests and offer stunning views of the surrounding mountains. With routes suitable for beginners and seasoned hikers alike, there's something for everyone to enjoy. Our park is open year-round, allowing visitors to experience the changing beauty of each season.

Welcome to Haley Brook Falls, your serene escape nestled in the heart of Williamstown, Massachusetts. Located in the picturesque Berkshires, our charming establishment offers a tranquil retreat for nature lovers and adventure seekers alike. Haley Brook Falls is not just a destination, but an experience that rejuvenates the soul and invigorates the senses. Our beautiful property is surrounded by lush forests and cascading waterfalls, providing the perfect backdrop for a relaxing getaway. Whether you're here to explore the local hiking trails, enjoy a peaceful picnic by the falls, or simply unwind in nature's embrace, Haley Brook Falls offers something for everyone.

Welcome to Sheep Hill, a captivating tourist attraction nestled in the scenic town of Williamstown, Massachusetts. Located at the heart of the Berkshires, Sheep Hill offers visitors a unique opportunity to connect with nature and explore the rich cultural heritage of the region. At Sheep Hill, we are proud to collaborate with TerraCorps, an organization dedicated to fostering an ecosystem of people and organizations that prioritize community land ownership, access, and stewardship. Together, we strive to support a diversity of interests that benefit both human health and environmental sustainability.

Mountain Meadow Preserve: Your Gateway to Nature's Splendor Welcome to Mountain Meadow Preserve, a captivating natural haven straddling the Massachusetts-Vermont border. Located at Mason Street, Williamstown, Massachusetts, this enchanting park and tourist attraction offers a delightful blend of forest, field, wetland, and wildflower meadow, perfect for both novice hikers and seasoned naturalists.

Welcome to Bridges Pond Conservation Area, a serene and picturesque park located in the heart of Williamstown, Massachusetts. Nestled within the beautiful Berkshires, this natural haven offers a peaceful retreat for nature lovers, outdoor enthusiasts, and families alike. Explore the lush landscapes and diverse ecosystems that make Bridges Pond a unique destination. Whether you're interested in hiking along scenic trails, birdwatching, or simply enjoying a quiet picnic by the water, our conservation area provides the perfect backdrop for relaxation and adventure.

Welcome to Mount Hope Park, a serene oasis nestled in the heart of Williamstown, Massachusetts. Located at [address], this picturesque park offers a perfect retreat for nature lovers and families alike. Spanning lush green landscapes, Mount Hope Park is an ideal destination for outdoor enthusiasts seeking tranquility and adventure. Explore scenic walking trails that weave through vibrant flora and provide breathtaking views of the surrounding countryside. Whether you're planning a leisurely stroll or an invigorating hike, our well-maintained paths cater to all fitness levels. The park also features picnic areas, perfect for enjoying a meal amidst nature's beauty, and open spaces where children can play freely.

Welcome to Haley Farm Trailhead, your gateway to nature's serenity in the heart of the Berkshires! Nestled at 1033 Hopper Road in picturesque Williamstown, Massachusetts, our park offers an idyllic escape for outdoor enthusiasts, families, and anyone seeking a peaceful retreat. Explore miles of well-maintained trails that wind through lush forests, open meadows, and along scenic waterways. Whether you're an avid hiker, a casual walker, or just looking to enjoy a picnic amidst stunning natural beauty, Haley Farm Trailhead provides the perfect setting.

Welcome to Stony Ledge, a serene and picturesque park located on Sperry Road in the charming town of Williamstown, Massachusetts. Nestled within the breathtaking landscapes of the Berkshires, Stony Ledge offers visitors a tranquil escape into nature's beauty. Whether you're seeking a peaceful hike, a spot for a family picnic, or simply a place to unwind and connect with the outdoors, Stony Ledge provides the perfect setting. Explore our well-maintained trails that lead you through lush forests and open meadows, offering stunning views and opportunities to observe local wildlife. The park's scenic overlook is a must-visit, providing panoramic vistas that are especially captivating during the fall foliage season. Ideal for outdoor enthusiasts of all ages, Stony Ledge is a destination that invites you to breathe in the fresh mountain air and experience the natural splendor of Western Massachusetts.

Welcome to Pine Cobble Trailhead Nestled in the charming town of Williamstown, Massachusetts, Pine Cobble Trailhead serves as the gateway to a serene natural escape. Situated at Pine Cobble Road, this local gem offers outdoor enthusiasts and nature lovers a perfect starting point for exploring the breathtaking landscapes of the Berkshires.

Welcome to Pine Cobble Summit, a serene and picturesque park located in the heart of Williamstown, Massachusetts. Nestled in the scenic Berkshires, Pine Cobble Summit offers visitors a tranquil escape into nature, with stunning vistas and invigorating hiking trails. Whether you're an avid hiker looking for your next adventure or simply seeking a peaceful spot to relax and unwind, Pine Cobble Summit provides the perfect backdrop. Our well-maintained trails are suitable for all skill levels, offering a rewarding experience for families, solo adventurers, and groups alike. As you ascend to the summit, you'll be greeted with breathtaking panoramic views that showcase the natural beauty of the region. The park is a haven for photographers and nature lovers, with diverse flora and fauna to discover along the way.

Welcome to Money Brook Falls Trailhead, a serene escape nestled in the heart of the Berkshires on Notch Road, Williamstown, Massachusetts. Managed by the Massachusetts Department of Conservation and Recreation as part of the Mt. Greylock State Reservation, this picturesque park offers a rejuvenating experience for nature enthusiasts and hikers alike. Embark on a journey through lush valleys and experience the awe-inspiring beauty of cascading waterfalls. Our trails offer various levels of adventure, from a gentle 2.7-mile (4.3 km) hike with an elevation gain of 894 feet (272.42 meters) to more challenging routes that stretch up to 6.6 miles (10.7 km) with an ascent of 2,251 feet (686.23 meters). Whether you're seeking a tranquil walk in the shadow of the falls or a vigorous hike through the valley, Money Brook Falls Trailhead provides an unforgettable outdoor experience.

Welcome to Fitch Overlook, a serene and picturesque park nestled on Notch Road in the charming town of Williamstown, Massachusetts. Located amidst the stunning natural beauty of the Berkshires, Fitch Overlook offers visitors a perfect escape into nature. Whether you're seeking a peaceful spot for reflection or an adventurous hike with breathtaking views, our park caters to all outdoor enthusiasts. At Fitch Overlook, you'll find well-maintained trails that wind through lush forests and open meadows, offering a chance to explore the diverse flora and fauna of the region. The park's highlight is its stunning panoramic views, providing a perfect backdrop for photography, picnics, or simply soaking in the tranquility of nature.

Welcome to Misery Mountain Wildlife Management Area Parking, conveniently located in the scenic town of Williamstown, Massachusetts. Nestled in the heart of the Berkshires, our parking facility serves as the perfect starting point for your outdoor adventures in the beautiful Misery Mountain Wildlife Management Area. Whether you're here for a day of hiking, birdwatching, or simply to enjoy the serene natural surroundings, our well-maintained parking area provides easy access and ample space for vehicles of all sizes. Open year-round, we ensure a safe and hassle-free experience for visitors looking to explore the lush landscapes and diverse wildlife of this stunning region. Plan your visit today and discover the natural beauty that awaits you at Misery Mountain.

Welcome to Fork Factory Brook Reservation, a hidden gem nestled in the heart of Medfield, Massachusetts. Located on Hartford Street, this picturesque park and tourist attraction offers a serene escape into nature's embrace. Managed by The Trustees of Reservations, Fork Factory Brook Reservation is dedicated to preserving the scenic, historic, and ecological treasures of Massachusetts for all to enjoy. Explore the park's winding trails, which meander through lush woodlands and alongside the tranquil brook that gives the reservation its name. With almost 10 miles of family-friendly paths, visitors can immerse themselves in the beauty of diverse landscapes, from dense forests to open fields and charming wetlands. This idyllic setting is perfect for walking, hiking, and nature watching, offering a peaceful retreat from the hustle and bustle of everyday life.