TOP 30 Hiking guides in Massachusetts

Welcome to Ashley House, a captivating museum and tourist attraction located at 117 Cooper Hill Road, Sheffield, Massachusetts. Nestled in the picturesque Berkshires, this historic site offers a profound journey through time, exploring the narratives of two influential figures who fought for freedom and liberty, forever altering the course of our region’s history. The Colonel John Ashley House, a cornerstone of the Upper Housatonic Valley African American Heritage Trail, stands as one of the earliest European-style dwellings in the Berkshires. Built in 1735, this remarkable Colonial-era house was once the epicenter of white political and social life in colonial Sheffield. Colonel John Ashley, a prominent and wealthy figure, owned vast lands and businesses, prospering significantly from the institution of slavery.

Welcome to the Appalachian Trail at Boardman St, a serene and picturesque section of the renowned Appalachian National Scenic Trail, located in Sheffield, Massachusetts. Since 1925, we have been dedicated to the management and conservation of this iconic trail, ensuring its beauty and accessibility for generations to come. Our efforts have secured protection for popular viewsheds, including the breathtaking McAfee Knob. As a member of our community, you can enjoy numerous benefits, such as an oversized Appalachian Trail strip map, a subscription to our exclusive membership magazine, A.T. Journeys, and discounts at the Ultimate A.T. Store®. Additionally, you'll receive invitations to special events and unique volunteer opportunities.

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 Laura Lookout Tower Nestled in the serene beauty of Stockbridge, Massachusetts, Laura Lookout Tower offers an unforgettable experience for nature lovers and adventure seekers alike. Begin your quiet, wooded ascent through majestic old stand pine and hemlock, immersing yourself in the tranquil embrace of nature. As you journey midway up, you'll encounter a stunning boulder outcropping, offering a glimpse into the wonders of Ice Glen.

Welcome to The Ledge on the Appalachian Trail Nestled within the breathtaking vistas of the Appalachian National Scenic Trail in Monterey, Massachusetts, The Ledge is more than just a park—it's a gateway to adventure, conservation, and community. Since 1925, we have been dedicated to overseeing the management and preservation of this iconic trail, ensuring its beauty and accessibility for generations to come.

Welcome to the Berkshire Natural Resources Council, a premier tourist attraction nestled in the heart of the Berkshires at 309 Pittsfield Road, Lenox, Massachusetts. Our mission is to preserve and protect the natural beauty and ecological integrity of the Berkshire region, offering visitors a unique opportunity to connect with nature. Explore our extensive network of scenic trails, perfect for hiking, birdwatching, and immersing yourself in the tranquility of the great outdoors. Whether you're a local resident or a visitor seeking adventure, our diverse landscapes of forests, meadows, and wetlands promise breathtaking views and unforgettable experiences.

Welcome to the Appalachian Trail at Beartown Mountain Road, a serene and picturesque park located in the charming town of Monterey, Massachusetts. Nestled within the heart of the Berkshire Hills, this section of the iconic Appalachian Trail offers nature enthusiasts, hikers, and outdoor adventurers an unforgettable experience amidst the stunning landscapes of New England. Explore miles of well-maintained trails that wind through lush forests, tranquil streams, and breathtaking vistas. Whether you are a seasoned hiker seeking a challenging trek or a family looking for a leisurely walk in nature, the diverse terrain caters to all skill levels and promises a rewarding journey for everyone.

Welcome to Diane's Trail Trailhead, your gateway to the serene beauty of nature in the heart of the Berkshires. Nestled in the charming community of Monterey, Massachusetts, our park offers a tranquil escape for outdoor enthusiasts and nature lovers alike. Whether you're an avid hiker, a casual walker, or simply seeking a peaceful retreat, Diane's Trail Trailhead provides an ideal setting to explore the great outdoors. Our well-maintained trails meander through lush forests, alongside babbling brooks, and offer breathtaking views of the surrounding landscape. With trails suitable for all skill levels, everyone from beginners to seasoned hikers can find a path that suits their pace and preferences. Along the way, you'll have the opportunity to observe local wildlife and enjoy the natural beauty that defines this picturesque region.

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 the Appalachian Trail at Jerusalem Rd, a treasured segment of the iconic Appalachian National Scenic Trail, located in the picturesque town of Lee, Massachusetts. Since 1925, we have been dedicated to the management and conservation of this historic trail, ensuring its beauty and accessibility for generations to come. As a valued visitor or member, you play a crucial role in our mission to protect and preserve the trail. By joining our community, you gain access to exclusive benefits, including an oversized Appalachian Trail strip map, a subscription to our engaging membership magazine, A.T. Journeys, and discounts at the Ultimate A.T. Store®. Additionally, members receive invitations to special events and unique volunteer opportunities, allowing you to connect with fellow trail enthusiasts and contribute to the trail's upkeep.

Welcome to Rounds Rock Trailhead, your gateway to nature’s beauty in the heart of Cheshire, Massachusetts. Located at 14-18 Rockwell Road, our park offers a serene escape from the hustle and bustle of everyday life. Nestled amidst the picturesque landscapes of the Berkshires, Rounds Rock Trailhead provides a perfect setting for outdoor enthusiasts and families alike. Explore our well-maintained trails that wind through lush forests and offer breathtaking views of the surrounding hills. Whether you're an avid hiker, a casual walker, or simply looking to enjoy a peaceful picnic, our park caters to all. Discover native wildlife, vibrant flora, and the tranquil sounds of nature as you journey through our scenic paths.

Welcome to Ashuwillticook Rail Trail H.Q., your gateway to outdoor adventure and natural beauty in Cheshire, Massachusetts. Nestled at 1630 Massachusetts 8, our park serves as the perfect starting point for exploring the renowned Ashuwillticook Rail Trail. This scenic trail offers a serene escape for walkers, cyclists, and nature enthusiasts alike, stretching through picturesque landscapes that showcase the best of New England's charm. At Ashuwillticook Rail Trail H.Q., we provide visitors with all the information and amenities needed for a memorable day out. Whether you're looking to embark on a leisurely stroll, a vigorous bike ride, or simply enjoy the tranquility of the surrounding environment, our park is the ideal destination. Our friendly staff is here to assist you with trail maps, local tips, and any questions you might have to ensure a delightful experience.

Welcome to Titus Mansion Ruins, a captivating destination nestled in the heart of the Tyringham Valley at 264 Main Road, Tyringham, Massachusetts. This enchanting locale invites you to explore the harmonious blend of history, art, and nature that defines Ashintully Gardens. Originally established in the early 20th century by Robb and Grace de Peyster Tytus, the estate once featured the magnificent Marble Palace, a Georgian-style mansion renowned for its reflective stucco exterior. Today, visitors can wander through the evocative ruins of the Marble Palace, where the enduring Doric columns stand as solemn sentinels of its storied past. The gardens, sculpted over three decades by contemporary classical composer John McLennan, offer a serene escape with their intricate mix of formal and informal designs. McLennan's dedication to creating this verdant masterpiece was recognized with the prestigious Hunnewell Medal from the Massachusetts Horticultural Society in 1997.

Welcome to Jacob's Ladder Scenic Byway and Appalachian Trail Parking Area, your gateway to the breathtaking beauty of the Berkshires in Lee, Massachusetts. Conveniently located at the heart of the picturesque Jacob's Ladder Scenic Byway, our parking area offers easy access to one of the most celebrated sections of the Appalachian Trail. Whether you're an avid hiker, a nature enthusiast, or simply seeking a peaceful retreat, our facility provides the perfect starting point for your outdoor adventures. Our spacious and well-maintained parking area ensures a hassle-free experience, allowing you to focus on exploring the stunning landscapes that surround you. From towering forests to serene mountain views, this region offers a unique blend of natural wonder and tranquility. Enjoy a day hike along the Appalachian Trail, immerse yourself in the vibrant fall foliage, or capture the serene beauty of a winter wonderland.

Welcome to the Appalachian Trail at the MA/VT State Line, a scenic park nestled in the heart of Clarksburg, Massachusetts. This picturesque location offers outdoor enthusiasts a perfect gateway to explore the natural beauty of the Appalachian Trail. Whether you're an avid hiker or a nature lover seeking tranquility, this park provides a serene escape with its lush landscapes and breathtaking vistas. Located at the Massachusetts-Vermont border, visitors can enjoy a unique experience as they traverse the diverse terrains of two states. The park is ideal for day hikes, picnics, and wildlife observation, offering a refreshing retreat for individuals and families alike. Come and discover the enchanting allure of the Appalachian Trail at this iconic state line crossing, where adventure and nature unite.

Welcome to the Appalachian Trailhead at Furnace Hill, a serene gateway to the iconic Appalachian National Scenic Trail, located at 149-99 Furnace Hill, Cheshire, Massachusetts. Since 1925, we have been dedicated to the management and conservation of this historic trail, ensuring its beauty and accessibility for generations to come. Our commitment to protecting this natural treasure is evident in our recent efforts to secure the viewshed of the popular McAfee Knob, one of the trail's most breathtaking vistas. As a member of our community, you will enjoy exclusive benefits, including an oversized Appalachian Trail strip map, a subscription to our engaging magazine A.T. Journeys, and discounts at the Ultimate A.T. Store®. Members also receive special invitations to volunteer opportunities and exclusive events that celebrate and support the trail.

Welcome to the Appalachian Trail at West Branch Road, a serene escape nestled in the heart of Washington, Massachusetts. This picturesque park offers nature enthusiasts and outdoor adventurers a unique opportunity to experience the beauty of the Appalachian Trail within the scenic landscapes of the Berkshires. Located at West Branch Road, our park serves as a perfect starting point for both short hikes and extended journeys along the famed trail. Immerse yourself in the lush greenery, diverse wildlife, and breathtaking vistas that the trail has to offer. Whether you're a seasoned hiker or a casual walker, the Appalachian Trail at West Branch Road provides an accessible and enriching outdoor experience for all. Come visit us and discover the tranquility and natural beauty that await you in this exceptional part of Massachusetts.

Welcome to Thunderbolt Trail Head, a breathtaking gateway to adventure nestled in the scenic beauty of Adams, Massachusetts. Located on Thiel Road, this charming park offers outdoor enthusiasts a perfect escape into nature. Whether you're an avid hiker, a nature lover, or simply seeking a peaceful retreat, Thunderbolt Trail Head provides an ideal setting for exploration and relaxation. Our park is renowned for its stunning trails that wind through lush forests, offering picturesque views of the surrounding landscape. Visitors can enjoy a variety of activities, including hiking, bird watching, and photography, making it a perfect destination for families, solo adventurers, and groups alike. The trails cater to all skill levels, ensuring everyone can experience the natural beauty of the area.

Welcome to Summit Hill Campground, your serene getaway nestled in the heart of the Berkshires at 34 Old Middlefield Road, Hinsdale, Massachusetts. Our campground offers a perfect blend of adventure and relaxation, set amidst the picturesque landscapes of Western Massachusetts. Whether you're seeking a peaceful retreat or an action-packed outdoor experience, Summit Hill Campground is the ideal destination. At Summit Hill, we provide a variety of lodging options to suit your needs, from traditional campsites to cozy cabins. Our well-maintained facilities ensure a comfortable stay, complete with modern amenities and friendly service. Explore our expansive park, where you can enjoy activities such as hiking, fishing, and wildlife watching, or simply unwind by the campfire under a starlit sky.

Welcome to the George L. Darey Housatonic Valley Wildlife Management Area Parking, conveniently located in the heart of Pittsfield, Massachusetts. Nestled within the serene landscapes of the Housatonic Valley, our parking facility offers easy access to one of the region's most cherished natural reserves. Designed to accommodate visitors exploring the expansive wildlife management area, our parking area provides a safe and secure place to leave your vehicle while you enjoy the great outdoors. Whether you're planning a day of hiking, bird watching, or simply soaking in the natural beauty, our parking area serves as the perfect starting point for your adventure. Open year-round, we strive to ensure a hassle-free experience with well-marked spaces and clear signage to guide you to the trails. Our commitment to maintaining a clean and organized environment reflects our dedication to preserving the natural beauty of the Housatonic Valley.

Welcome to Goodrich House, a vibrant hub for academic and personal growth located at 65 Mission Park Drive in the picturesque town of Williamstown, Massachusetts. At Goodrich House, we invite you to become a partner in the process of discovery, contributing to knowledge within a supportive and inclusive environment. Our mission is to foster deep connections between students, professors, and mentors, facilitating an open exchange of ideas that enhances learning and personal development. We are committed to ensuring that a Williams education is accessible and affordable for all. With our recent expansion of financial aid, we have replaced loans and work-study requirements with grants that do not need to be repaid, removing financial barriers and making education truly attainable.

Welcome to Mountain View Campground, your serene escape nestled in the heart of the Berkshires at 1856 South Main Road, Otis, Massachusetts. Our picturesque campground offers a perfect blend of natural beauty and modern amenities, ideal for families, solo travelers, and adventure seekers alike. Surrounded by lush forests and stunning mountain vistas, Mountain View Campground provides a tranquil setting for your outdoor getaway. Whether you're pitching a tent, parking your RV, or staying in one of our cozy cabins, you'll find comfort and convenience in every corner of our well-maintained facilities. Enjoy a variety of recreational activities, from hiking and fishing to stargazing and campfire storytelling, making each stay a memorable adventure.

Welcome to Old Baldy Summit, a serene and picturesque park located in the heart of Otis, Massachusetts. Nestled in the breathtaking landscapes of the Berkshires, our park offers a perfect escape for nature enthusiasts and adventure seekers alike. Whether you're looking to hike through lush trails, enjoy a peaceful picnic, or simply take in the stunning panoramic views from the summit, Old Baldy Summit promises an unforgettable experience. Our well-maintained trails cater to both novice hikers and seasoned adventurers, guiding you through diverse flora and fauna unique to the region. As you ascend to the summit, you'll be rewarded with sweeping views that capture the essence of New England's natural beauty. Ideal for family outings, solo explorations, or romantic getaways, Old Baldy Summit provides a tranquil setting to reconnect with nature.

Welcome to Frances Rice Wildlife Refuge, a serene haven nestled in the heart of the Berkshires at 85 South Road, Peru, Massachusetts. As a premier park and tourist attraction, our refuge offers a unique opportunity to immerse yourself in the natural beauty and tranquility of the region. Spanning lush landscapes and thriving ecosystems, Frances Rice Wildlife Refuge is dedicated to the preservation and appreciation of local wildlife. Visitors can explore miles of scenic trails, perfect for hiking, birdwatching, and photography. Whether you're a nature enthusiast or simply seeking a peaceful retreat, our refuge provides a sanctuary where you can connect with nature and discover the diverse flora and fauna of Massachusetts.

Welcome to Chalet Wildlife Management Area Parking, your convenient and accessible parking solution nestled in the heart of Windsor, Massachusetts. Located at the address Windsor, MA 01270, our parking facility serves as the perfect gateway for nature enthusiasts and visitors eager to explore the picturesque Chalet Wildlife Management Area. Whether you are here for a day of hiking, bird watching, or simply to enjoy the tranquility of the great outdoors, our parking area provides a safe and secure spot to leave your vehicle. We are committed to offering a hassle-free experience, ensuring that you can focus on enjoying the natural beauty of the surrounding landscape.

Welcome to the Tracy Pond Wildlife Management Area Parking, conveniently located in the serene town of Peru, Massachusetts. Nestled in the heart of the Berkshires, our parking facility provides easy access to the beautiful and expansive Tracy Pond Wildlife Management Area, a haven for nature enthusiasts and outdoor adventurers. Our parking area is designed to accommodate visitors looking to explore the stunning landscapes and diverse wildlife of the region. Whether you're here for hiking, bird watching, or simply to enjoy the tranquility of nature, our location offers the ideal starting point for your adventure.

Welcome to Fox Den Wildlife Management Area Parking, your convenient and secure parking solution in the heart of Middlefield, Massachusetts. Located at the gateway to the beautiful and expansive Fox Den Wildlife Management Area, our parking facility provides easy access for nature enthusiasts, hikers, and outdoor adventurers eager to explore the stunning landscapes and diverse wildlife of this scenic region. Our parking area is designed to accommodate a variety of vehicles, ensuring ample space and accessibility for all visitors. Whether you're planning a day of hiking, bird watching, or simply enjoying the tranquility of nature, Fox Den Wildlife Management Area Parking offers the ideal starting point for your adventure.

Welcome to Cruise America RV Rental, your gateway to exploring the vibrant and historic landscapes of Massachusetts in comfort and style. Conveniently located at 637 Andover Street, Lawrence, Massachusetts, we offer a range of traditional motorhomes equipped with all the self-contained features you expect. Our economical family units provide the perfect blend of convenience and comfort, making them a favorite for travelers seeking the freedom of the open road. Whether you're planning a family vacation, a weekend getaway, or an extended road trip, our Boston RV rentals are the ideal choice. With three rental locations in the area, including one in Lakeville just 40 miles from the city, accessing your adventure has never been easier.

Welcome to Walnut Hill Wildlife Management Area Parking, your convenient and accessible parking solution in the heart of Chester, Massachusetts. Nestled amidst the serene beauty of the Walnut Hill Wildlife Management Area, our parking facility offers a perfect starting point for your outdoor adventures. Whether you're here to explore the lush landscapes, enjoy a day of hiking, bird watching, or simply to immerse yourself in the tranquility of nature, our parking area provides easy access to all that this stunning region has to offer. Located at Chester, Massachusetts 01011, our parking area is designed to accommodate vehicles of all sizes, ensuring a hassle-free experience for visitors. We prioritize safety and convenience, with well-marked spaces and clear signage to guide you. Our facility is open year-round, allowing you to enjoy the changing seasons and diverse wildlife at any time.

Welcome to Notchview, a scenic park and premier tourist attraction nestled in the heart of the Berkshires at 83 Old Route 9, Windsor, Massachusetts. Spanning over 3,000 acres of pristine natural beauty, Notchview offers a serene escape for outdoor enthusiasts and nature lovers alike. Whether you're seeking a tranquil hike through lush forests, a peaceful picnic with panoramic views, or the thrill of cross-country skiing on expertly groomed trails, Notchview provides an unforgettable experience in every season. Visitors can explore a variety of trails suitable for all skill levels, each offering unique vistas of the Berkshire landscape. The park is a haven for wildlife, making it a perfect spot for birdwatching and photography. In winter, Notchview transforms into a winter wonderland, attracting skiers and snowshoers eager to enjoy its snowy trails.