TOP 30 Best Guided walks in Massachusetts

The 'Sconset Bluff Walk is a must-visit park and tourist attraction located at 27 Bank Street in Siasconset, Massachusetts, United States. This exceptional walk takes you along the east shore bluffs behind private houses, offering stunning views of the coastline. While there is no dedicated parking for this trail, street parking is available in town and there are accessible parking spaces nearby. The narrow and uneven trail may pose challenges for those with mobility issues, but the breathtaking views make it a worthwhile experience for able-bodied visitors. Don't miss the opportunity to explore this picturesque location on your next visit to Siasconset.

The Boston Freedom Trail Walking Tour takes you on a journey through the historic sites of Boston's Revolutionary War heroes. Starting at Boston Common, you'll learn about the city's founding and the fight for American Independence. Visit landmarks such as the State House, Granary Burying Ground, and Old North Church, while uncovering the stories of famous figures like Paul Revere and Samuel Adams. Immerse yourself in history as you explore the USS Constitution and Bunker Hill Monument, and discover the events that shaped America's past. With self-guided audio tours available in multiple languages, you can experience the Freedom Trail in a comprehensive and immersive way. Upgrade your experience with bundle options and enjoy greater savings on your purchase. Don't miss the opportunity to walk in the footsteps of history on the Boston Freedom Trail Walking Tour.

Tail Trekkers Dog Walking & Hikes is a premier dog walking and hiking service located at 14 Cambria Street in Somerville, Massachusetts. We offer personalized and professional care for your furry friends, ensuring they get the exercise and socialization they need to stay happy and healthy. Our experienced team of dog lovers will take your pup on exciting adventures in the beautiful outdoors, providing a safe and fun environment for them to explore and play. Trust Tail Trekkers to give your four-legged family members the attention and exercise they deserve.

Turner Street Walking Tours, located at 10 Turner Street in Salem, Massachusetts, is a travel agency founded in 2023 by a history teacher with a passion for sharing the lesser-known stories of Salem's past. Unlike other tours that focus solely on the events of 1692 or ghost stories, Turner Street Walking Tours offers a comprehensive history of Salem that delves into the mysteries of human nature and the city's rich maritime heritage. From the prosperous days of Salem's maritime trade to the sacrifices made by its citizens in wars, this tour explores the diverse and fascinating history of the city. Led by a local historian, Turner Street Walking Tours provides an authentic and immersive experience that goes beyond the surface of Salem's history. Visitors will discover colonial architecture, learn about famous residents, and gain insights into the city's vibrant restaurant and bar scene. With a focus on quality over quantity, this tour guarantees a smaller group experience and a deeper understanding of Salem's character. If you're looking for a unique and informative historical tour of Salem, Turner Street Walking Tours is the perfect choice.

Satanic Salem Walking Tours offers visitors a unique and eerie experience exploring the dark history of Salem, Massachusetts. Located in Derby Square, this travel agency specializes in guided tours that delve into the city's infamous past, including its association with witchcraft and the occult. Join us for a chilling journey through the streets of Salem as we uncover the mysteries and legends that have made this city a hotspot for paranormal enthusiasts. Whether you're a history buff or simply looking for a spooky adventure, Satanic Salem Walking Tours is sure to leave you with a newfound appreciation for the supernatural side of this historic town.

Welcome to Vampire Ghost Adventures Walking Tour, your gateway to the mysterious and enchanting world of Salem, Massachusetts. Located in the heart of this historic town at 20 Hawthorne Boulevard Chambers of Terror, our unique walking tour offers an unforgettable journey through the shadows of New England's most haunted locale. As a premier tourist attraction and travel agency, we specialize in weaving tales of Salem's infamous past, bringing to life the legends of vampires, ghosts, and other supernatural beings that have left their mark on this storied city. Join us as we explore eerie alleyways, haunted sites, and historic landmarks, each with its own spine-chilling story to tell. Our knowledgeable guides are passionate storytellers, eager to share the rich history and folklore that make Salem a must-visit destination for thrill-seekers and history buffs alike. Whether you're a local resident or a curious traveler, Vampire Ghost Adventures Walking Tour promises an evening of intrigue, suspense, and discovery.

Witch City Walking Tours offers an immersive and educational experience in the historic town of Salem, Massachusetts. Located at 32 Derby Square, our knowledgeable guides will take you on a journey through the dark and fascinating history of witchcraft and the Salem Witch Trials. Explore the cobblestone streets and historic landmarks as you learn about the infamous events that took place in this picturesque town. Join us for a unique and unforgettable walking tour that will leave you spellbound.

Eastie Walks is a community organization based in Boston, Massachusetts, dedicated to promoting health and wellness through walking. Located at 345 Maverick Street, Eastie Walks offers guided walking tours, group fitness classes, and community events to encourage residents to stay active and explore their neighborhood. Whether you're a seasoned walker or just starting out on your fitness journey, Eastie Walks provides a welcoming and supportive environment for all ages and fitness levels. Join us in discovering the beauty of East Boston on foot and reap the numerous benefits of walking for both physical and mental well-being.

Salem Uncovered offers captivating historic walking tours in the enchanting city of Salem, Massachusetts. Explore the rich history and mysterious past of this iconic town as our knowledgeable guides lead you through its cobblestone streets and hidden gems. Immerse yourself in the stories of the Salem Witch Trials, maritime trade, and colonial architecture that make this city truly unique. Join us at 1 Houdini Way for an unforgettable journey through Salem's fascinating past.

The Connecticut River Walk and Bikeway is a scenic park and popular tourist attraction located in Springfield, Massachusetts, United States. This beautiful outdoor space offers visitors the opportunity to stroll along the banks of the Connecticut River, enjoy picturesque views, and explore the natural beauty of the area. The park also features a designated bikeway, perfect for cycling enthusiasts looking to explore the surroundings. Whether you're looking for a leisurely walk, a bike ride, or simply a peaceful spot to relax and take in the sights, the Connecticut River Walk and Bikeway is a must-visit destination in Springfield.

The Salem Witch Walk offers a unique and immersive experience in the historic town of Salem, Massachusetts. Located at 125 Essex Street, this institution takes visitors on a guided tour through the infamous witch trials of the 17th century. Led by knowledgeable and engaging tour guides, guests will learn about the history of witchcraft in Salem and the events that led to the tragic trials. The Salem Witch Walk provides a fascinating glimpse into this dark chapter of American history, allowing visitors to explore the sites and stories of the accused witches. Whether you are a history buff or simply looking for a spooky adventure, The Salem Witch Walk is a must-visit attraction in Salem.

River Walk is a picturesque park located at 7 Cottage Street in Great Barrington, Massachusetts. This tranquil riverside oasis offers a peaceful escape from the hustle and bustle of city life. Visitors can stroll along the winding paths, take in the scenic views of the Housatonic River, and enjoy the serenity of nature. Whether you're looking for a quiet spot to relax or a beautiful setting for a leisurely walk, River Walk is the perfect destination for outdoor enthusiasts of all ages.

Digging My Walks! is a community-based organization located at 106 Burlington Avenue in Wilmington, Massachusetts. Our mission is to promote health and wellness through outdoor activities, specifically walking. We offer guided walks led by experienced instructors, as well as resources and support for individuals looking to incorporate walking into their daily routine. Whether you're a seasoned walker or just starting out, Digging My Walks! is here to help you take the first step towards a healthier lifestyle. Join us today and start digging your walks towards a happier and healthier you!

DCG Walks is a renowned institution located on West Malden Street in Boston, Massachusetts, United States. We offer a wide range of walking tours and experiences that showcase the rich history, culture, and beauty of Boston. Our knowledgeable guides will lead you through the city's historic neighborhoods, iconic landmarks, and hidden gems, providing fascinating insights and stories along the way. Whether you're a local looking to learn more about your city or a visitor eager to explore Boston's charm, DCG Walks is the perfect way to immerse yourself in the sights and sounds of this vibrant city. Join us for an unforgettable walking tour experience!

Boston Travel Guide is a premier travel agency located at 1 Long Wharf in Boston, Massachusetts. Our team of experienced travel experts are dedicated to helping you plan and book your dream vacation to this historic city. Whether you're looking to explore the Freedom Trail, visit the renowned museums, or indulge in the local cuisine, we have the knowledge and resources to make your trip unforgettable. Let us take the stress out of travel planning and help you create memories that will last a lifetime. Contact us today to start planning your Boston adventure!

Built Story MV Self-Guided Tours offers visitors a unique and immersive way to explore the charming town of Oak Bluffs in Massachusetts. Located on Oak Bluffs Avenue, this institution provides a curated experience that allows guests to discover the rich history and culture of the area at their own pace. With a variety of tour options available, visitors can delve into the stories behind the town's historic buildings, landmarks, and attractions. Whether you're a history buff or simply looking to soak in the local atmosphere, Built Story MV Self-Guided Tours is the perfect way to experience all that Oak Bluffs has to offer.

Welcome to Elmwood Hunting & Fishing Guide Services, your premier destination for outdoor adventure in East Bridgewater, Massachusetts. Nestled in the scenic surroundings of 74 East Street, our company specializes in providing unforgettable hunting and fishing experiences for enthusiasts of all skill levels. Whether you're a seasoned hunter or a novice angler, our expert guides are dedicated to ensuring a safe, enjoyable, and successful outing in the great outdoors. At Elmwood Hunting & Fishing Guide Services, we pride ourselves on offering personalized service and expert guidance tailored to meet your individual needs. Our knowledgeable team is passionate about sharing their love for nature and the thrill of the hunt and catch. We offer a range of packages that include guided hunting trips, fishing excursions, and educational workshops designed to enhance your skills and appreciation for wildlife.

Welcome to Taunton City Walk, your premier destination for an unforgettable walking tour experience in the heart of Taunton, Massachusetts. Located at 107 Main Street, Taunton City Walk offers a unique opportunity to explore the rich history, vibrant culture, and hidden gems of our charming city. Join us on a guided tour as we stroll through Taunton’s historic streets, uncovering fascinating stories and landmarks that have shaped our community. Our knowledgeable guides are passionate about sharing the city’s heritage and ensuring that each tour is both informative and enjoyable. Whether you’re a local resident or a visitor, Taunton City Walk promises to provide an engaging experience that highlights the best of what Taunton has to offer.

Welcome to Faith-Full-Fit/Walk with Purpose, your go-to destination for holistic health and fitness located at 1548 Dorchester Avenue, Boston, Massachusetts. Our unique gym combines physical fitness with a mindful approach, encouraging you to walk with purpose in every aspect of your life. At Faith-Full-Fit, we believe in nurturing both the body and the spirit, offering a welcoming community where you can achieve your health goals in a supportive environment. Our state-of-the-art facility is equipped with top-of-the-line exercise equipment and offers a variety of classes tailored to all fitness levels. Whether you're a beginner or a seasoned athlete, our certified trainers are here to guide you through personalized workout plans that align with your individual goals. From strength training and cardio to yoga and meditation, our diverse programs are designed to enhance your physical well-being while promoting mental clarity and spiritual growth.

Welcome to Art Walk, a unique outdoor gallery located at 9 Park Avenue in the charming town of Hull, Massachusetts. Nestled in a picturesque park setting, Art Walk offers a delightful blend of nature and creativity, perfect for art enthusiasts and casual visitors alike. Stroll through beautifully landscaped pathways adorned with an eclectic mix of sculptures, installations, and murals created by talented local and regional artists. Each piece is thoughtfully curated to complement the natural surroundings, creating a harmonious experience that stimulates the senses and inspires the imagination.

Margaret Lindley Park is a picturesque and serene park located at 1201 Cold Spring Road in Williamstown, Massachusetts. This charming tourist attraction offers visitors a peaceful escape from the hustle and bustle of everyday life. With its lush greenery, blooming flowers, and tranquil atmosphere, Margaret Lindley Park is the perfect place to relax, unwind, and connect with nature. Whether you're looking to enjoy a leisurely stroll, have a picnic with loved ones, or simply soak in the beauty of the surroundings, this park is sure to delight visitors of all ages. Plan a visit to Margaret Lindley Park and experience the beauty and tranquility of this hidden gem in the heart of Williamstown.

City Square Park is a charming oasis nestled in the heart of Boston, Massachusetts along the historic Freedom Trail. This picturesque park is a popular tourist attraction that offers visitors a peaceful retreat from the bustling city streets. With its lush greenery, blooming flowers, and inviting benches, City Square Park provides the perfect spot for a leisurely stroll, a relaxing picnic, or simply enjoying the serene surroundings. Whether you're a local looking for a peaceful escape or a visitor exploring the city's historic sites, City Square Park is a must-see destination that captures the essence of Boston's beauty and charm.

Salem Common is a historic park located in North Washington Square, Salem, Massachusetts, United States. This picturesque park is a popular tourist attraction, offering visitors a peaceful oasis in the heart of the city. With its lush greenery, charming pathways, and iconic gazebo, Salem Common is a must-visit destination for those looking to explore the rich history and natural beauty of Salem. Whether you're taking a leisurely stroll, having a picnic, or attending a community event, Salem Common is a delightful spot for all to enjoy.

Located at 500 Walk Hill Street in Boston, Massachusetts, Mass Audubon's Boston Nature Center and Wildlife Sanctuary is a community nature center and wildlife sanctuary that offers visitors the chance to explore meadows, woods, and wetlands on its trails. With over 150 species of birds, 40 species of butterflies, and more than 350 species of plants, this sanctuary is a haven for nature lovers. The Boston Nature Center and Wildlife Sanctuary sits on land that was once occupied by the Boston State Hospital, offering a unique blend of history and natural beauty. The institution is dedicated to projects that focus on fighting climate change, providing healthy food, and ensuring equitable access to nature for all.

Daniell Jenny is a reputable law firm specializing in divorce and family law mediation, collaborative divorce, and family law services. Located in Amherst, Massachusetts, our experienced team is dedicated to providing compassionate and personalized legal support to individuals navigating the complexities of family law matters. Whether you are going through a divorce, child custody dispute, or other family-related legal issues, Daniell Jenny is here to help you find amicable solutions and achieve a favorable outcome. Trust us to guide you through the legal process with professionalism and expertise.

Built Story Provincetown Self-Guided Tours is a premier travel agency located on Ryder Street in the charming town of Provincetown, Massachusetts. Our tours offer a unique and personalized experience for visitors looking to explore this historic and picturesque destination at their own pace. Whether you're interested in learning about the town's rich history, vibrant arts scene, or stunning natural beauty, our self-guided tours provide all the information and resources you need to make the most of your visit. With our convenient location and expertly curated itineraries, Built Story Provincetown Self-Guided Tours is the perfect choice for travelers seeking an unforgettable and immersive experience in this iconic New England town.

Welcome to American Legion Hwy @ Walk Hill St, your convenient transit station located in the vibrant neighborhood of Roslindale, Boston, Massachusetts. Situated at the intersection of American Legion Highway and Walk Hill Street, this station serves as a vital hub for local commuters and travelers, offering easy access to the surrounding areas and beyond. Whether you're heading to work, exploring the city, or visiting friends and family, our transit station provides a reliable and efficient way to reach your destination. Experience seamless connections and a smooth journey with us at American Legion Hwy @ Walk Hill St, where your comfort and convenience are our top priorities.

Welcome to Thunderbolt Lodge Trailhead Parking, your convenient starting point for outdoor adventures in the scenic town of Adams, Massachusetts. Located at the heart of the Berkshires, our parking facility offers easy access to the renowned Thunderbolt Trail and other beautiful hiking routes in the area. Whether you're planning a day hike, a trail run, or a leisurely walk through nature, our spacious and secure parking area ensures a hassle-free experience. With our prime location, you can immerse yourself in the stunning landscapes and rich history of the region. Open year-round, Thunderbolt Lodge Trailhead Parking is the ideal spot for nature enthusiasts and adventurers looking to explore the natural beauty of Adams, MA. We look forward to welcoming you!

Welcome to Elevated Roofing and Siding Corp, your trusted roofing contractor located in the heart of Boston, Massachusetts. Situated at 283 Walk Hill Street, we proudly serve the Greater Boston area with top-notch roofing and siding services. Our team of skilled professionals is dedicated to providing exceptional craftsmanship, reliability, and customer satisfaction for every project, big or small. At Elevated Roofing and Siding Corp, we understand the importance of a sturdy, well-maintained roof and siding in protecting your home or business from the elements. Whether you need a new roof installation, roof repairs, or siding upgrades, we offer a comprehensive range of services tailored to meet your specific needs. Our commitment to quality and attention to detail ensures that your property remains safe, beautiful, and energy-efficient.

Welcome to Butler Toothpick, a unique and enchanting tourist attraction nestled along the scenic Self Guided Nature Trail in Salisbury, Massachusetts. Just a short drive from the bustling city life, Butler Toothpick offers visitors a serene escape into nature's embrace. Immerse yourself in the beauty of the great outdoors as you explore our meticulously designed trails, perfect for both leisurely strolls and more adventurous hikes. Our attraction is celebrated for its distinctive feature—a towering wooden structure affectionately known as the "Toothpick," which offers breathtaking panoramic views of the surrounding landscape. Whether you're a nature enthusiast, a photography lover, or simply seeking a peaceful retreat, Butler Toothpick promises an unforgettable experience.