TOP 30 Best Hiking in Massachusetts

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.

Dogs Go Hiking is a premier dog hiking service located on 5th Avenue in Scituate, Massachusetts. Our experienced team of professional dog walkers and trainers are dedicated to providing your furry friend with the ultimate hiking experience. We offer a variety of scenic hiking trails for your dog to explore and enjoy, all while receiving the exercise and mental stimulation they need to thrive. At Dogs Go Hiking, we prioritize the safety and well-being of all our canine clients, ensuring they have a fun and rewarding adventure every time they hit the trails with us. Book a hike with Dogs Go Hiking today and give your dog the outdoor adventure they deserve!

Tail Trekkers Dog Walking & Hikes is a premier dog walking and hiking service located at 276 Broadway in Arlington, Massachusetts. Our experienced and professional team is dedicated to providing your furry friend with the exercise and outdoor adventure they need to stay happy and healthy. Whether your dog enjoys leisurely strolls around the neighborhood or challenging hikes through the beautiful New England landscape, we offer a variety of services to suit their needs. Trust Tail Trekkers to give your pup the exercise and socialization they crave while you're away.

The Hiking Trail is a picturesque park located on Deep Bottom Cove Road in West Tisbury, Massachusetts, United States. This beautiful trail offers visitors the opportunity to explore the natural beauty of the area while enjoying a scenic hike through lush forests, rolling hills, and stunning views of the surrounding landscape. Whether you are a seasoned hiker or just looking for a leisurely walk in nature, the Hiking Trail is the perfect destination for outdoor enthusiasts of all levels. Pack a picnic, lace up your hiking boots, and get ready to experience the tranquility and serenity of this hidden gem in Massachusetts.

Welcome to Park Knox Acres Hiking Trails, your premier destination for outdoor adventure and natural beauty in Chester, Massachusetts. Nestled at 195-183 Round Hill Road, our park offers a serene escape from the hustle and bustle of everyday life. Explore our meticulously maintained hiking trails that wind through lush forests, open meadows, and picturesque landscapes. Whether you are an experienced hiker or a family looking for a leisurely walk, our trails cater to all skill levels and promise stunning views and a chance to connect with nature.

Welcome to Cedarwood Playground, Sledding & Hiking Trails, your ultimate destination for outdoor fun and relaxation in Waltham, Massachusetts. Nestled at 25 Intervale Road, our park offers a serene escape from the hustle and bustle of everyday life, providing a perfect setting for families, friends, and nature enthusiasts alike. At Cedarwood, we pride ourselves on offering a diverse range of activities to suit all ages and interests. Our playground is designed with kids in mind, featuring safe and exciting equipment that encourages imaginative play and physical activity. During the winter months, our sledding hills transform the park into a winter wonderland, providing endless fun for those who love the thrill of gliding down snowy slopes.

Welcome to Blue Hills Hiking and Biking, Parking, your gateway to adventure and tranquility in the heart of nature. Conveniently located at 821 West Street, Braintree, Massachusetts, our facility offers the perfect starting point for exploring the stunning Blue Hills Reservation. Whether you're an avid hiker, a passionate biker, or simply someone who loves the great outdoors, we provide ample parking space to accommodate your needs. Our park is nestled amidst the breathtaking landscapes of the Blue Hills, offering a variety of trails that cater to all skill levels. From leisurely walks to challenging hikes and exhilarating biking paths, there's something for everyone to enjoy. Discover the beauty of the natural surroundings, immerse yourself in the rich wildlife, and experience the serenity that only nature can offer.

Welcome to Shea Memorial Drive Hiking Trail, a serene oasis nestled in the heart of Weymouth, Massachusetts. Located at 26 Shea Memorial Drive, our park offers a peaceful escape from the hustle and bustle of everyday life. Whether you’re an avid hiker or just looking for a leisurely stroll, our well-maintained trails provide the perfect setting for outdoor enthusiasts of all ages and skill levels. Surrounded by lush greenery and natural beauty, Shea Memorial Drive Hiking Trail is a haven for nature lovers. Enjoy the sights and sounds of local wildlife as you explore the scenic paths, or take a moment to relax and enjoy the tranquility of the environment. Our park is ideal for solo adventurers, families, and groups looking to connect with nature and each other.

Welcome to Guilder Pond Hiking Trail Nestled in the serene landscapes of Mount Washington, Massachusetts, Guilder Pond Hiking Trail offers a picturesque escape into nature's tranquility. As a beloved local park, this trail is perfect for outdoor enthusiasts of all ages and skill levels. Whether you're seeking a peaceful walk or an invigorating hike, Guilder Pond provides an ideal setting with its lush greenery and stunning vistas.

Welcome to DNRT Hiking Trail "Star of the Sea," a serene escape nestled in the heart of Dartmouth, Massachusetts. Located on Star of the Sea Drive, our picturesque park offers nature enthusiasts of all ages a chance to explore the breathtaking beauty of the New England landscape. Whether you're an avid hiker or simply looking for a peaceful retreat, our well-maintained trails provide a perfect setting for adventure and relaxation. Wander through lush woodlands, discover diverse wildlife, and enjoy the tranquility of nature as you meander along our scenic pathways. "Star of the Sea" is not just a trail but a gateway to reconnect with the natural world, offering stunning views and a peaceful ambiance that rejuvenates the soul.

The Provincetown Causeway is a popular tourist attraction located in Provincetown, Massachusetts, United States. This park offers a scenic hike to the Wood End and Long Point lighthouses on the Long Point Peninsula, part of the Cape Cod National Seashore. The hike is approximately 6.4 miles long and takes about 4.5 hours to complete. While the hike is easy cardiovascular-wise, the terrain can be challenging when crossing the Long Point Dike, a 1.25-mile long structure that connects the mainland to the peninsula. Visitors can enjoy stunning views of the shoreline and the opportunity to walk across the dike, which is a unique experience. However, it is important to consider the tide levels when planning the hike, as some sections of the dike may be underwater at high tide. Additionally, parking in Provincetown can be limited, so it is recommended to arrive early to secure a spot.

Olivia's Overlook is a stunning tourist attraction located in the beautiful town of West Stockbridge, Massachusetts, United States. Situated along the scenic Hiking Trails, this overlook offers breathtaking views of the surrounding landscape, making it a perfect spot for nature lovers and outdoor enthusiasts. Visitors can enjoy a peaceful hike to the overlook and take in the picturesque vistas, making it a great destination for those looking to escape the hustle and bustle of city life. Whether you're looking for a relaxing day in nature or a challenging hike, Olivia's Overlook is sure to provide a memorable experience for all who visit.

Fountain Pond State Park is a picturesque park located in Great Barrington, Massachusetts, United States. Situated along U.S. 7, this park is a popular tourist attraction known for its serene atmosphere and beautiful natural surroundings. Visitors can enjoy hiking trails, fishing in the pond, picnicking, and birdwatching. The park is a perfect spot for a relaxing day outdoors with family and friends. Whether you're looking to unwind in nature or explore the local wildlife, Fountain Pond State Park offers something for everyone to enjoy.

Welcome to Pete's Hiking and Tea, a serene escape nestled in the heart of Lenox, Massachusetts. Located at 71 Church Street, our unique park offers a perfect blend of nature and relaxation. Whether you are a seasoned hiker or simply looking for a peaceful retreat, our scenic trails cater to all levels of adventure enthusiasts. After your invigorating hike, unwind with a soothing cup of tea in our tranquil garden setting. Our selection of teas is carefully curated to complement the serene ambiance, providing a refreshing experience for both mind and body. Visit Pete's Hiking and Tea for a rejuvenating day amidst nature's beauty, right here in Lenox.

Welcome to Tekoa Park Hiking Trails, a natural oasis nestled in the heart of Russell, Massachusetts. Conveniently located off U.S. 20, our park offers outdoor enthusiasts a serene escape into nature. Whether you're an experienced hiker or just looking for a peaceful walk, our trails cater to all skill levels, winding through lush forests and offering breathtaking views of the surrounding landscape. At Tekoa Park, we are dedicated to preserving the natural beauty of our environment while providing a safe and enjoyable experience for all visitors. Our well-maintained trails are open year-round, allowing you to experience the changing seasons in all their glory. From vibrant spring blooms to the rich hues of autumn leaves, each visit promises a unique and memorable adventure.

Welcome to "Parking Lot for Hiking," your gateway to nature's beauty, located conveniently at Massachusetts 138 in Canton, Massachusetts. Nestled amidst the serene landscapes of Canton, our parking facility serves as the perfect starting point for your hiking adventures. Whether you're a seasoned hiker or just looking to enjoy a leisurely walk in the great outdoors, our park provides easy access to a variety of trails that cater to all skill levels. At "Parking Lot for Hiking," we prioritize your convenience and safety. Our well-maintained parking area offers ample space, ensuring a hassle-free experience as you prepare for your outdoor excursion. Surrounded by lush greenery and scenic views, our location is ideal for nature enthusiasts seeking a peaceful retreat from the hustle and bustle of everyday life.

Welcome to Riverwalk, a captivating urban park located in the heart of Lowell, Massachusetts, where history and nature blend seamlessly along the scenic Merrimack River. Situated at Lowell National Historical Park, Riverwalk offers visitors a unique opportunity to explore the rich industrial heritage of the area while enjoying the beauty of the natural landscape. Embark on the Riverwalk Ramble, one of four urban trails available at the park. This engaging 2.3-mile trail guides you from the historic Boott Cotton Mills to the Guard Locks and Francis Gate on the Pawtucket Canal. While the National Park Service’s Lowell Waterways brochure suggests a 1.6-mile distance, our extended measure reveals more to explore. Although the trail does not form a loop, the return journey offers a fresh perspective on the path already traveled.

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.

Welcome to Conwell Property Trailhead, a serene park dedicated to preserving the working lands, native habitats, and rural beauty of the Hilltowns since 1986. Located on Huntington Road in Worthington, Massachusetts, this natural haven offers 2.5 miles of meticulously maintained trails that meander through a diverse range of wildlife habitats, including tranquil woods and wetlands. Visitors can explore the picturesque Conwell Pond, Eagle Nest Ridge, and Jackson Swamp, among other scenic spots. As you wander along our trails, marked with red and blue blazes, keep an eye out for delightful discoveries like remnants of old farm features, mink tracks, and signs of beaver activity. With seasonal hunting permitted, we encourage hikers to take necessary precautions and adhere to all state and town laws.

Foolhardy Hill is a charming campground, lodging, and park located at 232 Zoar Road in the picturesque town of Charlemont, Massachusetts, United States. Nestled in the rolling hills of the Berkshires, this institution offers a one-of-a-kind experience for nature lovers and outdoor enthusiasts. With spacious campsites, cozy cabins, and a variety of recreational activities, including hiking, fishing, and birdwatching, Foolhardy Hill provides the perfect getaway for those looking to unwind and reconnect with the great outdoors. Whether you're seeking a peaceful retreat or an action-packed adventure, this hidden gem is sure to delight visitors of all ages.

Nobnocket Boutique Inn is a chic Martha's Vineyard Hotel located at 60 Mount Aldworth Road in Tisbury, Massachusetts, United States. All rooms at this lodging feature en-suite bathrooms, individually controlled heating and A/C, WiFi, hair-dryers, designer Bluetooth radio/speaker, luxurious Frette linens and towels, Gilchrist & Soames toiletries, Nespresso Coffee machines, TV/DVD, and contemporary ceiling fans. This secluded retreat on 2 acres of gardens offers a unique island experience where guests can enjoy their entire vacation without leaving the property. The modern interior design and expansive outdoor space provide a relaxing escape from the crowds, making it the perfect place for a luxury retreat on Martha's Vineyard. Winner of the prestigious travel award "Best Martha's Vineyard Inn 2019" from Yankee Magazine, this boutique hotel offers tailor-made services for solo, local, and relaxing travelers. Guests can experience summer hiking on Martha's Vineyard at The Brickyard at Menemsha Hills. Come and relax at this refreshingly modern Vineyard Haven Hotel.

Westboro Dog Walkers is a reputable institution located at 9 Glen Street in Grafton, Massachusetts, United States. Our team of experienced dog walkers are dedicated to providing the love, attention, and skilled care that your furry friends deserve. All of our staff members have a deep love for animals and are trustworthy individuals who prioritize the well-being of your pets. We are proud to have been selected for the 2019 Best of Westborough Award in the Dog Walker category by the Westborough Award Program. At Westboro Dog Walkers, we require all dogs to pass an interview and be up-to-date on vaccinations before we can care for them.

OutHounds Adventure & Training Academy, LLC is a premier institution located at 562 Reed Road, Dartmouth, Massachusetts, United States. Our mission is to promote the physical and mental wellness of dogs and their people. We offer a variety of services including in-home coaching, group dog training classes, pack hiking walks, and independent dog tutoring. Our experienced trainers are dedicated to helping dogs with behavior issues, from puppies to aggression. We also offer virtual training and remote learning options for your convenience. One of our unique offerings is the Adventure Club, a hiking group that benefits both dogs and people. We prioritize professional and reliable care, using FEAR FREE training methods to tackle problem behaviors like jumping and barking. Additionally, we are committed to giving back to the environment and community by donating 1% of our sales to climate action and partnering with organizations like the DNRT and Buzzards Bay Coalition.

Plymouth Dog Walkers is a professional dog walking service located at 35 Jamie's Path in Plymouth, Massachusetts. Our experienced and reliable team is dedicated to providing top-quality care for your furry friends. Whether your dog needs a midday walk while you're at work or a weekend adventure, we are here to help. Our services are tailored to meet the individual needs of each dog, ensuring they get the exercise and attention they deserve. Trust Plymouth Dog Walkers to keep your pup happy, healthy, and active.

The Dog Walkah is a premier dog walking and pet care service located at 72 Dickson Drive in Plymouth, Massachusetts. Our experienced and dedicated team of dog lovers provides top-quality care and attention to your furry friends while you're away. With personalized walks, playtime, and feeding services, we ensure that your pets are happy, healthy, and well-exercised. Trust The Dog Walkah to give your beloved pets the love and care they deserve.

Berkshire Camino LLC is a premier institution located at 437 North Street in Pittsfield, Massachusetts, United States. We specialize in organizing and leading guided walking tours along the picturesque Berkshire Camino trail, offering a unique and enriching experience for outdoor enthusiasts and spiritual seekers alike. Our knowledgeable guides will lead you through stunning landscapes, historic sites, and charming towns, providing insight into the rich culture and natural beauty of the region. Join us for a transformative journey along the Berkshire Camino and discover the magic of this hidden gem in Western Massachusetts.

CTCAdventures is an outdoor education institution located at 196 Rockland Street in Hanover, Massachusetts. We offer a wide range of adventure programs and activities for individuals and groups of all ages. Our experienced and knowledgeable staff are dedicated to providing a safe and enjoyable learning environment for participants to explore the great outdoors. Whether you're looking to challenge yourself with rock climbing, team building exercises, or simply enjoy a scenic hike, CTCAdventures has something for everyone. Come join us for an unforgettable adventure!

Located at 10 MacMillan Pier in Provincetown, Massachusetts, the Schooner Hindu and the Cutter Bloodhound travel agency offers unique and exciting sailing experiences. Step aboard these historic vessels and set sail on the waters of Cape Cod Bay for a memorable adventure. Whether you're looking for a relaxing cruise or a thrilling racing experience, the Schooner Hindu and the Cutter Bloodhound have something for everyone. Book your voyage today and discover the beauty of the Massachusetts coastline from a whole new perspective.

Martha's Vineyard Outfitters is a premier outdoor adventure institution located at 87 Edgartown Bay Road in Edgartown, Massachusetts. Our store offers a wide range of high-quality outdoor gear and equipment for all your adventure needs on Martha's Vineyard. From hiking and fishing to kayaking and camping, we have everything you need to make the most of your outdoor experience on this beautiful island. Our knowledgeable staff are passionate about the outdoors and are here to help you find the perfect gear for your next adventure. Visit Martha's Vineyard Outfitters today and gear up for your next outdoor escapade!

Puma Park is a vibrant and dynamic institution located at 7 Standish Way in Truro, Massachusetts, United States. Our park offers an array of recreational activities for all ages, including hiking trails, playgrounds, sports fields, and picnic areas. Visitors can enjoy the natural beauty of the surrounding landscape while engaging in various outdoor activities. Puma Park is committed to promoting health, wellness, and community spirit, making it the perfect destination for families, friends, and individuals looking to enjoy the great outdoors. Come visit us and experience all that Puma Park has to offer!