Challenging hikes in Massachusetts

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.

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.

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.

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.

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.

Monument Mountain Reservation is a park and tourist attraction located in Great Barrington, Massachusetts, United States. From the 1,642-foot summit of this popular peak, visitors can gaze across the splendor of the Housatonic River Valley. The mountain has been sacred to the Mohican people and their ancestors since ancient times, with stone offerings imbued with prayers left on the mountain creating the "monument" for which it is named. The original monument was destroyed by white residents after the Mohicans were dispossessed, but was later recreated near the Mohican Monument Trail. Monument Mountain has long inspired works of art and literature, with authors such as William Cullen Bryant, Nathaniel Hawthorne, and Herman Melville finding motivation for their works on the mountain. Today, more than 20,000 hikers ascend to its summit, Peeskawso Peak, each year. Three trails offer scenic ways to explore the mountain's pale quartzite geology and views out to Mount Greylock and the Catskill Mountains.

Westerlind is a trendy clothing store located at 294 Main Street in Great Barrington, Massachusetts. Offering a curated selection of stylish and functional apparel, footwear, and accessories, Westerlind caters to the modern adventurer and outdoor enthusiast. With a focus on quality, sustainability, and timeless design, this store is a must-visit destination for those seeking high-quality, versatile pieces for their wardrobe. Whether you're exploring the great outdoors or navigating city streets, Westerlind has everything you need to stay comfortable, stylish, and ready for any adventure.

Ashintully Gardens is a captivating tourist attraction located on Sodom Road in Tyringham, Massachusetts, United States. Visitors can wander through an intimate setting of outdoor sculpture and elegant gardens, nourished by a gurgling stream. Nestled within the forested hills of the Tyringham Valley, Ashintully Gardens blends formal and informal gardens with the ruins of a historic mansion, offering a unique and multigenerational history. The estate was originally owned by the Tytus-McLennan family, who built a Georgian-style mansion known as the Marble Palace on the property. Contemporary classical composer John McLennan dedicated 30 years to creating the gardens, which earned him the prestigious Hunnewell Medal from the Massachusetts Horticultural Society in 1997.

Alander Mountain Trail is a picturesque park and tourist attraction located at 162 East Street in Mount Washington, Massachusetts, United States. This stunning trail offers visitors the opportunity to immerse themselves in the natural beauty of the area while enjoying a leisurely hike or a challenging climb to the summit. With breathtaking views and abundant wildlife, Alander Mountain Trail is a must-visit destination for outdoor enthusiasts and nature lovers alike. Whether you're looking for a peaceful escape or an exhilarating adventure, this institution has something for everyone.

Located at 138 Butler Road in Monson, Massachusetts, the Peaked Mountain Reservation is a stunning park and tourist attraction that offers visitors the chance to explore a former working forest and trek to a summit with panoramic views. The hike to the summit is strenuous but well worth the effort, as the 1,227-foot peak offers breathtaking views of the surrounding countryside, including Mount Wachusett and Vermont's Green Mountains. The reservation is home to a variety of wildlife, including songbirds, turkey vultures, and beavers, making it a great destination for nature lovers. Trails lead through quiet woods and past Lunden Pond, where visitors can catch a glimpse of the local wildlife. The reservation is also home to remains of a 19th-century charcoal operation, adding an interesting historical element to the area.

The Rice Preserve / Sunrise Peak Trailwalk is a picturesque park and tourist attraction located on Hollow Road in Wilbraham, Massachusetts, United States. This serene and scenic destination offers visitors the opportunity to explore lush rice fields and hike along the stunning Sunrise Peak Trail. With its diverse wildlife, beautiful landscapes, and peaceful atmosphere, the Rice Preserve is the perfect place to reconnect with nature and enjoy a leisurely stroll or challenging hike. Whether you're a nature lover, outdoor enthusiast, or simply looking for a tranquil escape, the Rice Preserve / Sunrise Peak Trailwalk is a must-visit destination in Wilbraham.

Tantiusques is a historic park and tourist attraction located at 493 Leadmine Road in Sturbridge, Massachusetts, United States. Visitors can follow a loop trail through quiet woodlands and explore the site of a former lead mine that was used by Indigenous peoples and later by European settlers. The name "Tantiusques" comes from a Nipmuc word meaning "to a black deposit between two hills," reflecting the site's history as one of New England's first mines. The Nipmuc tribe originally mined graphite at Tantiusques to make paints, and in 1644, John Winthrop, Jr. purchased the mine with hopes of extracting lead and iron. The site has a rich history, with Frederick Tudor shipping around 30 tons of graphite per year to Boston between 1829 and 1860. Visitors can explore the mine cut along the ridge, which is a partially filled-in trench that once followed the vein of graphite.

Leadmine Mountain Trail is a popular park and tourist attraction located at the main entrance of Old Sturbridge Village Road in Sturbridge, Massachusetts, United States. This scenic trail offers breathtaking views of the surrounding mountains and is a perfect destination for outdoor enthusiasts looking to hike, bike, or simply enjoy a leisurely stroll in nature. With well-maintained paths and informative signage along the way, visitors can learn about the history and geology of the area while immersing themselves in the beauty of the landscape. Whether you're looking for a challenging hike or a relaxing escape from the hustle and bustle of everyday life, Leadmine Mountain Trail is the perfect destination for nature lovers of all ages.

Leadmine Mountain Trail is a captivating park and tourist attraction located at 10 Shattuck Road in Sturbridge, Massachusetts, United States. This scenic trail offers visitors the opportunity to immerse themselves in nature and explore the beauty of the outdoors. With stunning views of the surrounding landscape and a variety of hiking options for all skill levels, Leadmine Mountain Trail is the perfect destination for outdoor enthusiasts and nature lovers alike. Whether you're looking for a leisurely stroll or a challenging hike, this institution has something for everyone to enjoy. Come and experience the tranquility and natural beauty of Leadmine Mountain Trail today.

East Mountain State Forest is a picturesque park and popular tourist attraction located in Great Barrington, Massachusetts, United States. This beautiful forest offers visitors a serene escape into nature, with hiking trails, stunning views, and an abundance of wildlife to discover. Whether you're looking for a peaceful stroll through the woods or a challenging hike to the summit, East Mountain State Forest has something for everyone to enjoy. Come explore this hidden gem in the heart of the Berkshires and experience the natural beauty of Massachusetts at its finest.

The Trail in Adams is a charming lodging and store located at 10 Pleasant Street in Adams, Massachusetts. This cozy establishment offers comfortable accommodations for travelers exploring the beautiful Berkshire region. Guests can also browse through the store's selection of unique gifts, local crafts, and outdoor gear. Whether you're looking for a place to rest after a day of hiking or shopping for a special souvenir, The Trail in Adams is the perfect destination for your next adventure.

Evergreen Preserve is a picturesque institution located at 2410 Skyline Drive in Lowell, Massachusetts, United States. This serene sanctuary offers a tranquil escape from the hustle and bustle of city life, boasting lush greenery, winding trails, and breathtaking views. Visitors can explore the beauty of nature while taking in the fresh air and peaceful surroundings. Whether you're looking for a leisurely stroll, a challenging hike, or simply a place to relax and unwind, Evergreen Preserve has something for everyone. Come and experience the beauty of this hidden gem in Lowell, Massachusetts.

Middlesex Fells Reservation is a stunning park and tourist attraction located at 4 Woodland Road in Stoneham, Massachusetts, United States. This beautiful natural oasis offers visitors a peaceful escape from the hustle and bustle of city life, with miles of hiking trails, picturesque ponds, and scenic overlooks to explore. Whether you're looking for a relaxing stroll through the woods or a challenging hike up a rocky peak, Middlesex Fells Reservation has something for everyone to enjoy. Don't miss the opportunity to immerse yourself in the beauty of nature at this hidden gem in the heart of Massachusetts.

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.

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!

Hoosac Range Trail is a beautiful park and popular tourist attraction located at 2441 Mohawk Trail in North Adams, Massachusetts, United States. This scenic trail offers stunning views of the surrounding mountains and valleys, making it a must-visit destination for nature lovers and outdoor enthusiasts. Whether you're looking for a leisurely hike or a challenging trek, Hoosac Range Trail has something for everyone. Come explore the natural beauty of this iconic trail and experience the tranquility of the great outdoors.

Green River Disc Golf Course at the Meadows is a picturesque and challenging disc golf course located in Greenfield, Massachusetts. Nestled in the beautiful Meadows area, this course offers a unique and enjoyable experience for disc golf enthusiasts of all skill levels. With lush greenery, rolling hills, and scenic views of the Green River, players can enjoy a relaxing round of disc golf in a peaceful and natural setting. After a game, visitors can refuel at the on-site food and restaurant area, which offers delicious snacks and meals to satisfy any appetite. Whether you're a seasoned disc golfer or just looking to try something new, Green River Disc Golf Course at the Meadows is the perfect destination for outdoor fun and relaxation.

Barre Falls Dam Disc Golf is a picturesque 18-hole course located at Coldbrook Road in Hubbardston, Massachusetts, United States. Established in 2001, this course offers a mix of open field shots and tight, technical wooded holes with some OB rock walls. During the summer months, spotters are recommended for the field holes due to the long grass. The course can get busy on weekends with players of all skill levels, dog walkers, and outdoor enthusiasts. In 2022, new wooded holes were added, featuring historical stone walls and foundations to challenge players' technical skills. This scenic location is also perfect for picnics, hiking, biking, and hosting disc golf events. Come enjoy a round of disc golf in the beautiful surroundings of Barre Falls Dam!

Clement Farm Disc Golf Course is a premier outdoor recreational facility located at 1314 Main Street in Haverhill, Massachusetts. This beautiful course offers a challenging and exciting disc golf experience for players of all skill levels. With well-maintained fairways, scenic views, and a variety of obstacles to navigate, Clement Farm is the perfect destination for a fun day out with friends or family. Whether you're a seasoned pro or new to the game, you'll love the thrill of playing at this top-rated disc golf course. Come visit us and see why Clement Farm is a favorite among disc golf enthusiasts in the United States.

Meat Bone Disc Golf Course is a premier disc golf destination located at 1400 Hilldale Avenue in Haverhill, Massachusetts. This beautifully maintained course offers a challenging yet enjoyable experience for players of all skill levels. With a variety of wooded and open fairways, as well as unique obstacles such as trees and water hazards, players will have to strategize and showcase their disc golf skills to conquer the course. Whether you are a beginner looking to learn the game or a seasoned pro looking for a new challenge, Meat Bone Disc Golf Course is the perfect place to enjoy a round of disc golf in a picturesque setting. Come visit us and experience the thrill of disc golf at its finest!

Scouting Woods Disc Golf Course is a scenic and challenging 18-hole disc golf course located at 100 Summit Street in Peabody, Massachusetts. Surrounded by beautiful woods and natural landscapes, this course offers a fun and engaging experience for players of all skill levels. With well-maintained fairways, challenging obstacles, and stunning views, Scouting Woods Disc Golf Course is the perfect destination for disc golf enthusiasts looking for a memorable and enjoyable round of play. Whether you're a beginner or a seasoned pro, come discover the beauty and excitement of disc golf at Scouting Woods.

Amesbury Pines Disc Golf Course is a premier disc golf destination located on Highland Street in Amesbury, Massachusetts. This scenic course offers a challenging and enjoyable experience for players of all skill levels. With lush greenery, rolling hills, and strategically placed baskets, the course provides a beautiful backdrop for a day of outdoor fun. Whether you're a seasoned pro or a beginner looking to try something new, Amesbury Pines Disc Golf Course is the perfect place to test your skills and enjoy a round of disc golf with friends and family. Come visit us and see why we're a favorite among disc golf enthusiasts in the United States.

The Gordon-Conwell Disc Golf Course is a premier disc golf destination located in Hamilton, Massachusetts, United States. Nestled in a beautiful wooded area, this course offers a challenging and scenic playing experience for disc golf enthusiasts of all skill levels. With well-maintained fairways, challenging obstacles, and stunning views, the Gordon-Conwell Disc Golf Course is the perfect place to enjoy a round of disc golf with friends or family. Whether you are a seasoned pro or a beginner looking to improve your skills, this course provides a fun and exciting environment to test your abilities and enjoy the great outdoors. Come visit the Gordon-Conwell Disc Golf Course and experience the thrill of disc golf in a picturesque setting.

Located in Shelburne Falls, Massachusetts, Mass Audubon's High Ledges Wildlife Sanctuary is a stunning park and tourist attraction offering breathtaking views of the Deerfield River Valley and Mount Greylock. Visitors can enjoy a variety of wildflowers and ferns throughout the flower season, with spring being the best time to see them in full bloom. While some trails may be challenging, the views from the ledges are well worth the effort. Don't miss out on the opportunity to explore nature and get involved with the various outdoor activities offered at the sanctuary. As a nonprofit organization, Mass Audubon relies on donations to continue its conservation efforts, making any contributions tax-deductible.

The William Cullen Bryant Homestead, located at 207 Bryant Road in Cummington, Massachusetts, is a museum and tourist attraction that offers a glimpse into the life of the celebrated poet. The iconic red barn and serene vista of the Westfield River Valley served as inspiration for Bryant, whose poetry influenced the land conservation movement in the 19th century. The Homestead, where Bryant spent his summers from 1865 until his death in 1878, is filled with Colonial and Victorian pieces from his family, as well as memorabilia from his travels. While the house is not currently open for tours, the grounds and trails are open to the public. Visitors can explore the Rivulet Trail, Pine Loop, and other features of the pastoral landscape. The Homestead is a National Historic Landmark and a must-visit for those interested in Bryant's life and work. Additionally, The Trustees, who oversee the property, offer a Hiking Challenge and other opportunities to explore their many historic homes and cultural landscapes. Plan your visit to the William Cullen Bryant Homestead for a peaceful and informative experience in the beautiful Massachusetts countryside.