Visit like a local: Pack a lunch, enter the park early, and spend the entire day at the beach. If you are a Massachusetts resident and over 62, you can apply for a Lifetime Senior Parks Pass. These are the five best winter hikes in Maine!

The carriage paths now provide convenient walking paths for the many visitors to this picturesque landscape. Dog friendly and a picturesque spot for a picnic, Halibut Point Trail is one of the most beautiful hikes in Massachusetts. The Alander Mountain Trail is a 6.1 mile out-and-back hike up to the summit of Alander Mountain in Mount Washington, Massachusetts. This is my pick for the best hike in Massachusetts. Due to changing advisories, please check local travel guidelines before visiting. Whether you're looking for a leisurely stroll through lush woods or a strenuous workout with a scenic payoff, we have some suggestions on where to go for a great winter trek. We want to inspire you to explore new destinations, discover new experiences and savor the journey.


The Appalachian Trail runs roughly 2,175 miles from Springer Mountain in Georgia to Mount Katahdin in Maine. Acquired by the Commonwealth in 1898, Mount Greylock became the state’s first wilderness state park to preserve this scenic area of natural beauty. A popular hike in central Massachusetts is Chasm Loop Trail and Purgatory Brook located on the Purgatory Chasm State Reservation. You can hike and bike trails in the summer and ski in the winter. The homes were never built; instead, the property was saved by Hingham residents. Kraig Becker is a writer based out of Nashville, Tennessee who has covered adventure travel and product reviews for TripSavvy since 2013. The trail is on a slope, so the fencing keeps hikers off the hillside and safe from tumbling into the water. You’ll follow blue blazes on this hike, where you’ll pass highlights like the Eliot Observation Tower, which offers a panoramic view of Boston.

While all of Massachusetts is filled with beautiful nature spots, trails, and even mountains to summit, this one particular mount is one of the best places to catch an incredible Bay State sunrise. The view from the top of Mount Greylock is breathtaking. Whether you're looking for an easy ascent to the top, or a more aerobic workout, you'll find something that fits your needs. One of the best parts is that you can easily find a beach off of any trail. This article is presented by KEEN Footwear. Sandi is a freelance writer who specializes in travel, food, wine, and bespoke fashion.
The Atlantic shore in the east is anchored by the state capital, Boston. While none of the peaks in the Blue Hills are very high – Great Blue Hill reaches 635 feet – there are over 125 miles of hiking trails throughout the 7,000-acre reservation. During the winter months adventurous travelers can take part in regular nature programs with options for both young and old hikers alike.

More adventurous travelers can even elect to stay the night in one of several cabins that are located within the park's boundaries.

The 3,000-acre Wachusett Mountain State Reservation offers plenty of natural and recreational opportunities. Here, they engaged in a discussion which inspired many ideas for Melville’s novel. There is some rock scrambling, but the views of Mount Monadnock are worth it. Covering more than 7000 acres, the nature reserve has over 125 miles of trails to explore, many of which wander up, across, and around the 22 bluffs that make up the Blue Hills chain. As you venture westward across the 190-mile long Commonwealth, the terrain becomes increasingly more rugged, ending in the Berkshires on the border with New York. Upon reaching the summit, you’ll find the Massachusetts Veterans War Memorial Tower, which was built in 1932 and is dedicated to the state’s men and women who serve the country. The loop is one way and is guarded by fencing. Mount Greylock is the tallest peak in Massachusetts at 3,491 feet, and there are many Mount Greylock trails that range from easy to strenuous. It is a lovely hike and quiet once you are away from the highway. The reward for this hike is a panoramic view of Boston’s skyline. The route down is very steep and traverses the backside of the mountain. They are not marked but are mostly flat and well traveled.

Our goal, to share the world’s unique, hidden and once in a lifetime locations with you to create unforgettable memories.

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