Winter Hiking Trips

Winter hiking has always been a passion for us at Eastern Mountain Sports. Snowshoeing and hiking is a fantastic low impact way to get some exercise, explore, and get outdoors. When the days grow shorter and the trails pack up with ice and snow, we don our winter trekking gear and go out and explore the winter wonderland. Winter hiking requires a few layers of insulation and the use of snowshoes or micro spikes, and trekking poles. Our Winter Hiking series helps people explore their local trails during the chilly months, and opens the doors to many new winter opportunities. When the snow is deep we strap on our snowshoes and make fluffy tracks through the white pristine snow. When the ice is more prevalent, we use micro spikes to traverse the winter landscape with confidence. Either way, your experienced guides will outfit you with the right equipment in order to enhance your winter experience. Get outside and enjoy the great outdoors on one of our fantastic winter hiking trips!

Select a Trip

Boston Area
Blue Hills (Milton)
deCordova Sculpture Park & Meseum (Lincoln)
Mt. Wachusett (Princeton)
Southern New Hampshire
Mt Monadnock (Jaffrey)
White Mountains
Mount Washington Observatory Overnight (two days/ one night)
Mt. Washington Ascent (one day)

Blue Hills

Blue Hills Reservation is a popular outdoor recreation area visited by thousands of people each year. But as the days grow shorter and the winter months descend…. this busy urban hiking destination becomes a quiet winter wonderland perfect for winter trekking opportunities. Located only minutes from the bustle of Boston, Blue Hills stretches over 7,000 acres from Quincy to Dedham, Milton to Randolph providing a network of 125 miles worth of renowned hiking trails. This location provides fantastic views of the surrounding towns from its 22 hills and exposed rocky ridgelines. Many historic references and locations dot its countryside including its numerous Native American archeological sites and remnants of early European Settlers. Hikers are rewarded with fantastic views of Boston from the viewing platform atop of Eliot Tower to the north. Exploring Eliot Circle and the Summit of Great Blue Hill (635ft) reveals the historic Blue Hills Weather Observatory and Science Center. This castle like structure was built in 1885 and boasts the longest continuously kept weather record in the country. The park is also home to many species of wildlife, many of which are featured at the Trailside Museum. Get outside and enjoy the great outdoors on this unique winter trekking opportunity.

We start by outfitting you with snowshoes or micro spikes depending upon conditions. After a brief “how to” chat and discussion about layering for warmth we begin to ascend Great Blue Hill by the red Dot Trail, Summit Road and Elliot Circle. We will soon be rewarded with views from this historic tower to our North and discover how these winter trekking tools really helped us get there with their added traction and stability. Snowshoeing in a few inches of powder is a blast and looking back to track your progress with each snowshoe print is a treat. Using Micro Spikes and trekking poles inspires confidence and opens up many slippery hiking opportunities. Either way, we experience the virtues of winter trekking and see how they can be used throughout the winter months. At the Weather Observatory we enjoy the views to the south while exploring this historic site. On the way down we are rewarded with the sights and sounds of nature in this pristine frozen state. Come see why this is one of our favorite trips and experience our passion for winter hiking.

On our evening and moonlight hikes we will be rewarded with the glow and shimmer of the Boston Skyline as well as the overhead celestial sparkle on these clear winter nights. Your guide will provide each person with a powerful LED headlamp to help navigate the trails and stay together as a group. Hiking at night during the winter is a treat to remember with its white frozen surroundings, shimmer of distant lights and the dark contrast of the winter forest around you.

Length Cost (pp) Meeting Location Dates
*Moonlight Hikes 2.5 hours $35 Trailside Museum click for dates
Family Trips
(kids age
6-15)
2.5 hours $35 adults/
$20 kids
Trailside Museum click for dates
Women Only Hikes 2.5 hours $35 Trailside Museum click for dates
Adult Hikes (18+) 2.5 hours $35 Trailside Museum click for dates
*Headlamps provided by Petzl

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deCordova Sculpture Park & Museum
Snowshoe Tours

For the past few years we have teamed up with the deCordova Sculpture Park & Museum to offer guided snowshoe tours. The park is located 20 miles from Boston, 15 miles from Cambridge, and is easily accessible from several major highways. These tours are great for ages 8 to adult and a fun family activity. Trips appeal to anyone who wants to enjoy nature and art in winter. If you enjoy walking, then you can snowshoe! If you have never been snowshoeing, you are in for a treat. It allows you to enjoy nature and the beauty of deCordova in spectacular form. Cost includes instruction, a tour, and your admission to the Sculpture Park and Museum. Tours are approximately 90 minutes and are led by trained deCordova Museum tour guides and EMS guides. Please direct all questions to deCordova Sculpture Park & Museum by calling 781-259-3603, or email dberube@decordova.org. For reservations and schedule of tours see below.

2014 TOUR SCHEDULE
Date Times Registration
Saturday, January 18th 10-11:30am click to register*
Saturday, January 18th 12:30- 2pm click to register*
Saturday, February 1st 10-11:30am click to register*
Saturday, February 1st 12:30- 2pm click to register*
Saturday, February 15th 10-11:30am click to register*
Saturday, February 15th 12:30- 2pm click to register*
Saturday, March 1st 10-11:30am click to register*
Saturday, March 1st 12:30- 2pm click to register*
Saturday, March 15th 10-11:30am click to register*
Saturday, March 15th 12:30- 2pm click to register*
*all reservations and payments are taken through deCordova Museum.

Mt. Wachusett

Mt Wachusett is an excellent place to explore winter hiking! First time hikers rave about the views and the quality and quantity of trails. Trails surrounding this 2,006 ft summit hold their winter conditions very well, and provide hikers with deep snow and ice pack early and late into this season. The DCR Visitor Center provides a warm and informative meeting place to start as well as an excellent place to sit by the fire and enjoy lunch after the hike. The 3,000 acre State Reservation contains a wealth of natural resources such as alpine meadows, old growth forests, local wildlife and great views from its newly built viewing platform at the summit. From the summit you can take in majestic views of Mt. Monadnock to the north, Berkshires to the west, and views of the Boston skyline on the east.

We start by outfitting you with snowshoes or micro spikes depending upon conditions. After a brief “how to” chat and discussion about layering for warmth we begin to ascend the mountain on Pine Hill Trail via Bicentennial Trail. We will soon be rewarded with views to our North and discover how these winter trekking tools really help with traction and stability. Snowshoeing in a few inches of powder is a blast and looking back to track your progress with each snowshoe print is a treat. At the summit we enjoy the views while hydrating and snacking. On the way down we are rewarded with Old Growth Forests, Alpine Meadows and the prints of winter wildlife. At the end of the hike you can warm yourself in the visitor center and rejoice in the great winter hiking opportunities Mt. Wachusetts has to offer. Come see why this is one of our favorite trips and experience our passion for winter hiking.

Length Cost (pp) Meeting Location Dates
Mt. Wachusett three hours $45 Wachusett Mountain Visitor Center click for dates

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Mt. Monadnock

This majestic 3,165 foot mountain located in Southern New Hampshire is surrounded by thousands of acres of protected highlands and provides the best mountain views south of the White Mountains. This highly sought after hiking destination is a fantastic winter trekking spot that provides many options for winter hiking enthusiasts. . The trails surrounding its summit retain their winter conditions early and late into the season providing excellent snowshoeing and winter trail hiking. With views as far north as the Whites and south as Wachusetts Mountain, its majestic platform provides the perfect peak for winter explorers looking for that big mountain feel. Designated as a National Landmark with its Native American and Early Settlers History, its claim to fame is most often tied to the well known writings of Emerson and Thoreau. Much of the mountains upper third are exposed rock, perfect for winter hiking and big mountain views. It also offers many miles of trails of varying levels of difficulty so there is something here for everyone. Often touted as the second most climbed peak in the world, visitors can see why people are drawn to its summit and how its sights, sounds and smells have permeated our American Culture. This hike provides a more challenging approach and requires a bit more layers and equipment to remain warm and comfortable throughout the day. Adventurous days could include visiting its historic Half Way House, Monte Rosa or Bald Rock. Either way, there are challenges, adventure and experiences for all to enjoy. Come explore the adventure Grand Monadnock has to offer on one of our winter trekking opportunities.

We start by outfitting you with snowshoes or micro spikes depending upon conditions. After a brief “how to” chat and discussion about layering for warmth we begin to ascend the mountain by the infamous white dot/white cross trail. We will soon be rewarded with views to our South and discover how these winter trekking tools really help with traction and stability. Snowshoeing in a few inches of powder is a blast and looking back to track your progress with each snowshoe print is a treat. Using Micro Spikes and trekking poles inspires confidence and opens up many slippery hiking opportunities. Either way, we experience the virtues of winter trekking and see how they can be used throughout the winter months. At the Peak we enjoy majestic views while hydrating and snacking on this exposed ridge. On the way down we are rewarded with the sights and sounds of nature in this pristine frozen state. Come see why this is one of our favorite full day trips and experience our passion for winter hiking.

Length Cost (pp) Meeting Location Dates
Mt. Manadnock five hours $75 Manadnock State Park Visitor Center click for dates

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