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Cross-Country Skiing in Upton, MA

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The Blackstone River Greenway (previously known as the Blackstone River Bikeway) is a 2.5-mile trail that repres... traillink.com

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This 2,600 acre forest offers multiple trail uses including hiking, bicycling, snowshoing, and cross country ski... trailpeak.com

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About the Conservation Center: Explore over 400 acres of woods, fields, streams, and marsh. Look for 78 diff... bostoncentral.com

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4 out of 5 based on 2 ratings

The Blackstone River and Canal Heritage State Park recalls the role of canals in transporting raw materials and ... traillink.com

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Town conservation land. Nice place to enjoy the sunset on an evening walk. See the Soutborough Belties (aka oreo... trailpeak.com

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4 out of 5 based on 2 ratings

This 2,600 acre forest offers multiple trail uses including hiking, bicycling, snowshoing, and cross country ski... trailpeak.com

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4 out of 5 based on 1 ratings

A great place to go for that leisurely walk on a long summer day. Pergatory Chasm is one of the coolest places y... trailpeak.com

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Chestnut Hill Farm

Southborough, MA

Explore scenic woodlands and rolling fields at this working farm, which was saved from development in the 1960... thetrustees.org

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A long dam and beautiful views of the watershed area. The Cold Harbor Trail winding through the watershed all th... trailpeak.com

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Cormier Woods

Uxbridge, MA

Explore a beautifully preserved farmstead that dates to the 17th century and wander trails that lead past ston... thetrustees.org

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Rocky Woods

Medfield, MA

3 out of 5 based on 3 ratings

With 491 acres to explore, Rocky Woods is a place that definitely lives up to its name. Used in the 1700s as a wood... trails.com

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Midstate Trail

Oxford, MA

This trail is a great trial to start through hiking on. It is only 92 miles long and the highest point is Wachus... trailpeak.com

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Mt. Wachusett

Worcester, MA

About 10 trails for hiking (all levels). Down hill skiing and snowboarding is great. Directions: From Route 2: t... trailpeak.com

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This section of the rail trail begins West Boylston and travels gently uphill into Holden on a mostly stone dust... trailpeak.com

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Pegan Hill

Dover, MA

Once the ancestral home of local Native Americans and later a Colonial-era farmscape, this ridgeline is a thic... thetrustees.org

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Strawberry Hill Trail is the longest, most well maintained section of trail for all the above activities. This t... trailpeak.com

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4 out of 5 based on 1 ratings

A map of this spot can be found at the trailhead or at the Headquarters during the weekdays. The area's trails a... trailpeak.com

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Edmund Hill

Northborough, MA

Used to be the old Northborough Rod and Gun Club. There are a couple different loop trails available. Dog and ki... trailpeak.com

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Noon Hill

Medfield, MA

With 4.5 miles of leash-free trails, one can spend an entire morning exploring Noon Hill (204 acres) and the adjace... trails.com

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Gates Pond

Berlin, MA

4 out of 5 based on 1 ratings

Gates Pond is a reservoir in Berlin, MA. There is a trail that loops around the pond that is approximately a 45-... trailpeak.com

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