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Hillsborough, NH Cross Country Skiing Trails and Maps

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Looking for the best Cross Country Skiing trails around Hillsborough?

Find the top rated cross country skiing trails in Hillsborough, whether you're looking for an easy short cross country skiing trail or a long cross country skiing trail, you'll find what you're looking for. Click on a cross country skiing trail below to find trail descriptions, trail maps, photos, and reviews.

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Ashuelot Recreational Rail Trail

21.5 mi

State: NH

Asphalt, Ballast, Cinder, Crushed Stone, Dirt

Bruce Freeman Rail Trail

11.7 mi

State: MA

Asphalt

Cheshire Rail Trail (Cheshire Branch Rail Trail)

32.9 mi

State: NH

Asphalt, Ballast, Cinder, Dirt, Gravel, Sand

Common Pathway

5.5 mi

State: NH

Asphalt, Crushed Stone

Cotton Valley Rail-Trail

12 mi

State: NH

Gravel

Derry Rail Trail

3.6 mi

State: NH

Asphalt

Dover Community Trail

3.8 mi

State: NH

Asphalt, Crushed Stone, Dirt

Farmington Recreational Rail-Trail

6 mi

State: NH

Ballast, Cinder, Dirt, Gravel, Sand

Fort Hill Recreational Rail Trail

7 mi

State: NH

Ballast, Cinder, Dirt, Gravel, Sand

Goffstown Rail Trail

5.5 mi

State: NH

Dirt, Grass, Gravel, Sand

Granite Town Rail-Trail

3 mi

State: NH

Ballast, Cinder, Dirt, Grass, Gravel, Sand

Haggetts Rail Trail

2 mi

State: MA

Crushed Stone

Head's Pond Trail

1.75 mi

State: NH

Gravel

Hillsborough Recreational Rail Trail

7.8 mi

State: NH

Crushed Stone, Dirt

Lake Winnisquam Scenic Trail

1.8 mi

State: NH

Asphalt

Londonderry Rail Trail

4.5 mi

State: NH

Asphalt

Mascoma River Greenway

2.1 mi

State: NH

Asphalt, Gravel

Mason Railroad Trail

6.7 mi

State: NH

Ballast, Gravel, Sand

Mass Central Rail Trail

38 mi

State: MA

Asphalt, Cinder, Crushed Stone, Dirt, Gravel

Mine Falls Park

9.7 mi

State: NH

Asphalt, Crushed Stone, Dirt, Grass

Accordion

Monadnock Recreational Rail Trail

7.5 mi

State: NH

Asphalt, Gravel

Nashua River Rail Trail

12.3 mi

State: MA, NH

Asphalt

New Boston Rail Trail

3.9 mi

State: NH

Dirt

North Central Pathway

8.9 mi

State: MA

Asphalt

Northern Rail Trail

57.6 mi

State: NH

Cinder, Crushed Stone

Old Railroad Trail

2.7 mi

State: NH

Dirt

Rockingham Recreational Rail Trail (Fremont Branch)

18.3 mi

State: NH

Dirt, Sand

Rockingham Recreational Rail Trail (Portsmouth Branch)

28.1 mi

State: NH

Crushed Stone, Dirt, Grass, Gravel, Sand

Sugar River Trail

9.5 mi

State: NH

Ballast, Gravel, Sand

Toonerville Rail-Trail

3.2 mi

State: VT

Asphalt

WOW Trail

2.7 mi

State: NH

Asphalt

West River Trail

16.1 mi

State: VT

Asphalt, Dirt, Gravel, Sand

Windham Rail Trail

4.3 mi

State: NH

Asphalt

Winnipesaukee River Trail

5.1 mi

State: NH

Asphalt, Crushed Stone, Dirt, Gravel

Trail Image	Trail Name	States	Length	Surface	Rating
	Ashuelot Recreational Rail Trail The Ashuelot Recreational Rail Trail passes such scenic and historical landmarks as covered bridges, abandoned mills, and postcard-perfect towns. Starting on asphalt in Keene, the rail-trail can be...	NH	21.5 mi	Asphalt, Ballast, Cinder, Crushed Stone, Dirt	33 reviews
	Bruce Freeman Rail Trail Bruce N. Freeman was a Massachusetts state representative from 1969 to 1986. Beginning in 1985, he championed the creation of a bike path that would run along the former Penn Central railroad line...	MA	11.7 mi	Asphalt	49 reviews
	Cheshire Rail Trail (Cheshire Branch Rail Trail) Formerly comprising two separate segments—one running northward from Keene to Walpole, and the other running southward from Keene to Fitzwilliam—the Cheshire Rail Trail now runs a continuous 32.9...	NH	32.9 mi	Asphalt, Ballast, Cinder, Dirt, Gravel, Sand	30 reviews
	Common Pathway The Common Pathway travels 5.5 miles from the outskirts of Peterborough south to downtown’s Noone Falls area, paralleling US 202 and the Contoocook River for most of its journey. The small town of...	NH	5.5 mi	Asphalt, Crushed Stone	6 reviews
	Cotton Valley Rail-Trail The Cotton Valley Rail Trail connects the small town of Wakefield, near the Maine border, and the quintessentially quaint New England vacation town of Wolfeboro. In 2017 the towns held a...	NH	12 mi	Gravel	48 reviews
	Derry Rail Trail This exquisitely maintained trail slices through forested areas and wetlands for a wonderful experience in southern New Hampshire. The trail will eventually be part of the Granite State Rail Trail,...	NH	3.6 mi	Asphalt	22 reviews
	Dover Community Trail The Dover Community Trail snakes its way through the heart of the Garrison City—so nicknamed for the fortified log houses, or garrisons, built by 17th-century settlers—-offering a variety of trail...	NH	3.8 mi	Asphalt, Crushed Stone, Dirt	13 reviews
	Farmington Recreational Rail-Trail The Farmington Recreational Rail-Trail runs for 6 miles between the towns of Rochester and Farmington. The trail parallels the Cocheco River and State Route 11 through a wooded corridor. The trail is...	NH	6 mi	Ballast, Cinder, Dirt, Gravel, Sand	8 reviews
	Fort Hill Recreational Rail Trail Built in the 1910s by the Boston and Maine Railroad (B&M) as part of the Connecticut River Division Main Line, the route introduced daily service to the B&M Fort Hill Branch in the early 1920s to meet...	NH	7 mi	Ballast, Cinder, Dirt, Gravel, Sand	8 reviews
	Goffstown Rail Trail The year 2017 marks 20 years since a rails-to-trails project was first mentioned in the Goffstown Master Plan, and thanks to work by the Friends of the Goffstown Rail Trail and support throughout the...	NH	5.5 mi	Dirt, Grass, Gravel, Sand	13 reviews
	Granite Town Rail-Trail Mile 0.0 - DPW Garage Cross the bridge in the parking area, the trail starts behind the fence, crossing over Great Brook on a old dam. Mile 0.53 - After crossing Union St. you will come to a...	NH	3 mi	Ballast, Cinder, Dirt, Grass, Gravel, Sand	3 reviews
	Haggetts Rail Trail The Haggetts Rail Trail is a short, but sweet unpaved trail located on the periphery of Haggetts Pond, the local reservoir for the nearby town of Andover. Built on part of the former line of the...	MA	2 mi	Crushed Stone	3 reviews
	Head's Pond Trail The Head’s Pond Trail (formerly known as Hooksett Rail Trail) is a 1.9-mile rail-trail that visits two scenic ponds, including the eponymous Head’s Pond, in a woodsy area of Hooksett. The trail’s...	NH	1.75 mi	Gravel	4 reviews
	Hillsborough Recreational Rail Trail Hillsborough Recreational Rail Trail connects three communities in south-central New Hampshire: Hillsborough, Deering, and Bennington. The unpaved trail winds along the Contoocook River through rural...	NH	7.8 mi	Crushed Stone, Dirt	10 reviews
	Lake Winnisquam Scenic Trail Lake Winnisquam is New Hampshire’s fourth largest lake, and taking the Lake Winnisquam Scenic Trail is one of the best ways to experience it. Meaning “pleasant waters,” Lake Winnisquam provides...	NH	1.8 mi	Asphalt	5 reviews
	Londonderry Rail Trail The smooth paved surface of the Londonderry Rail Trail offers a pleasant, tranquil 4.5-mile adventure for trail users in south-central New Hampshire. Its route follows a corridor once used by the...	NH	4.5 mi	Asphalt	11 reviews
	Mascoma River Greenway The Mascoma River Greenway is a planned 4-mile non-motorized pathway through the heart of Lebanon. The trail is envisioned to link West Lebanon to the Northern Rail Trail, which spans more than 50...	NH	2.1 mi	Asphalt, Gravel	2 reviews
	Mason Railroad Trail The Mason Railroad Trail runs for nearly 7 miles from near the New HampshireMassachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...	NH	6.7 mi	Ballast, Gravel, Sand	16 reviews
	Mass Central Rail Trail The Massachusetts Central Railroad was destroyed by a hurricane in 1938, but the 104-mile corridor is being reborn as a cross-state rail-trail. Currently, nearly 40 miles from Boston to Northampton...	MA	38 mi	Asphalt, Cinder, Crushed Stone, Dirt, Gravel	87 reviews
	Mine Falls Park Mine Falls Park in Nashua is a 300-acre-plus urban park with a network of approximately 9.7 miles of a variety of trail types. This forested park offers an extraordinary nature experience in the heart...	NH	9.7 mi	Asphalt, Crushed Stone, Dirt, Grass	10 reviews

Accordion

Monadnock Recreational Rail Trail The Monadnock Recreational Rail Trail is a great example of a repurposed rail route that provides safe commuting opportunities while also allowing trail users to escape into forest environments for...	NH	7.5 mi	Asphalt, Gravel	14 reviews
Nashua River Rail Trail The Nashua River Rail Trail stretches from southern Nashua, New Hampshire, to downtown Ayer, Massachusetts, connecting to the towns of Pepperell and Groton. The trail is built on the former rail...	MA, NH	12.3 mi	Asphalt	139 reviews
New Boston Rail Trail The New Boston Rail Trail follows the former railroad corridor of the same name for 3.9 miles through densely wooded areas in the town of New Boston. The railroad was in operation from 1893 to 1931,...	NH	3.9 mi	Dirt	5 reviews
North Central Pathway The North Central Pathway is envisioned as a trail network connecting points of interest through and between Winchendon and Gardner. Several completed sections of trail make for a lovely ride or walk...	MA	8.9 mi	Asphalt	22 reviews
Northern Rail Trail Spanning 57.6 miles from Lebanon to Boscawen, the Northern Rail Trail is New Hampshire’s longest rail-trail conversion. It weaves through Grafton and Merrimack counties and is less than a 2-hour drive...	NH	57.6 mi	Cinder, Crushed Stone	65 reviews
Old Railroad Trail The Old Railroad, as its name suggests, is a multi-use trail that occupies a former Boston & Maine Railroad corridor. The trail picks up at the northern trailhead of the Common Pathway, a paved...	NH	2.7 mi	Dirt	0 reviews
Rockingham Recreational Rail Trail (Fremont Branch) Crossing through wooded areas and featuring magnificent wetland vistas, the Rockingham Recreational Rail Trail (Fremont Branch) offers an 18.3-mile trail adventure from Epping to Windham. The northern...	NH	18.3 mi	Dirt, Sand	10 reviews
Rockingham Recreational Rail Trail (Portsmouth Branch) The Rockingham Recreational Rail Trail brings at least two superlatives to mind: it’s one of New Hampshire’s longest rail-trails at just more than 28 miles, and it begins in Manchester, the state’s...	NH	28.1 mi	Crushed Stone, Dirt, Grass, Gravel, Sand	48 reviews
Sugar River Trail Visitors to the Sugar River Trail (also known as the Sugar River Recreational Rail Trail) can be forgiven if they lose track of which side of the river they’re traveling. The 9.5-mile trail crosses...	NH	9.5 mi	Ballast, Gravel, Sand	23 reviews
Toonerville Rail-Trail The Toonerville Rail-Trail shadows the Black River for most of its 3.2-mile length in eastern Springfield to the border with New Hampshire across the Connecticut River. The route originally carried an...	VT	3.2 mi	Asphalt	7 reviews
WOW Trail The WOW Trail is named after the three bodies of water that can be seen from this rail-trail: Lake Winnipesaukee, Opechee Bay, and Lake Winnisquam. This picturesque 2.7-mile trail shares a corridor...	NH	2.7 mi	Asphalt	7 reviews
West River Trail The West River Railroad, which once followed its namesake river for 36 miles, began passenger service in the late 1800s as a way to trim the two-day voyage between Brattleboro and South Londonderry to...	VT	16.1 mi	Asphalt, Dirt, Gravel, Sand	9 reviews
Windham Rail Trail The Windham Rail Trail passes through the woodsy periphery of Windham in southern New Hampshire, but it sits in the heart of the future cross-state Granite State Rail Trail. Its connections to the...	NH	4.3 mi	Asphalt	45 reviews
Winnipesaukee River Trail The Winnipesaukee River Trail runs along a rail line that previously connected the paper industry between Franklin and Tilton. Nicknamed the Paper City, Franklin saw the industry boom from the 1900s...	NH	5.1 mi	Asphalt, Crushed Stone, Dirt, Gravel	17 reviews

Derry Rail Trail

NH - 3.6 miles

This exquisitely maintained trail slices through forested areas and wetlands for a wonderful experience in southern New Hampshire. The trail will eventually be part of the Granite State Rail Trail,...

Mass Central Rail Trail

MA - 38 miles

The Massachusetts Central Railroad was destroyed by a hurricane in 1938, but the 104-mile corridor is being reborn as a cross-state rail-trail. Currently, nearly 40 miles from Boston to Northampton...