Canandaigua, NY Cross Country Skiing Trails and Maps

324 Reviews

Looking for the best Cross Country Skiing trails around Canandaigua?

Find the top rated cross country skiing trails in Canandaigua, 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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Activities
Length
Surfaces
Type
20 Results
Activities
Length
Surfaces
Type

Auburn Trail

9.6 mi
State: NY
Crushed Stone

Auburn-Fleming Trail

1.6 mi
State: NY
Ballast, Dirt

Catharine Valley Trail

12.9 mi
State: NY
Asphalt, Crushed Stone

Cato-Fair Haven Trail

14.51 mi
State: NY
Cinder, Dirt

Cayuga-Seneca Canal Trail

5.2 mi
State: NY
Crushed Stone, Dirt, Grass

Charlie Major Nature Trail

1.2 mi
State: NY
Cinder, Dirt

Erie Canalway Trail

291.9 mi
State: NY
Asphalt, Concrete, Crushed Stone

Genesee Riverway Trail

22.8 mi
State: NY
Asphalt, Concrete

Genesee Valley Greenway

68.8 mi
State: NY
Cinder, Dirt, Grass, Gravel

Hojack Trail

4.8 mi
State: NY
Cinder, Crushed Stone, Dirt

Keuka Outlet Trail

6.7 mi
State: NY
Asphalt, Ballast, Dirt, Gravel

Lake Ontario State Parkway Trail

3.3 mi
State: NY
Asphalt, Concrete

Lehigh Valley Trail

16.4 mi
State: NY
Crushed Stone

Lehigh Valley Trail - North Branch

14.5 mi
State: NY
Asphalt, Crushed Stone

Manchester Gateway Trail

1.5 mi
State: NY
Asphalt, Crushed Stone

Ontario Pathways Rail Trail

25.2 mi
State: NY
Cinder, Dirt, Grass, Gravel

Pittsford Trail System (Railroad Loop Trail)

11.4 mi
State: NY
Asphalt, Concrete, Crushed Stone

Rochester, Syracuse and Eastern Trail

4.5 mi
State: NY
Crushed Stone

WAG Trail

9 mi
State: NY
Cinder, Crushed Stone, Dirt, Grass, Gravel
Trail Image Trail Name States Length Surface Rating
There are so many reminders from the heyday of the railroad age on the nearly 10-mile Auburn Trail that visitors might imagine they’re chugging through villages and countryside at the throttle of a...
NY 9.6 mi Crushed Stone
This is a flat 1.6 mile trail through woods, wetlands and farmland connecting Rt. 34 in the Town of Fleming to Dunning Ave. in the City of Auburn. It is an easy walk or bike through a very scenic...
NY 1.6 mi Ballast, Dirt
Enjoy a smooth ride along the Catharine Valley Trail, a well-maintained multiuse pathway that provides a comfortable and shaded biking experience through Upstate New York. High points include entering...
NY 12.9 mi Asphalt, Crushed Stone
The Cato-Fair Haven Trail (a.k.a. Cayuga County Trail) travels a little more than 14 miles through forest, wetland and tree farm.
NY 14.51 mi Cinder, Dirt
The Cayuga-Seneca Canalway Trail is a 5-mile pathway beginning in Waterloo, New York and terminating at Seneca Lake State Park.  The roadbed it uses was constructed by the Seneca County Railway...
NY 5.2 mi Crushed Stone, Dirt, Grass
The Charlie Major Nature Trail follows an abandoned right-of-way that once carried trains along the old Skaneateles Short Line Railroad. The railroad served millworks in the area, including paper...
NY 1.2 mi Cinder, Dirt
When complete, the Erie Canalway Trail will run for 360 miles in upstate New York—from Buffalo in the west to Albany in the east—linking many other communities along the way, including Rochester,...
NY 291.9 mi Asphalt, Concrete, Crushed Stone
By the early 1800s, Rochester had earned the nickname of Flour City because of its numerous mills that allowed the young town to rapidly become the largest flour producer in the United States. The...
NY 22.8 mi Asphalt, Concrete
The Genesee Valley Greenway rolls through towns and countless landscapes from Rochester south to Cuba, New York. The greenway is a work in progress, but there is a long, continuous segment (37 miles)...
NY 68.8 mi Cinder, Dirt, Grass, Gravel
The Groveland Secondary Trail follows a portion of abandoned right-of-way of the old Groveland Branch of the Erie Lackawanna between York and Alexander. The York terminus begins just east of Main...
NY 20 mi Ballast
This pleasant community trail connects suburban residences close to the shore of Lake Ontario with a school, a church and a commercial area in Webster, New York. Near the trail's northwest end, it...
NY 4.8 mi Cinder, Crushed Stone, Dirt
The Keuka Outlet Trail offers a sinuous route of nearly 7 miles between Penn Yan and Dresden in New York’s Finger Lakes region. The rail-trail follows a railroad corridor that traced a former canal...
NY 6.7 mi Asphalt, Ballast, Dirt, Gravel
Travelers on the Lake Ontario State Parkway Trail will enjoy scenic views of wooded areas, surrounding bodies of water and wetlands. The trail parallels the north side of the Parkway, which runs along...
NY 3.3 mi Asphalt, Concrete
Located in the majestic Finger Lakes region, the Lehigh Valley Trail is a well-used gem with a sparkling future. Wandering 16.4 miles through beautiful landscapes and rich greenery, the trail connects...
NY 16.4 mi Crushed Stone
The North Branch of the Lehigh Valley Trail connects the campuses of the University of Rochester and Rochester Institute of Technology. The trail’s northern terminus is where the Erie Canal Heritage...
NY 14.5 mi Asphalt, Crushed Stone
The Manchester Gateway Trail is a scenic route used by walkers and cyclers that follows the Canandaigua Outlet through Manchester. It has also been used for skiing during winter months. The trailhead...
NY 1.5 mi Asphalt, Crushed Stone
The Ontario Pathways Rail Trail is the crown jewel of the trail system managed by the organization for whom it is named in Ontario County, New York. Comprising two disconnected segments, including a...
NY 25.2 mi Cinder, Dirt, Grass, Gravel
The Pittsford Trail System, also called the Railroad Loop Trail, provides access to the Erie Canal, town of Pittsford, and shopping and business district in the quaint New York village. A short...
NY 11.4 mi Asphalt, Concrete, Crushed Stone
The town of Perinton, New York, has been hard at work improving the Rochester, Syracuse and Eastern Trail, and it shows. Since 1996, when the American Hiking Society designated Perinton as a Trail...
NY 4.5 mi Crushed Stone
The WAG Trail snakes for 9 miles along the upper Genessee River. The trail follows the route of what was once a shortline operation called the Wellsville, Addison & Galeton (WAG) Railroad. Though the...
NY 9 mi Cinder, Crushed Stone, Dirt, Grass, Gravel

Now, More Than Ever, Trails Matter!

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Trails by activity

Lake Ontario State Parkway Trail

NY - 3.3 miles

Travelers on the Lake Ontario State Parkway Trail will enjoy scenic views of wooded areas, surrounding bodies of water and wetlands. The trail parallels the north side of the Parkway, which runs along...

Manchester Gateway Trail

NY - 1.5 miles

The Manchester Gateway Trail is a scenic route used by walkers and cyclers that follows the Canandaigua Outlet through Manchester. It has also been used for skiing during winter months. The trailhead...

Keuka Outlet Trail

NY - 6.7 miles

The Keuka Outlet Trail offers a sinuous route of nearly 7 miles between Penn Yan and Dresden in New York’s Finger Lakes region. The rail-trail follows a railroad corridor that traced a former canal...

Genesee Riverway Trail

NY - 22.8 miles

By the early 1800s, Rochester had earned the nickname of Flour City because of its numerous mills that allowed the young town to rapidly become the largest flour producer in the United States. The...

Accordion

Cayuga-Seneca Canal Trail

NY - 5.2 miles

The Cayuga-Seneca Canalway Trail is a 5-mile pathway beginning in Waterloo, New York and terminating at Seneca Lake State Park.  The roadbed it uses was constructed by the Seneca County Railway...

Lehigh Valley Trail - North Branch

NY - 14.5 miles

The North Branch of the Lehigh Valley Trail connects the campuses of the University of Rochester and Rochester Institute of Technology. The trail’s northern terminus is where the Erie Canal Heritage...

Catharine Valley Trail

NY - 12.9 miles

Enjoy a smooth ride along the Catharine Valley Trail, a well-maintained multiuse pathway that provides a comfortable and shaded biking experience through Upstate New York. High points include entering...

Pittsford Trail System (Railroad Loop Trail)

NY - 11.4 miles

The Pittsford Trail System, also called the Railroad Loop Trail, provides access to the Erie Canal, town of Pittsford, and shopping and business district in the quaint New York village. A short...

Erie Canalway Trail

NY - 291.9 miles

When complete, the Erie Canalway Trail will run for 360 miles in upstate New York—from Buffalo in the west to Albany in the east—linking many other communities along the way, including Rochester,...

Ontario Pathways Rail Trail

NY - 25.2 miles

The Ontario Pathways Rail Trail is the crown jewel of the trail system managed by the organization for whom it is named in Ontario County, New York. Comprising two disconnected segments, including a...

WAG Trail

NY - 9 miles

The WAG Trail snakes for 9 miles along the upper Genessee River. The trail follows the route of what was once a shortline operation called the Wellsville, Addison & Galeton (WAG) Railroad. Though the...

Lehigh Valley Trail

NY - 16.4 miles

Located in the majestic Finger Lakes region, the Lehigh Valley Trail is a well-used gem with a sparkling future. Wandering 16.4 miles through beautiful landscapes and rich greenery, the trail connects...

Pittsford Trail System (Railroad Loop Trail)

NY - 11.4 miles

The Pittsford Trail System, also called the Railroad Loop Trail, provides access to the Erie Canal, town of Pittsford, and shopping and business district in the quaint New York village. A short...

Accordion

Erie Canalway Trail

NY - 291.9 miles

When complete, the Erie Canalway Trail will run for 360 miles in upstate New York—from Buffalo in the west to Albany in the east—linking many other communities along the way, including Rochester,...

Rochester, Syracuse and Eastern Trail

NY - 4.5 miles

The town of Perinton, New York, has been hard at work improving the Rochester, Syracuse and Eastern Trail, and it shows. Since 1996, when the American Hiking Society designated Perinton as a Trail...

Charlie Major Nature Trail

NY - 1.2 miles

The Charlie Major Nature Trail follows an abandoned right-of-way that once carried trains along the old Skaneateles Short Line Railroad. The railroad served millworks in the area, including paper...

Hojack Trail

NY - 4.8 miles

This pleasant community trail connects suburban residences close to the shore of Lake Ontario with a school, a church and a commercial area in Webster, New York. Near the trail's northwest end, it...

Groveland Secondary Trail (York to Alexander)

NY - 20 miles

The Groveland Secondary Trail follows a portion of abandoned right-of-way of the old Groveland Branch of the Erie Lackawanna between York and Alexander. The York terminus begins just east of Main...

Auburn Trail

NY - 9.6 miles

There are so many reminders from the heyday of the railroad age on the nearly 10-mile Auburn Trail that visitors might imagine they’re chugging through villages and countryside at the throttle of a...

Keuka Outlet Trail

NY - 6.7 miles

The Keuka Outlet Trail offers a sinuous route of nearly 7 miles between Penn Yan and Dresden in New York’s Finger Lakes region. The rail-trail follows a railroad corridor that traced a former canal...

Genesee Riverway Trail

NY - 22.8 miles

By the early 1800s, Rochester had earned the nickname of Flour City because of its numerous mills that allowed the young town to rapidly become the largest flour producer in the United States. The...

Cayuga-Seneca Canal Trail

NY - 5.2 miles

The Cayuga-Seneca Canalway Trail is a 5-mile pathway beginning in Waterloo, New York and terminating at Seneca Lake State Park.  The roadbed it uses was constructed by the Seneca County Railway...

Lake Ontario State Parkway Trail

NY - 3.3 miles

Travelers on the Lake Ontario State Parkway Trail will enjoy scenic views of wooded areas, surrounding bodies of water and wetlands. The trail parallels the north side of the Parkway, which runs along...

Manchester Gateway Trail

NY - 1.5 miles

The Manchester Gateway Trail is a scenic route used by walkers and cyclers that follows the Canandaigua Outlet through Manchester. It has also been used for skiing during winter months. The trailhead...

Cato-Fair Haven Trail

NY - 14.51 miles

The Cato-Fair Haven Trail (a.k.a. Cayuga County Trail) travels a little more than 14 miles through forest, wetland and tree farm.

Lehigh Valley Trail - North Branch

NY - 14.5 miles

The North Branch of the Lehigh Valley Trail connects the campuses of the University of Rochester and Rochester Institute of Technology. The trail’s northern terminus is where the Erie Canal Heritage...

Genesee Valley Greenway

NY - 68.8 miles

The Genesee Valley Greenway rolls through towns and countless landscapes from Rochester south to Cuba, New York. The greenway is a work in progress, but there is a long, continuous segment (37 miles)...

Catharine Valley Trail

NY - 12.9 miles

Enjoy a smooth ride along the Catharine Valley Trail, a well-maintained multiuse pathway that provides a comfortable and shaded biking experience through Upstate New York. High points include entering...

Auburn-Fleming Trail

NY - 1.6 miles

This is a flat 1.6 mile trail through woods, wetlands and farmland connecting Rt. 34 in the Town of Fleming to Dunning Ave. in the City of Auburn. It is an easy walk or bike through a very scenic...

Catharine Valley Trail

NY - 12.9 miles

Enjoy a smooth ride along the Catharine Valley Trail, a well-maintained multiuse pathway that provides a comfortable and shaded biking experience through Upstate New York. High points include entering...

Hojack Trail

NY - 4.8 miles

This pleasant community trail connects suburban residences close to the shore of Lake Ontario with a school, a church and a commercial area in Webster, New York. Near the trail's northwest end, it...

Rochester, Syracuse and Eastern Trail

NY - 4.5 miles

The town of Perinton, New York, has been hard at work improving the Rochester, Syracuse and Eastern Trail, and it shows. Since 1996, when the American Hiking Society designated Perinton as a Trail...

Charlie Major Nature Trail

NY - 1.2 miles

The Charlie Major Nature Trail follows an abandoned right-of-way that once carried trains along the old Skaneateles Short Line Railroad. The railroad served millworks in the area, including paper...

Accordion

Ontario Pathways Rail Trail

NY - 25.2 miles

The Ontario Pathways Rail Trail is the crown jewel of the trail system managed by the organization for whom it is named in Ontario County, New York. Comprising two disconnected segments, including a...

Keuka Outlet Trail

NY - 6.7 miles

The Keuka Outlet Trail offers a sinuous route of nearly 7 miles between Penn Yan and Dresden in New York’s Finger Lakes region. The rail-trail follows a railroad corridor that traced a former canal...

Genesee Valley Greenway

NY - 68.8 miles

The Genesee Valley Greenway rolls through towns and countless landscapes from Rochester south to Cuba, New York. The greenway is a work in progress, but there is a long, continuous segment (37 miles)...

WAG Trail

NY - 9 miles

The WAG Trail snakes for 9 miles along the upper Genessee River. The trail follows the route of what was once a shortline operation called the Wellsville, Addison & Galeton (WAG) Railroad. Though the...

Lehigh Valley Trail

NY - 16.4 miles

Located in the majestic Finger Lakes region, the Lehigh Valley Trail is a well-used gem with a sparkling future. Wandering 16.4 miles through beautiful landscapes and rich greenery, the trail connects...

Auburn Trail

NY - 9.6 miles

There are so many reminders from the heyday of the railroad age on the nearly 10-mile Auburn Trail that visitors might imagine they’re chugging through villages and countryside at the throttle of a...

Lake Ontario State Parkway Trail

NY - 3.3 miles

Travelers on the Lake Ontario State Parkway Trail will enjoy scenic views of wooded areas, surrounding bodies of water and wetlands. The trail parallels the north side of the Parkway, which runs along...

Erie Canalway Trail

NY - 291.9 miles

When complete, the Erie Canalway Trail will run for 360 miles in upstate New York—from Buffalo in the west to Albany in the east—linking many other communities along the way, including Rochester,...

Lehigh Valley Trail - North Branch

NY - 14.5 miles

The North Branch of the Lehigh Valley Trail connects the campuses of the University of Rochester and Rochester Institute of Technology. The trail’s northern terminus is where the Erie Canal Heritage...

Cato-Fair Haven Trail

NY - 14.51 miles

The Cato-Fair Haven Trail (a.k.a. Cayuga County Trail) travels a little more than 14 miles through forest, wetland and tree farm.

Cayuga-Seneca Canal Trail

NY - 5.2 miles

The Cayuga-Seneca Canalway Trail is a 5-mile pathway beginning in Waterloo, New York and terminating at Seneca Lake State Park.  The roadbed it uses was constructed by the Seneca County Railway...

Auburn-Fleming Trail

NY - 1.6 miles

This is a flat 1.6 mile trail through woods, wetlands and farmland connecting Rt. 34 in the Town of Fleming to Dunning Ave. in the City of Auburn. It is an easy walk or bike through a very scenic...

Pittsford Trail System (Railroad Loop Trail)

NY - 11.4 miles

The Pittsford Trail System, also called the Railroad Loop Trail, provides access to the Erie Canal, town of Pittsford, and shopping and business district in the quaint New York village. A short...

Manchester Gateway Trail

NY - 1.5 miles

The Manchester Gateway Trail is a scenic route used by walkers and cyclers that follows the Canandaigua Outlet through Manchester. It has also been used for skiing during winter months. The trailhead...

Genesee Riverway Trail

NY - 22.8 miles

By the early 1800s, Rochester had earned the nickname of Flour City because of its numerous mills that allowed the young town to rapidly become the largest flour producer in the United States. The...

Groveland Secondary Trail (York to Alexander)

NY - 20 miles

The Groveland Secondary Trail follows a portion of abandoned right-of-way of the old Groveland Branch of the Erie Lackawanna between York and Alexander. The York terminus begins just east of Main...

Recent Trail Reviews

Ontario Pathways Rail Trail

Great Trail For Walking But Needs Benches

September, 2020 by baqzp7dgsw

My husband and I hiked this from Stanley to Canandaigua and just loved it. Mind you, it’s September and the manure smell wasn’t bad at all at this time of year. We have been walking a trail a day to raise $ for a charity and are up to 9 rail trails so far and over 144 miles to date. This was by far the easiest and kindest to our feet! Lots of soft, well maintained grass and also mossy areas in shadier places. Again, this was from Stanley to Canandaigua. I’d listen to other reviewers for the Phelps side of the trail. BTW, the Stanley to Canandaigua side has the delightful Pooh Corner signs, at least 12 or more! It could use more benches...there is only one.

Ontario Pathways Rail Trail

Definitely mountain bike material

September, 2020 by ddylla

Ontario Pathways is mostly single track and grass with occasional spots with gravel and stone dust. It is well maintained in terms of mowing and trimming back trees but would definitely suggest using a mountain bike if cycling on either leg of this trail. The trail goes through rural forested areas and pretty farmland. Canandaigua on the west terminus offers the only services on the route.

Genesee Valley Greenway

Riding near Letchworth SP

September, 2020 by jimblackjim7

Tried riding the section identified as Trail #7 in the southern section of the park. Probably OK for mountain biking, but not typical rail-Trail. Better luck at the north end at Mount Morris. You can park right at the west side of the river or a little further south in town is a nice access with parking. We rode several miles south from Mount Morris and found it to be a nice easy ride. Mostly packed gravel with some dirt.

Accordion

Catharine Valley Trail

Good trail

September, 2020 by crmorgan1

Nice smooth trail. Park in marina area at Seneca Lake and follow signs. We might have missed a sign and ended up at Fairground road. Turn left and trail was about 100 yards away. Loved it.

Black Diamond Trail

Awesome trail

September, 2020 by crmorgan1

If this trail was any more smooth it would be concrete. Northern most point has awesome waterfall and southern most connects with a waterfront paved trail which u shouldn't miss.

Erie Canalway Trail

Amsterdam area

September, 2020 by edpepper99

Trail near Amsterdam is pretty scenic and has potential to be really nice, however, the trail both East and West of Amsterdam was very bumpy in spots with many tree roots pushing thru the old pavement. Some sections need to be repaved.

Keuka Outlet Trail

great novice cycle trail

September, 2020 by gohbec

Rode my hybrid cruiser along half the trail from Penn Yan to Seneca Mill Falls. It was overcast, threatening to rain just before sunset or otherwise would have gone further. It’s true that riding East is much easier that West. The smell of manure and sewer were a little strong for a short distance but the cliffs and the stream were beautiful. Will try it again from the eastern side soon.

Keuka Outlet Trail

What a GEM!

August, 2020 by mattdean

My 11 year year old daughter and I tackled this trail in late August. We had a blast. Effortless traveling from West to East. Surprisingly easy headed back West. The group that maintains this path deserves high praise. Best ride I have found in WNY for history, scenery and ease!

Cayuga-Seneca Canal Trail

Beautiful and majestic.. thats all i have to say

August, 2020 by bant4517

I parked on the eastern terminus of the trail in Waterloo. It's very beautiful with the canal on my right and the country on my left. The garden halfway through is so beautiful that I can't put it into words.It's a great trail for those who have hybrid trails. There's not many road crossings which makes it a great trail as well. Totally do it again.

Cayuga-Seneca Canal Trail

Great ride..we ride recumbent trikes and had no problem with the width of trail...even in the switchbacks going under the highway into state park.

August, 2020 by joylenemb42

Great ride..we ride recumbent trikes and had no problem with the width of trail...even in the switchbacks going under the highway into state park.

Catharine Valley Trail

Bike Trail

August, 2020 by halesm

Trail was nice, but needed more signage in Montour Falls to get back on the trail.. Started at Watkins and rode to the domes. It is a steady climb almost all the way. I would recommend starting at the domes and going into Watkins, that way it is an easier ride. Nice to ride in the shade!!

Catharine Valley Trail

august 9 2020

August, 2020 by pdmtioga

Nice trail, well maintained and peacefull. Parked a vehicle on the Huck Finn Rd. Traveled to Watkins Glenn (Clute Park) you can also park at the High School. The trail overall needs more signs. The trail once you leave Montour Falls, its an incline most of the trail to our end point. Suggest riding from Huck Finn Rd to Watkins, or ride from Watkins and decide when to ride back.

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