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The Cheshire Rail Trail connects Fitzwilliam, Troy, Keene, Westmoreland and Walpole. The 42.4-mile trail has a mostly gravel and dirt surface.
The rail-trail plays host to a variety of uses, including mountain biking and horseback riding, and in winter, cross-country skiing and snowshoeing are permitted. Note that the entire route may also be used by snowmobilers, who help maintain the trail.
About the Route
At its northern end, the trail begins by the intersection of Main St/State Route 12 and Whitcomb Rd in Walpole. Most of the trail between Walpole and Keene is surfaced with hard-packed gravel. Cyclists should use a mountain bike; however, a small stretch between SR 9 and the center of Keene is paved and can accommodate wheelchairs.
Those who persevere along this part of the trail will be rewarded with abundant scenery, including wooded landscapes and natural rock walls; however, trail use is sparse until Keene, and there is little to draw users off the trail. Note also the challenging terrain prior to Keene, including large rocks, flooding, and erosion; turns in the trail that can be challenging to spot; and several steep inclines. After crossing SR 9, a short paved segment goes into Keene, host to Keene State College and Antioch University.
The town is also the meeting point for three other trails, including the Jonathan Daniels Trail, located one block north along Island Street; the Appel Way Trail, which meets up with the Jonathan Daniels Trail and begins just east of Keene High School; and the Ashuelot Recreational Rail Trail, which connects to the Cheshire Rail Trail at Emerald and Ralston Streets and stretches southwest to Hinsdale.
Heading south, the trail offers a much smoother and less-challenging experience for trail users than the northern portion as it continues just under 19 miles to Fitzwilliam. This portion of the trail feels more removed from town, and the mostly gravel surface is suitable for hybrid bikes.
Passing the Marlboro Street trailhead in Keene (there is a small parking area there), the trail heads up a short, steep dirt hill and crosses a quaint stone arch bridge before crossing the Ashuelot River. In about 9 miles, it reaches Troy, where there are a few restaurants, some railroad relics, and an old train depot that has been refurbished into a museum.
Continuing southeast, the trail passes through the town of Fitzwilliam, where an old railroad depot is undergoing renovation. The route then becomes relatively remote, officially ending in the outskirts of Fitzwilliam at the New Hampshire/Massachusetts border. Note that the most convenient southern terminus for bikers and hikers is at the trailhead at State Line Circle and SR 12, as the section of trail east of SR 12 is prone to flooding in the rainy season.
Connections
In Keene, the trail connects to the Jonathan Daniels Trail, the Appel Way Trail and the Ashuelot Recreational Rail Trail.
Trail History
Initially settled in the 1730s, Keene developed a reputation as a manufacturing center in the mid-1800s when it served as a meeting point for three railroads: the Manchester & Keene Railroad, the Ashuelot Railroad, and the Cheshire Railroad. After the decline of the railroads in the 20th century, both the Ashuelot Railroad and Cheshire Railroad were transformed into rail-trails. Today, Keene is sustained by the tourism, insurance, and education industries.
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 continuously through connections made in 2017 between the two sections and the former 1-mile Industrial Heritage Trail in Keene.
The Cheshire Rail Trail runs between Main St/SR 12 (Walpole) and the NH–MA state line (Fitzwilliam).
Parking is available at:
These are not official addresses, please visit the TrailLink map for all parking options and detailed directions.
My wife and I are both injured(fortunately not serious) after both of us thrown off our bikes simultaneously on a small poorly surfaced wooden bridge just north of Keene NH. The wooden boards were uneven and some rotted causing our bikes to wedge in a step-off causing us both to fall off our bikes. The trail had several road crossings just outside of the town of Keene which are very dangerous. There are tiny stop sign markings on the trail and no large or blinking light warnings on the crossing roads which have poor visibility in both directions due to curving of the road. I would not recommend this trail for transient travelers trying a new RT on vacation. This is for locals only who know the trail well in my opinion.
Cheshire Trail South. Rode north from State Line Circle toward Kenne. We are experienced road cyclists, now riding gravel bikes. We are looking for reasonably surfaced longer trails and hoped this would be one of them. Sadly, we found this trail to be rocky, rutted, with lots of roots, and uncleared blowdown. The vigilance required to remain upright made it difficult to enjoy the beauty all around. The suddenly occurring steep inclines to roads seemed borderline dangerous. If we lived closer it would be a great trail to walk with the dogs
Wonderful! the section north of Keene is just great. I admit there are a very few spots that are a little rough or a little wet but for 99% of it, anyone with even limited experience will enjoy it. I would not recommend this trail for a road bike although there are sections that are smooth enough for one. The only part that was a little concerning was near the landfill just north of Keene but that was only 2 tenths of a mile long and if concerned, you could easily walk your bike through that area. But honestly, the entire trail was great with several spots offering spectacular views. The surface is mixed depending on the area, some areas had grass while others were course sand. There were a couple rocky areas but those spots are few and very short.
Went from the southern end at State Line Circle to Rockwood pond. Once you go past the Fitzwilliam Fire Department/Fitzwilliam Station it starts to get a little rough through and past Royalston Road and Richmond Road with steep hills at each road crossing and pretty much unmaintained trail. Then it smooths out up to Rockwood Pond. Rockwood pond is a very nice stretch with great views of Monadnock to the east. Great trail that needs a little work. Very manageable with a mountain/fat tire bike. Wouldn't try it with a street bike. Most enjoyable trail.
We biked this trail from the Troy NH train depot north. My husband has a gravel bike and I have a hybrid. We are experienced cyclists. From Troy north to Keene the trail is very rocky and has not been maintained at all we would say. The Stone Arch Bridge that is often proposed to be quite beautiful has TWO OPEN manholes! No covers at all and one of them drops to about 8 feet deep. These are not noticeable until you are right on top of them. The deepest one at some point had an orange cone to mark it, but that has been pushed/fallen in.From the southern parts of Keene to the northern parts the trail is very nice, gravel, paved, well marked. North of Keene the trail is overgrown only 2" wide and at points under water. Signage was found fallen and on the ground, trail map holders were empty and untended. We do not recommend this trail.
This is a great trail that I’m on most days.
Beautiful section in terms of scenery and access to lakes and ponds. The surface can be challenging. Today, with fairly dry conditions, it could be negotiated with hybrid bikes.
I rode from near the Massachusetts state line and Rt. 12 north to Keene, NH on 10/01/2022 using a cyclocross bike with mid-width knobby trail-riding tires. The conditions were very good in general but, in the portion where it reduces to a single track in width you often needed to dodge rocks sticking up in the path. The portion of this trail with several deep cuts through the rock hills are quite a memorable sight to see. Take care crossing the stone arch bridge because there are no guardrails. Overall this was an enjoyable trail to ride.
I recently rode my hybrid from the Stone Arch Bridge to the Troy Depot and back, and found the trail to be in reasonably good shape along that stretch. I parked right on 101 in the open turn off and my car was undisturbed for the couple hours I was out. The trail southbound is the slight incline, as I was going a few mph faster on the way back. The trail does narrow down to a single track in the middle of that stretch as I feel it does not get enough use to keep the weeds at bay, and a few fallen trees meant stopping to lift the bike over. Overall, quite pleasant, and Troy is a lovely little town.
We parked in Keen at the Cheshire Trail Parking spot and went north to Walpole. Nice trail, unpaved but well-packed earth and shade. We have 2 electric bikes, so 2 steep inclines were not a problem. Unfortunately, after about 10 minutes we run into a closed section. Not sure when it will reopen - we saw no signs of work. We turned and went south to Keene, and in the center of Keene we followed signs for a bike trail which led us to Ashuelot River trail. It has several pretty bridges over roads, about a mile of paved section, and once it leaves Keene it is unpaved, but still has good surface and shade.
In Keene you can also go to southern section of Cheshire rail trail, but it is not easy to find, so use Google Maps on your phone to be sure.
Parked at the old train depot in Troy and rode South to the end at the Mass border and back. The trail is not paved, not groomed but that’s part of what makes it fun. Riding through the woods, along a stream, crossing a wetlands with high bush blueberry bushes loaded with fruit and on the way back jumping in a clear water pond to cool off, with a view of Monadnock …perfect day! Oh, and we saw one runner and two people picking those berries…a very memorable and delightful day on the trail.
Encountered a closure north from Hurricane Rd. Not sure how far, but sign says until the end of June. Unfortunately my favorite section!
Went from Keene to Troy Depot, passable, but very rocky, muddy and barely passable with a hybrid bike. Finding the trail out of Keene wasn't obvious - finding and following the blue diamonds on the trees helped. Crossing rte 101 is pretty dangerous. Toward Troy, there's a lot of what appears to be snowmobile trail maintenance going on making the trail difficult for biking, again dislodged rocks and lots of mud. Left Troy going to Fitzwilliam and the trail became unpassable with my wife's hybrid and difficult on my mountain e-bike. Big time wash-out on the trail that goes on forever. I recommend staying away from it at least this time of the year unless you like this kind of mountain biking...
Once we got to the Sanitation site north of Keene the trail wasn't more then a goat trail. Muddy, rocky narrow, and not very much fun. We turned around. Maybe it would be better from Walpole south.
This trail is a lot of fun! Mountain bike is the best! Lots of railroad stuff to see!!!
I have hiked and rode horseback on the Cheshire rail trail needs to be welcome signs for hose trailers somewhere!
Parked at the Troy depot heading south toward Fitzwilliam and encountered a huge deep puddle a short distance away, there was no way around it and I had to turn around. It had been really dry, surprised to see a puddle
I just went to Black Jack Crossing road. There is no parking. Where is someone parking a horse trailer to get on this side of the trail?
We started in Walpole at Blackjack Crossing. First few miles were tough! But the remaining 12 miles into Keene were great. Some great views and remnants of the railroad. Some beautiful cuts in the stone. Highly recommend!
I rode the northern section today. Actually started near the Walpole bridge and rode some other snowmobile trails and some side roads to the junction with the rail trail, then on to Keene. Saw no one until I reached the dump. Trail was a lot of fun, but in much better shape south of the dump then to the north. Very slow grade, north of the dump it was great in places and pretty bumpy in others. I rode a basic mountain bike and had no trouble. Heard there was a bad section somewhere but never encountered anything that was really unrideable except one bad embankment. Trail was also easier to follow and more obvious the further south you went, multiple snowmobile crossings further north. This was the first time I tried this sort of thing and I had a very good time. I enjoyed the terrain and seeing where the remnants of the old line.
Started at Depot Rd. in Westmoreland . Trail in fair condition. Some soft spots, some puddles and sticks but averaged 8 mph. For mile or two before Keene Transfer station trail in poor shape. Here it is like riding on bad, uneven cobblestones. Speed 4 mph (too fast for this bouncy ride). From Transfer station heading east trail in good to excellent condition. Ave speed around 14 mph. Trail for entire journey is gentle in slope in an area of wildly varying topography. Very impressive achievement for the people that built this many years ago. My bike has tires of 1.75" wide. This is bare minimum width for Transfer Station to west. Plenty wide for Transfer station to east.
We rode much of the trail on a tour from the MA/NH line area north of Winchendon, MA to Keene, NH. It's a beautiful, relatively flat route with some great views though high water source areas, ponds and some views of Mt Manodnock then descends along the river into Keene. We were on semi-loaded touring bikes, so jumped off on roads when they paralleled the trail since the surface is a little bumpy. Hybrid or MTB's (as recommend) would be more comfortable, but for those on touring bikes, the direct route through some road less areas is well worth it.
Started in Fitzwilliam near MA border and road to Keene and back. Used a road bike with 25mm wheels. If you are comfortable riding dirt/gravel on a road bike the trail is quite easy to ride. Some sections were muddy despite not raining recently. I imagine those sections would be more technical after a rainstorm.
Rode this trail heading northwest from downtown Keene.This trail is fantastic when in the center of town. As soon as you cross Hurricane rd., however, the trail surface degrades, becoming sandy and eventually very rocky around the landfill, where we turned back. I was riding a gravel bike with 38 inch tires, but it's pretty clear that this trail is mountain bike only unless you want to walk your bike through a number of very rocky sections.
I started at the southern portion of the trail. I rode a gravel road / light touring bike (Specialized Sequoia) and it was fine but in hindsight I would have done a bit better with the FatBoy. There was a fair amount of sand in the first portion of the trail. I encountered some decent sized muddy sections but nothing crazy. The variety of scenery is great and the trail is very quiet. I encountered about 3 other bikes and a couple of people walking. I wouldn't do this trail if there's been significant rain in the past few days because of the pooling that I saw in some of the sections flanked by rock walls. And I rode in July and was flanked by large flies seemingly at all times. But given the challenge and scenery it's worth it!
Rode from the start near Keene ice north to Hwy 12. All paved until you cross Rt. 9 where it turns to hardpack. nice ride through golf course. Gets a bit rough north of Hurricane road. eventually started dropping to singletrack in places; just past huge former landfill just before Hwy 12 it got too wet to continue (early May). Gentle ~1% grade. This ride was good on my gravel bike. Mountain would be ideal but not necessary. Saw a few on fat bikes- overkill, but do not know whats north of 12. Moderate use on a Saturday afternoon closer to the city, including one horse.
Clear sunny day in May. Excellent conditions with sunshine and a gentle breeze to keep away the bugs. No ticks encountered. Walked 3.5 miles from the Blackjack Crossing trailhead.
Trail is in great shape although the first .25 mile (going north to the very end from the parking area at the end of Blackjack Crossing) is overgrown and a bit muddy. The first .25 mile stretch going south is the same, but then the surface is very good with crushed rock. There are muddy spots as you pass through the deep cut areas, but other wise, excellent. We walked but mountain bikes would fare very well. Road bikes NOT recommended.
Went from the southern end of the trail on the MA border to Troy. The trail seems to be in better shape than some of the other reviewers experienced. There are some roots, loose gravel, rocks, but nothing that any decent mountain bike can't handle. I wouldn't take a hybrid on this trail and forget about a street bike. The view of Monadnock from the Rockwood Pond was stunning and like a postcard with the changing color of the leaves. As far as finding the trail head, that one is easy. Set your GPS to McCallister Road, Fitzwilliam and you can't miss it. You can see the gate and a sign that directs you to the start of the trail. I will continue on the trail from Troy and write a second review.
Biked Cheshire and Ashuelot late Sept 2017. Parts were in good, not great condition, some mud, rocks, narrow grassy trail. huge mud puddle about 9 miles into Cheshire trail. Its Access point at NH-MA line impossible to find. Had to go to Keene to find trails.
This portion of the trail is well maintained and is a pleasure to ride. The slightly (2% grade) uphill run north was of benefit for the obviously downhill ride back to State Line - a ride of just over 20 miles.
This portion of the Cheshire is of interest historically, because it is over this railroad that Henry David Thoreau and companions (as well as R.W. Emerson and many other Concord, Ma residents) used to reach their beloved Mt. Monadnock. Thoreau traveled the rails in 1952, 1858, and in 1860. And the Troy Depot, now a historical museum, is a delight. Call ahead for an appointment.
We were unable to ride on the Ashuelot Trail so we picked up the trail from Keene And headed north ... we were able to do a 10 mile round trip shaded and scenic
I took a touring bike, and I was glad for my 48cm tires. The section near Keene was smooth, but a few sectionS were sandy, muddy or rocky, high curb cuts at road crossings, aND eroded road, in one section. I didn't encounteranyone for miles. As a solo woman, im always wary, but pepole were friendly, but respectful, and I felt safe.
Picked up the trail from Troy to Keene which was mostly downhill and ended in a neighborhood. If you have google on your phone, you can bike to the center of town where all the shops and eateries are. From where the trail ended, it was a few miles to town. The entire route was unpaved and very rough. I highly recommend a mountain bike but it is doable on a hybrid. It's all uphill on the return to troy. Great work out! :)
We rode from Fitzwilliam to Troy, NH. I used a hybrid bike and it was a bit challenging on this trail. I'd highly recommend a mountain bike because the trail is rough with large rocks, soft sand and muddy in spots. This section is not paved. It's wooded, passes a pond and marshes and if you like to a little challenge, this path is for you.
I do not recommend this for small children or beginners.
I didn't do the entire rail trail. We started at Fitzwilliam and end at Troy. I would recommend a mountain bike but a hybrid would get by because it is not paved. There were sections that had loose gravel, soft sand and large rocks on the path but worth the views the woods, ponds and old decommissioned train stations. Inside Troy Depot had some antique furniture and equipment that you look through the window. It was like time had stop at the old depot.
I would highly recommend older children or adults to ride this trail. It would be too rough for little kids under 13 years old.
From the Rte 12 state line south end to Troy is about 12.5 miles. Roadbed conditions vary wildly, from relatively hard pack dirt to rocky fire road to muddy, narrow path (with some soft here and there). Still, an enjoyable ride (saw a porcupine and two deer today).
I also came across a caravan of ATV riders, to whom I gave a wide berth and a respectful nod. They aren't supposed to be there (I think), but I wasn't about to tell them.
I'm looking forward to the Troy-to-Keene leg of this, which I have not done yet.
We love riding the sleds from Rindge / Pearly Pond to Troy for chinese food at Dragon Palace!
Actually I found this trail connects all the way down to Gardner, MA. by the Pearly Brook Reservoir (gate on Green Street entrance). The trail goes by Pearly and then crosses route 140. The trail is then paved along route 140 and then turns into unpaved rail bed. At the 140/12 junction you can re-enter the trail behind the liquor store and make you way the 202/12 junction where the trail is now paved. You follow the paved trail to the end then take a right onto a residential road (Elm Street) and then take the first left (Pond Street) which brings you across the street from a RiteAid. Ride through the RiteAid parking lot and past a bunch of old factories and across Jackson Ave and onto Lincoln St. You will find an entrance back onto the rail bed on the left. This rail bed will get you onto the Cheshire trail and you can get up to Keene. This is a really nice ride.
Rode this trail from Gardner SF to Troy, NH. It's a little hard finding the trail in downtown Winchendon, but once I found the trail again it was pretty consistent. The Winchendon trail is paved from the route 202/12 junction and runs into downtown,take a right then a left into the RiteAid parking lot. From there you go through the parking lot and stay straight. You then take a left then another right. After that you will see a trail entrance and will be on your wy again
I live in Fitzwilliam, so I thought I would provide a current status on this trail.
It is too bad that this rail trail is in such sad shape as this would be one of the premier trails in the state. Much of the section in Fitzwilliam is very remote and passes bogs, marsh and ponds. Very scenic, but the trail surface leaves much to be desired.
There is a place to leave a car at the beginning of the trail at the state line. There used to be a station located here, called State Line, of course. Look for a side road off Rt 12 on the west side just after entering NH. The trail heads off across the marsh.
The first section of this trail is fair, at best. It is very sandy in sections and not suitable for bikes with road tires. Also, the trail gets chewed up a bit from the snowmobiles and ATVs (which are not allowed, but that doesn't deter them).
After the first long section along the marsh and through the woods the rail trail crosses Templeton Turnpike (dirt road) and follows that road up along a brook. If the trail is in sad shape, take the road as it goes in the same general direction until the intersection with Number 4 Road at Stone pond. Templeton Turnpike becomes pavement here (well, sort of, it is also in sad shape).
The section along the marsh here is sometimes under water due to beaver activity.
The rail trail eventually crosses a paved road (Collins Pond Road) and passes Collins Pond. There used to be a nice rock cut and bridge here, but it was filled in long ago (sad). The section of trail along the pond and into Fitzwilliam Depot can be wet. There are also large rocks in the trail here and some left over ballast from the rail days just before the depot.
The train depot in Fitzwilliam has recently be renovated, but there is not much inside at the current time. The depot store is now closed. They also did not allow parking at the store and there is little parking at the depot due to the fire station next door.
After the depot the trail heads towards Troy. It crosses Rt 119 at another nice rock cut that was filled in (sad again). The trail is generally uphill to Rhododendron Road where it begins to descend into Troy. There are a couple of muddy sections but in general the trail is hard packed dirt with little sand. There is another rock cut where the trail passes under some power lines. There is also a large mud puddle which never seems to dry out just before Rhododendron Road.
As you enter the Troy depot, watch for glass, especially through the cut under Rt 12. The Troy Depot would be an interesting visit, but I have never passed there when it was open. You can look in the windows and see some of the historical railroad artifacts.
Also, for some reason, the town of Troy has "No Parking" signs in the area. I never understood why as there is nothing in the area and there is a large area where parking would not be a problem. There is a nice sandwich shop off the square. I am sure the businesses in the area would enjoy customers.
Troy and Fitzwilliam are constantly complaining about no business and taxes, yet they seem to go out of their way to discourage visitors. The Cheshire Line continues into Massachusetts where there are long sections of paved trail. There are always cars parked at the trail heads in that area. The NH section could be just as busy by improving the surface and providing some parking facilities. Sad that this resource is underused.
Swanzey and Keene are making a real effort to improve their trails. Maybe someday the towns on the south end will get there act together. Until then, this section of trail is probably best for mountain or cross bikes.
I rode this trail on Tuesday, Sept. 11. I had difficulty finding the trail head at the state line. When I finally did. a neighbor said it was in rough shape and was mainly used by snowmobilers. In Fitzwilliam, I got some information at the police station. The chief said it was rideable and it was about 18 miles to Keene. My wife when on to Keene to wait for me. After a few miles of very rough riding, I wished I had my mountain bike rather than the hybrid. To make things worse, there were several bad slopes at the road crossings. The surface was soft soil or sand and steep. (There must have been trestles at these locations when the rail road was in place. It was also difficult to find the trail on the north side of town. It was getting late when I finally found my wife and I decided that if the northern section was anything like the southern section, I would skip it and head for another trail. I have done over 100 trails in 43 states and this was one of the roughest rail trails I've ridden. Thank goodness it was only a little over 16 miles rather than the 18 estimated by the police chief.
Heading north from Whitcomb's Mill Rd., the surface is fairly smooth crushed stone/gravel and slightly uphill. At about 1.1 mi., the trail takes a detour off the former rail bed onto a very rough, rocky path in order to cross Hurricane Rd. (Apparently, the railroad used to pass under Hurricane Rd., but there is no longer a tunnel or underpass.) Continuing upgrade, the surface is smoother once again, but there are some sandy spots that can catch one by surprise. At 3.5 mi. there's a wooden bridge that crosses a stream bed which was dry on this crisp early September day. Unfortunately, the view to the left from the bridge is dominated by the grassy slopes of a covered landfill. A few tenths further along there is a small pond off to the right with a beaver lodge, but the presence of the landfill's maintenance building and the noise from a nearby road spoil the idyllic setting. Leaving the landfill behind, the trail passes through a deep cut in the rock along a path that becomes somewhat rough and rocky. At 4.6 mi., there's an information tree with a smallish map provided by the Westmoreland Sno-Belters along with some postings by area businesses. Just across Route 12 is the Summit Steak House if you're looking to take a break. The next mile or so is smoother and slightly downhill. At 5.6 mi., the rail trail intersects another trail in close proximity to a dirt road and an open area with some dirt piles. My wife and I decided this was a good place for a lunch break and a turn-back point, so a description of the rest of the trail will have to wait for another time. But this section was rather disappointing. The roughness was not to our liking, plus we never were far away from a road with its attendant noise. The lack of any scenic spots along this section (save for the pond at the landfill) made for a rather boring ride. Hopefully, the section further north will prove more interesting and pleasant.
I biked the Cheshire North Branch trail the past week. It was a pleasant ride I must say.
This was my first biking on a non-asphalted surface. I enjoyed it. The experience was very different from biking on the road.The views were nice. I particulary remember the one where I had to pass amidst big rocks. It reminded me of the days when we took a train in a mountain region as a kid.
I stopped for a while and looked around .The rocks, the trees, the greenary, the blue sky,the silence gave a peaceful feeling. I had a hard time finding the trail from Keene but luckily I had a map and with the help of a local was able to get through the streets and find the trail.
I did not see many bikers or hikers on the trail , not sure if it was because I was biking on a weekday.
I plan to bike the south branch very soon. (Winchendon -- Keene)
Another clear but cold day to explore more of this old B&M trail. Started from funky, Christian church
off Rt.12 at Lawrence Road in Troy, ended at Collins Pond Rd. crossing east of Fitzwilliam Depot; one-way
distance roughly 8 miles. Trail is slightly uphill from Troy to the high point one half mile east of Rockwood
Pond, then a slight downhill grade past Fitzwilliam Depot. The trail surface is a mix of packed dirt, some sandy
spots, and frozen mud that has been torn up from ATVs and motorcycles. Also, there is evidence of recent
work on clearing the trail with a bulldozer at various spots, which means it is maintained, but the riding
is somewhat challenging and riding through frozen mud is hard work, especially on the inclined portions.
Yet, this is a very scenic ride through evergreen woods, past ponds, swamps, and wetland areas, with some spectacular views of Mt. Monadnock along the way.
Highlights: Troy depot is completely restored and a visitor's center (see photos); Rockwood pond has the
best views of Mt. Monadnock (see photos); Fitzwilliam Depot general store for a snack.
From the google satellite views, I can trace this trail all the way to South Ashburnham, MA, where it looks
like it meets an existing railway. I look forward to exploring this trail more in the spring.
This trail is advertised in a Keene area recreation guide. Rode this section yesterday,
a crisp, clear November day. Parked on the side of road at Lawerence Road in Troy, NH.
The trail roughly parallels route 12 but moves off into the wilderness and stays fairly
level with a slight downhill grade into Keene. The first half is quite scenic and often
remote, passing rock walls and wooded hillsides, and through several cuts that were
blasted through 30-40 feet of rock, which were adorned with icicles. A mountain bike
is a must for the varied terrain, but the ride is pretty smooth and moderately easy.
There is a steep, short, sandy downhill slide at the route 101 crossing, riders should
be cautious. From here it is easier to ride on Marlboro St., bear slight right on Eastern Ave.,
and then you can pick up a paved rail trail into downtown Keene, NH.
"We heard about this old B&M branch while riding on the Ashuelot Trail last year. We rode from Keene north west toward Walpole and returned for the first section. It is about 10 miles one way and has a real scenic cut at the height of land. The trail is packed gravel and a little challenging in places. It does not now go all the way to Walpole. We then found the end that heads toward Winchendon off Rt.101 south east of Keene and rode toward Troy and Fitzwilliams. It is sandy at the start but crossed a very high viaduct and quickly lost the back yard riding and became very scenic all the way to Troy. It passes thru Troy in a cut of land and does get rather wide south of Troy for a mile or so, but returns to a great dirt ride all the way to Fitzwilliams. We had lunch there and returned. We rode north out of Winchendon, Mass. looking for the southern end and found parts, but in Mass. it is not improved and until the NH line was not very nice or easy to follow. We used several roads to go around bad sections. After crossing into NH it really got scenic and passed thru swamps and wood with some great rock bridges. Approaching Fitzwilliams it passed a quarry that is now a lake, but we had to climb up and down to roads that have been filled in rather than repairing bridges or putting culverts in. If you like exploring you should go to Keene and explore this rail trail and the Ashuelot and this trail. More use by bikers will hopefully lead the State to make more improvements. Keene is linking these sections in town and the LBS should be able to give you directions. "
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