Find the top rated hike trails in Orange, whether you're looking for an easy short hike trail or a long hike trail, you'll find what you're looking for. Click on a hike trail below to find trail descriptions, trail maps, photos, and reviews.
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This portion of the Cheshire rail trail has almost no incline is completely straight and runs past a former major manufacturing complex, which is now vacant. Other sites include Keene police department and Keene ice and American house.
As of 6/3/25 this trail is still closed south of 11th street.
There is a detour indicated, which we tried to follow, but quickly lost track of.
Found another way to access the trail further south, only to realize that we'd gotten onto the part of the trail that was officially closed.
I'm sure this will warrant a higher rating once it has re-opened, but we were more than a bit disappointed today.
I parked at NARA park and biked to Chelmsford. Today parked in same place and biked to west concord. Path is in great shape. Lots of trees, waterways, bridges, towns. Got to “the end” to discover that it actually goes several more miles which I’ll save for another day. I liked the poetry booth in West Concord- very original. I highly recommend this for scenery, safety, convenience of restaurants and bathroom stops. My favorite find this year.
Start at the Peterborough Shopping Plaza parking lot. Stop in the Information Center across the street. It's operated by very nice local volunteers. Make your way north though the center of Peterborough. The surfaces are mostly paved & packed. You don't hit dirt & gravel until the upper half of the trail. Most riders stop at the school bus parking lot on Rt.202. There's a small parking lot there. If you cross the road you can pick up the Powder Mill Pond Rail trail and follow it northeast for another mile or so until it ends at Forest Rd. The trail gets rougher the further north you go but it's VERY manageable for most riders.
Did this trail in the summer of 2024. I agree with some of the previous reviewers that signage could be a little clearer but that's a MINOR concern. The ride was quite pleasant & would make a great lunch hour break for locals. Absolutely no issues with road surfaces and traffic on the nearby highway was very light that day so no competing with cars. Very short trail so make sure you have other activities planned. Visit nearby Hoyt's Landing on the CT river for a nice end of ride picnic :-)
Yesterday we decided to see if the trail, south of West Concord, was finally open. Last year, there was a locked gate under an overpass, and the only way to get past was to drag the bike down a hill. But, to our delight, the gate is open, and we biked all the way to Sudbury, nearly to Route 20. The new leg of the trail is glorious, beautiful scenery, well-marked, great resting spots, with blinking lights at road crossings. At the end, it connects to the Mass Central Rail Trail, itself under construction, but people were biking on it anyway through a gap in the fence. The only thing missing: portapotties!
...we rode the western part... (is there a tool to edit a review?)
We rode the eastern part of the trail today, starting at the CT/MA border towards Douglas. The first 6-8 mls are well maintained and a good ride even with a street bike. Nice scenery, too. But then things get worse around Douglas. Rough surface with crushed stone, sand and deep puddles after a rainfall (like today). Looks like the track has not been maintained in a while and detoriates. A mountain bike is a big plus and highly recommended in some parts of the trail. Was a good ride though but do not expect a smooth one.
This is described as a 3.5 mile section but we only went about half way to the dam from the Stanley Mill. It is passable on bikes but has roots and larger stones along the stone path. It's really more a walking trail. The farm mentioned in the description was an interesting side visit and had very nice bath & water facilities. However, for a great biking experience the 10 mile section starting at Woonsocket is paved and a far more pleasant ride.
Just rode the trail south to the Sudbury line. The east west trail is finished to the west for another 8 miles. It connects to the Hudson Trail at the end.
I rode the entirety of the Southwick Rail Trail coming from the Farmington Canal in CT. The Farmington is in very good condition, the Southwick is in even better condition! There are mile markers every mile, the scenery is very peaceful and the trail is very flat making it an easy ride. I stopped as soon as I hit the Columbia Greenway but it is also a seamless transition to that trail as well.
I didn't notice any places to pull off for food but its a short trail so I don't consider that a negative. The trails that join this one really give you so many options for ride length or to visit the trail towns along the way.
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