Looking for the best trails around Charlestown?

Explore the best rated trails in Charlestown, NH. Whether you're looking for an easy walking trail or a bike trail like the Stevens Rail Trail and Warner Rail Trail and Bagley Rail Trail. With more than 42 trails covering 307 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Canalside Rail Trail

Bonus! Bonus!

November, 2022 by egauger

Nice trail, what it lacks in length it makes up for in bonuses. 1. Brick and Feather Brewery along the path with outdoor seating. 2. Discovery Center Museum near trailhead in Turner’s Falls, free, cool animal displays and lots of interesting information in this little gem.

Fort Hill Recreational Rail Trail

I agree with previous reviews

November, 2022 by slasalle76

After riding the Ashuelot Rail Trail in the summer and seeing this from the parking lot on Rt 63, I came back on an unusually warm November weekend to give it a try. I fully concur - this could be a gem of a trail if a bit more work could put in, but still a nice enough ride. I was on my hybrid, and am beginning to wish for a Fat Tire or maybe at least a shock absorbing front fork for these jouncy pot-holey trails. Pity that the trestle is falling to ruin, and in the slight rain I was caught in, I didn't chance it with slippery sneakers. Frankly, it's a tragedy waiting to happen, and with as many rotted rails as there are, I was surprised to see 3 bikers walking gingerly across. Kudos to the snowmobile clubs who watch over this trail, as you could see where chainsaw work had been done to keep it open.

Monadnock Recreational Rail Trail

Very nice & flat trail. Well kept and pretty scenery...'specially in the fall.

October, 2022 by kentherrien_tl

Very nice & flat trail. Well kept and pretty scenery...'specially in the fall.

Accordion

Common Pathway

Mostly Bike

October, 2022 by mbdsvn6q9d

Too urban to be considered a hike or bike; winds along community roads along river. Not a hike.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Cheshire Rail Trail (South Portion)

October, 2022 by gail glines

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.

Valley Trail

great quiet walk

September, 2022 by dclippa

This is a lovely, easy , quiet walk. Much improved from a few years ago, based on the reviews. Great for families, dogs and their humans.

Delaware and Hudson Rail-Trail

The VT portions are great, NY not so much

August, 2022 by keith.mitz

I rode the whole trail out and back in August 2022. You really need tires with some knobs for this trail. I used a gravel bike with small knobby tires. It's not hilly or technical, just rough in places. VT uses 3/4" gravel which would make it difficult for standard road tires.

The VT portions of the trail are well maintained and have great signage, historical and otherwise.

The NY section is not as well maintained, specifically, the portion from the state line south of Poultney to Middle Granville. Google Maps displays the rideable portions, although once you cross the state line southbound, the trail gets quite narrow - tick spray recommended. There is a spot where you have to carry your bike over a pile of slate. It leads to a farm road, red in color, and leading to a red barn on route 22A. Not sure that is legit. There were no signs saying not to.

I rode south on 22A to Butler Road, then right on Depot. The trail starts again just after the cemetery. You have to maneuver around an active dairy farm to get back on the trail. Wasn't pretty but it works. Once you get south of the dairy farm, it's fine. Going through Granville proper is also confusing. Again, Google Maps is your friend.

I recommend Sherman's Store in West Rupert, near the trail end, for sandwiches and energy drinks. You can get there from the trail via Mill Road. Look for a business called Authentic Designs for the turn.

New Boston Rail Trail

New Boston

August, 2022 by dianesirvydas

Last minute choice…what a beautiful ride…groomed path in nice condition…highly recommend.

Northern Rail Trail

Great Trail

July, 2022 by trzpna8zd9

Fifty nine mile long well maintained trail that provides a nice mix of scenery the entire length.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Keene to Troy and back

July, 2022 by slasalle76

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.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Nice, shady, secluded trail

July, 2022 by gpiatetsky1

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.

Mason Railroad Trail

has ponds and granite features

July, 2022 by slasalle76

Very nice, quiet trail that is wide enough to make it easy to pass or be passed by another biker or walkers. I rode there recently on my hybrid bike and could see (as mentioned in other reviews) how some parts of the trail could potentially stay muddy even after the wet season, for even thought it's been quite dry lately, you could see spots along the trail that showed how large some puddles likely were. I will say, be prepared for a jouncy ride in a lot of places as the horse riders have left enough hoof prints to create weathered divots that are impossible to avoid. My neck and shoulders took a beating on the day I rode.

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