Greenfield, MA Fishing Trails and Maps

955 Reviews

Looking for the best Fishing trails around Greenfield?

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

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Activities
Length
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Type
21 Results
Activities
Length
Surfaces
Type

Ashuwillticook Rail Trail

13.9 mi
State: MA
Asphalt

Blackstone River Greenway

31.6 mi
State: MA, RI
Asphalt, Boardwalk, Crushed Stone, Dirt

Canalside Rail Trail

3.6 mi
State: MA
Asphalt

Farmington Canal Heritage Trail

49.1 mi
State: CT
Asphalt

Grand Trunk Trail

6.9 mi
State: MA
Crushed Stone, Dirt, Gravel

Manhan Rail Trail

9.5 mi
State: MA
Asphalt

Mass Central Rail Trail

64 mi
State: MA
Asphalt, Cinder, Crushed Stone, Dirt, Gravel

Cheshire Rail Trail (Cheshire Branch Rail Trail)

42.4 mi
State: NH
Asphalt, Ballast, Cinder, Dirt, Gravel, Sand

Common Pathway

5.5 mi
State: NH
Asphalt, Crushed Stone

Connecticut Riverwalk and Bikeway

7.8 mi
State: MA
Asphalt

Fort Hill Recreational Rail Trail

7 mi
State: NH
Ballast, Cinder, Dirt, Gravel, Sand

Hoosic River Greenway

2.5 mi
State: NY
Gravel

Mason Railroad Trail

6.7 mi
State: NH
Ballast, Gravel, Sand

Potanipo Rail Trail (NH)

2.7 mi
State: NH
Crushed Stone, Gravel

Squannacook River Rail Trail

3.7 mi
State: MA
Crushed Stone

Toonerville Rail-Trail

3.2 mi
State: VT
Asphalt

Granite Town Rail-Trail

3 mi
State: NH
Ballast, Cinder, Dirt, Grass, Gravel, Sand

Hillsborough Recreational Rail Trail

7.8 mi
State: NH
Crushed Stone, Dirt

Bennington Rail Trail

1.65 mi
State: VT
Asphalt, Crushed Stone, Gravel
Accordion

East Branch Trail (VT)

0.5 mi
State: VT
Gravel
Trail Image Trail Name States Length Surface Rating
Visitors to the Ashuwillticook Rail Trail will find the full splendor of the scenic Berkshires along a 13.7-mile paved trail. The Ashuwillticook (ash-oo-will-ti-cook) follows MA 8 through the Hoosic...
MA 13.9 mi Asphalt
Throughout history, the Blackstone River has been an important waterway, from its use by American Indians who fished its once-abundant salmon to its role as a major artery for the transportation of...
MA, RI 31.6 mi Asphalt, Boardwalk, Crushed Stone, Dirt
The well-maintained Canalside Rail Trail provides users with a variety of trestle bridges, views of waterbirds stalking fish and frogs, and gentle grades that alternate between open sky and forested...
MA 3.6 mi Asphalt
First a canal, then a railroad, and now a trail define the history of the Farmington Canal Heritage Trail. Completed segments span Connecticut south to north, from New Haven to the Massachusetts...
CT 49.1 mi Asphalt
The overall goal of the Grand Trunk Trail in south-central Massachusetts is to connect the communities of Brimfield, Sturbridge, and Southbridge by trail. There are two longer sections of trail, in...
MA 6.9 mi Crushed Stone, Dirt, Gravel
The Manhan Rail Trail, well integrated into the local communities it serves, offers a pleasant ride or stroll. It conveniently weaves together parks, community points of interest, neighborhoods, and...
MA 9.5 mi Asphalt
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. The Mass Central Rail Trail runs for 64 miles between...
MA 64 mi Asphalt, Cinder, Crushed Stone, Dirt, Gravel
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,...
NH 42.4 mi Asphalt, Ballast, Cinder, Dirt, Gravel, Sand
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
The Connecticut River Walk and Bikeway, which will one day run 21 miles along the river, currently has two open segments. The longest stretches 3.7 miles from the Chicopee town line to the South End...
MA 7.8 mi Asphalt
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
The Hoosic River Greenway spans 2.5 miles along the river’s east bank through the Village of Hoosick Falls. The gravel pathway follows the former route of the Boston Hoosac Tunnel & Western Railway,...
NY 2.5 mi Gravel
The Mason Railroad Trail runs for nearly 7 miles from near the New Hampshire–Massachusetts border (nr. Townsend, MA) to Greenville, NH. The trail follows a heavily wooded corridor through Russell...
NH 6.7 mi Ballast, Gravel, Sand
Following the Nissitissit River through the woods, the Potanipo Rail Trail offers beautiful river views and launch sites for canoes or kayaks. Composed of two segments, the multi-use path is roughly...
NH 2.7 mi Crushed Stone, Gravel
The Squannacook River Rail Trail is 3.7 miles long, from Depot St in the center of Townsend, MA, to the Bertozzi Wildlife Management Area in Groton, MA. The trail occupies the Greenville Branch of the...
MA 3.7 mi Crushed Stone
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
Note: Per the State of Connecticut's website, the trail is open from dawn to dusk April 1–November 14. Eagle nesting activities can delay the opening of the southern trail head in Windsor...
CT 5.4 mi Asphalt
The Granite Town Rail-Trail runs for 3 miles in Milford, New Hampshire. Portions of the route are unpaved and surfaced with sand, gravel, and/or dirt, while short concrete sections can be found along...
NH 3 mi Ballast, Cinder, Dirt, Grass, Gravel, Sand
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
Running between downtown Bennington and the Northside Drive neighborhoods, the Bennington Rail Trail provides new opportunities for both recreation and active transportation. Following a former...
VT 1.65 mi Asphalt, Crushed Stone, Gravel
Accordion
The East Branch Trail is a 0.5-mile ungroomed, backcountry pathway built on a former logging railroad bed in southern Vermont's Windham County. The remote, heavily wooded trail lies just north of the...
VT 0.5 mi Gravel

Recent Trail Reviews

South Spencer Rail Trail

Quite and Peaceful

May, 2026 by don.gerardi

Lot's of stops along the way to enjoy the sites. It's a very well maintained small trail

Ashuelot Recreational Rail Trail

pleasant ride

May, 2026 by slasalle76

I'd ridden this trail a couple years ago, doing it in small sections, and had found it to be a nice ride with a decent surface, quite reasonable for my older hybrid. I only did about 6 miles today, from Keene southward before turning back, and those couple of detours noted in another review are still in place - taking you out onto the road for short stretches likely to avoid power line work being done.

Farmington Canal Heritage Trail

Terrible Shape

May, 2026 by dave36

Rode from Avon, CT to Westfield, MA. Mass section in great shape. CT section is awful. Pavement is split, constant 'ka-thunk', pot holes not marked, just horrendous condition. Where is the CT DOT and our tax dollars? Stay away.

Accordion

South Spencer Rail Trail

Quite and Peaceful

May, 2026 by don.gerardi

Lot's of stops along the way to enjoy the sites. It's a very well maintained small trail

Twin Cities Rail Trail

Nice enough.

May, 2026 by gbrosseau

Other reviews are fair. Lots of starts and stops for a shorter trail, but also some nice lengths and well maintained. Being from the area, I knew what to expect. I had more fun dodging and beeping my horn at bunnies on my night ride, than I did going around children on my day ride. Nice either way.

Valley Trail

Tough to do on a mountain bike, unless you're an expert. not maintained at all. I would say an ok hiking trail. But not all that scenic. Not what it's billed to be by a long shot.

May, 2026 by jim.thurber13

Tough to do on a mountain bike, unless you're an expert. not maintained at all. I would say an ok hiking trail. But not all that scenic. Not what it's billed to be by a long shot.

Cheshire Rail Trail (Cheshire Branch Rail Trail)

Varied Terrain, MultiUse, Lovely. Birds!

April, 2026 by susanadeleedwards

Went north out of Keene on the trail, and was quickly in a lovely wooded area, then soon at a side trail to Stonewall Farm, where visitors are welcome to wander. The birds were singing happily! We did 6.5 miles out before turning around but there was plenty more trail to explore. If you are expecting a super flat trail and a packed surface this may not be your kind of fun. If you don’t mind dismounting for a rickety bridge, or adventuring on side trails, then check this trail Out ,

Ashuwillticook Rail Trail

Great short trail

April, 2026 by biggsfhlax

The surface is paved, and in excellent condition.
The trail is ever so slightly down hill from north to south.
Mostly shaded, and while not amazing scenery, it is a lovely trail. In spring, when sunny, watch to LOTS of turtles on the far bank of a swampy section near the cheshire reservoir (on the west side of the trail)!

Canalside Rail Trail

Beautiful scenery

November, 2025 by scanlon.gail

The Canalside rail trail is fully open and the paved trail is very well maintained. While it is only 7.2 miles round trip, it’s worth it! Plenty of parking at both ends and the town of Turners Falls has a nice selection of restaurants and shops.

West River Trail (Windham County)

gorgeous fall ride

October, 2025 by darylmarlisa

We started at the marina restaurant at the south end of the trail and rode 3.5 miles on the rail trail section, with another 2 miles on Rice Farm & Quarries roads. Beautiful vistas of the river, rock formations, changing leaves. Esp impressive was the overhead highway bridge built with long tapering multicolored stone supports, representing tree branches. Under the arched stone supports is a picnic table & patio area. A few protruding stones/tree roots need to be managed but biking is very possible on this trail and should be included in the list of options for use.

Monadnock Recreational Rail Trail

A little rough, but good trail.

October, 2025 by toddburrparts

Well, used multiple vehicle vehicles. Maintenance vehicle working on trail . Good views. Will ride again.

Farmington Canal Heritage Trail

ok

October, 2025 by deceived

Rode a portion from Milldale north to Southington. All paved in fairly decent shape. A few bumps but no broken pavement. At the point in Southington the trail just ends with no information as to where to go. No signs or arrows. The trail picks up somewhere a few miles away but I couldn’t find out how to get there. On the portion I rode it was flat and easy, but not much to see other than woods and backs of buildings.

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Accordion

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