Pittsfield, MA Inline Skating Trails and Maps

992 Reviews

Looking for the best Inline Skating trails around Pittsfield?

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

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Activities
Length
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22 Results
Activities
Length
Surfaces
Type

Albany-Hudson Electric Trail

26.6 mi
State: NY
Asphalt, Crushed Stone

Ashuwillticook Rail Trail

13.7 mi
State: MA
Asphalt

Ballston Veterans Bike Path

3.5 mi
State: NY
Asphalt

Black Bridge Trail

2.1 mi
State: NY
Asphalt

Bloomfield Greenway Multi-Use Trail

1.8 mi
State: CT
Asphalt

Canalside Rail Trail

3.6 mi
State: MA
Asphalt

Columbia Greenway Rail Trail

3.1 mi
State: MA
Asphalt

Erie Canalway Trail

335.2 mi
State: NY
Asphalt, Concrete, Crushed Stone

Farmington Canal Heritage Trail

47.6 mi
State: CT
Asphalt

Farmington River Trail

16.5 mi
State: CT
Asphalt, Concrete, Crushed Stone

Harlem Valley Rail Trail

26.2 mi
State: NY
Asphalt

Manhan Rail Trail

9.5 mi
State: MA
Asphalt

Mass Central Rail Trail

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

Redstone Rail Trail

1.4 mi
State: MA
Asphalt

Southwick Rail Trail

6.5 mi
State: MA
Asphalt

Sue Grossman Still River Greenway

3.4 mi
State: CT
Asphalt

Zim Smith Mid-County Trail

11.3 mi
State: NY
Asphalt

Connecticut Riverwalk and Bikeway

5.4 mi
State: MA
Asphalt

Rocky Hill Trail

0.9 mi
State: MA
Asphalt
Accordion

Uncle Sam Bikeway

3.1 mi
State: NY
Asphalt

Bennington Rail Trail

1.65 mi
State: VT
Asphalt, Crushed Stone, Gravel
Trail Image Trail Name States Length Surface Rating
Overview Following the route of the former Delaware & Hudson (D&H) Railway, the Albany County Helderberg-Hudson Rail Trail serves as a scenic oasis and community connector for residents living...
NY 8.9 mi Asphalt
Overview The Albany-Hudson Electric Trail (AHET) follows a 36-mile course through the former Albany-Hudson Electric Trolley corridor from Hudson to Rensselaer in New York State. There are several...
NY 26.6 mi Asphalt, Crushed Stone
Overview 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...
MA 13.7 mi Asphalt
This asphalt trail is the legacy of an inter-urban trolley system operated by Schenectady Railway Company (SRC) in the early 1900s. To attract visitors on weekends, SRC built an amusement park at...
NY 3.5 mi Asphalt
Just north of Albany, the Black Bridge Trail connects the communities of Waterford, Cohoes, and Green Island in eastern New York. As it parallels Delaware Avenue, it is sometimes referred to as the...
NY 2.1 mi Asphalt
Overview The Bloomfield Greenway Multi-Use Trail currently runs 1.8 miles between Bloomfield and village of Tariffville in the Town of Simsbury. The paved rail-trail passes through woods and fields...
CT 1.8 mi Asphalt
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
Overview The Columbia Greenway Rail Trail offers just over 3 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts. About the Route The rail-trail runs between...
MA 3.1 mi Asphalt
Closure Notices: In Palmyra/Wayne County, a portion of the trail is closed between route 21 and Swift Landing Park. In Oneida-Verona, Oneida County, a bridge replacement is taking place at the corner...
NY 335.2 mi Asphalt, Concrete, Crushed Stone
Overview First a canal, then a railroad, and now a trail defines the history of the Farmington Canal Heritage Trail. Completed segments span Connecticut south to north, from New Haven to the...
CT 47.6 mi Asphalt
Overview A dozen miles west of Connecticut’s capital of Hartford, the Farmington River Trail forms a 16.5-mile arc that connects to the larger Farmington Canal Heritage Trail on both ends. The...
CT 16.5 mi Asphalt, Concrete, Crushed Stone
Overview Paralleling the Connecticut and Massachusetts borders, which lie only a few miles away, the Harlem Valley Rail Trail is a beautiful 26.2-mile wooded pathway along the former New York &...
NY 26.2 mi Asphalt
Overview 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,...
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. Currently, nearly 60 miles from Boston to Northampton...
MA 59 mi Asphalt, Cinder, Crushed Stone, Dirt, Gravel
The Redstone Rail Trail is built on the former New York, New Haven & Hartford Armory Branch, which in turn is a former branch line of the New York & New England RR. Its name comes from the numerous...
MA 1.4 mi Asphalt
Overview The Southwick Rail Trail extends for 6.5 miles between the Westfield town line south and the Massachusetts–Connecticut state line. About the Route Along the way, the Southwick Rail...
MA 6.5 mi Asphalt
Just over 3 miles long, the Sue Grossman Still River Greenway is anchored by Winsted to the north and Torrington to the south. It occupies the right-of-way of the Naugatuck Division of the New York,...
CT 3.4 mi Asphalt
Overview  The Zim Smith Mid-County Trail runs for 11.3 miles between Ballston-Spa and Mechanicville. The paved trail is considered the backbone of a growing trail system, with connections to major...
NY 11.3 mi Asphalt
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 5.4 mi Asphalt
The Rocky Hill Trail weaves through the tranquil greenery of the Burts Bog Greenway Conservation Area in Northampton, Hampshire County. The 121-acre peat bog is an ecologically sensitive site that's...
MA 0.9 mi Asphalt
Accordion
Inland and east of the Hudson River, the Uncle Sam Bike Trail (also called the Uncle Sam Trail or Uncle Sam Bikeway) largely serves as a trail for residents of Troy. If, however, you are traveling in...
NY 3.1 mi Asphalt
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

Recent Trail Reviews

Mass Central Rail Trail

Weston-Waltham section

September, 2024 by msandman1943_tl

This section (8/2024) is about 5 miles long. It goes through woodland and past leafy backyards, but it runs alongside the towers for a high-tension power line. Trees have been clear-cut about 25 feet on both sides of the trail, so there's no shade along this section. But the trail is wide, very straight, and smoothly paved. It has a few small ups and downs and crosses four or five quiet roads before it comes to a traffic signal at the intersection of Routes 126 and 27. Just beyond, the trail turns to crushed stone with a few sandy patches. There's a large supermarket and shopping center adjacent to the trail at that point.

Southwick Rail Trail

Very busy on sunny weekend, well kept trail

September, 2024 by mdnkcn

We started going north on Copper Hill Rd East Granby Ct parking area and finished the trail in Westfield MA. Trail was all asphalt and in good shape. Most of the trail was scenic farmland but toward the north end going toward Westfield was some residential and city though still was plesent to the eye. Next time we plan to take the trail south at the Copper Hill Parking and take the trail to where it hopefully meets the Farmington River Trail

Chicopee River Canal Rail Trail

Unfinished trail. Did not feel safe on portions of the trail.

August, 2024 by bdrzyzga

Unfinished trail. Did not feel safe on portions of the trail.

Accordion

Ashuwillticook Rail Trail

Late summer ride

August, 2024 by mgraska54

Beautiful smooth ride. Recommend for anyone seeking a pleasurable experience.

Ashuwillticook Rail Trail

A top 5 New England trail

August, 2024 by andrix

Lots of wildlife along this pristine trail with plenty for bathroom facilities and benches to take a break. Trail is maybe 70% shaded which kept the temperatures down but still glad we had our suntan lotion. The trail passes a large lake and goes through plenty of wetlands giving lots of interesting views. Road crossings were well marked and safe. Our stay at the Williams Inn in Williamstown was definitely a cut above the norm and from there was maybe a 15 minute drive to the trailhead.

Albany-Hudson Electric Trail

Nassau to Stuyvesant Falls Park

August, 2024 by andrix

This trail (14 mile section) was in pristine condition with surprising amount of wildlife (herons, deer, turtles) along the way. Park, falls and 1800's mill factory at the southern end was worth a stop. Maybe shaded 50% so suntan lotion a must. There's a parking lot in Nassau right next to the trail. As others have mentioned, very few bathroom facilities on route.

Harlem Valley Rail Trail

Perfect rail trail to knock out 50 miles

July, 2024 by dan.p.buckley

Wassaic to Orphan farm and back will take you through farmlands, marshes a bird sanctuary and a long bridge over the marsh that you must just stop and absorb the place.
A great place to train because you draw strength from the scenery and there is lots of shade and lots of benches along the way.
Have respect for others that are smaller (tricycles or training wheels) and older folk sharing the trail and you will have an outstanding ride / walk / run.

Harlem Valley Rail Trail

Perfect rail trail to knock out 50 miles

July, 2024 by dan.p.buckley

Wassaic to Orphan farm and back will take you through farmlands, marshes a bird sanctuary and a long bridge over the marsh that you must just stop and absorb the place.
A great place to train because you draw strength from the scenery and there is lots of shade and lots of benches along the way.
Have respect for others that are smaller (tricycles or training wheels) and older folk sharing the trail and you will have an outstanding ride / walk / run.

Albany-Hudson Electric Trail

One of my favorites along the EST

July, 2024 by robert.richter89

I've been riding many of the trails that make up the Empire State Trail system though out the years and the Albany-Hudson Electric Trail is one of the best in my experience.

I parked at the Stuyvesant Falls Trailhead and headed towards the Miller Road trailhead right outside of East Greenbush making for a 42 mile round trip. There are a fair amount of road crossings on this trail but all of the busier ones have crossing lights and I found that motorists were very courteous to me at every one. There is also a few short on road sections on quiet streets that are all very well marked. I was able to keep on the trail without too much confusion.

The trail is a mix of asphalt and tightly packed gravel and is in very good condition. My only complaints are a lack of benches and bathrooms directly on the trail. The trail is also not the most shaded so be mindful of that on a hot summer day. The towns along the trail all offered places to eat and resupply so that's always and option.

Erie Canalway Trail

The trail is well marked it's a bit tough going on roads through parts of Lockport. Once back on the trail, is well maintained.

July, 2024 by auntgnu

The trail is well marked it's a bit tough going on roads through parts of Lockport. Once back on the trail, is well maintained.

Sue Grossman Still River Greenway

B bear aware

July, 2024 by willthegreat

Twice this week I saw a bear x the trail near the USA transfer station.
Also saw two women digging up poppies! That's a no no!
The extended trail that ends by the motor vehicle bldg has beautiful poppies and other ornamentals! Well done you guys!

Farmington Canal Heritage Trail

love this trail

July, 2024 by pamiller919

The map shows a disconnect, but the trail went all the way through. We did the whole trail and although it had a bunch of twigs it was a great ride. Well marked and in very good condition

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Accordion

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