Looking for the best trails around Reading?

Explore the best rated trails in Reading, MA, whether you're looking for an easy walking trail or a bike trail like the Common Pathway and Swampscott Rail Trail . With more than 101 trails covering 527 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

Nashua River Rail Trail

Nashua River Rail Trail

November, 2023 by thejake91739

I traveled all the way from California with high expectations for this trail and I wasn't let down (except for the repairs being made on the damaged portion of the trail). It's all good. I made it work.

What an awesome trail for a mid October bike ride!
- The colors of the trees reflected upon the numerous ponds and lakes.
- The pleasant chirping and squawking of active birds.
- Leaves fluttering gently to the ground.
- A wide, smooth path carpeted in golden brown leaves.
- Historic buildings.
- Industrious squirrels.
- Old, historic stone walls.
- Deep, dark woods.
- Rolling, grass covered hills.
- Harvested pumpkins on a farm being sorted into bins.
- Goats, horses, and the friendliest trail users you could ever hope to cross paths with!

I took a leisurely four hours out and back and over 200 photos and video to capture my wonderful memories of this trail. Thank you Massachusetts and New Hampshire!

Watertown-Cambridge Greenway

No Parking

October, 2023 by mpmcdonald_tl

Contrary to the symbol on the map, parking is NOT available at the Fresh Pond end, even on Sundays, unless you live in Cambridge, and even then, "Permit Required". I drove almost two hours to get there and back, and never got to walk it.

Rockingham Recreational Rail Trail (Portsmouth Branch)

Smoother ride from Newfields end

October, 2023 by rf0595

My brother and I had no problem riding this beautiful trail on e-bikes with 1 5/8 inch tires on a weekday in Sept. 2021 and again in August 2023. Both times we rode west from Newfield and noted that the trail has noticeably more rocks as we headed west of Raymond. We were glad we had front suspension forks. Dearborn Forest just past Onway Lake was our turnaround point at about 17 miles. At Route 125 (Main St.) in Epping, be sure to take the right trail at the fork to continue on the Portsmouth branch. The left trail is the Fremont Branch where you may find yourself riding with ATV's.
At Freetown Road (Route 102) in Raymond, McDonalds is just south of the trail. If you are looking for a tastier burger and have more time, go north one block on Route 102 to Route 27 (Hannaford on your right), then go left one block to Tuckaway Tavern & Butchery (featured on Guy Fieri's "Diners, Drive-Ins and Dives" television series).

Accordion

Bruce Freeman Rail Trail

Fantastic Trail, can be a little congested in areas

October, 2023 by dianei

I have ridden this trail many times, and always enjoy it. It is well maintained, well marked, plenty of great places to park for a variety of stop/starting points. Several lovely bridges over roads that would be difficult or impossible to cross. A bike shop along the route, even EV charging stations at the lot by the West Concord train station, where you can also visit the lovely shops and cafes nearby!

Be aware that the section from West Concord towards the Sudbury expansion is well used by the nearby Middle school for after school activities and can be heavily congested during that time. Road cycling can be a challenge weekday afternoons when school is in session.

Nashua River Rail Trail

Great Trail w/recent storm damage

September, 2023 by dianei

First: be aware that a recent storm has washed out a section of the trail about 2 miles from the Ayer parking lot in Sept 2023. People are portaging past it, but some set-ups might not work in this situation. That said, this is a great trail. Plenty of parking at many points along the way, some even have EV chargers!

Rockingham Recreational Rail Trail (Portsmouth Branch)

Like so many, GREAT!!

September, 2023 by twelch11

This is a wonderful trail. But I must add that I am very fond of many of the rail trails in New Hampshire. My wife and I are old and use E bikes with fat tires for our rail trail trips. However, on this trip we passed several riders using road bikes with skinny tires, and they were doing just fine.

From the start of the trip at Lake Massabesic to the end at Ash Swamp Road, this trail proved to be a most enjoyable trail with very few spots that required a little caution. Leaving Massabesic the trail is wide, hard packed and easy going. Mostly wooded areas with many brooks, swamps and for the most part, great scenery.

There were very few muddy or wet areas but all of them were easily navigated. But keep in mind, this trail crosses a few very busy highways. Luckily the first three busy roads you will encounter have tunnels, so you don’t have to cross the roads. Out of caution we got off our bikes and walked them through the tunnels, but a good rider might not have to do that.

As you make your way east there are some very interesting sites like the Emerson Mill site and a couple others that might spark later trips. The trail goes past several lakes and large rivers with very interesting spots to stop for a break or a snack. As you move east you will approach the Star Speedway, (a small racetrack) but is not open during the morning or early afternoon time periods. Further on you will have to cross a very busy route 125. Buy don’t worry, there is a traffic light on either side of the road and all you must do is press the button and wait for the light to stop all the cars, very fast and simple.

There is a rail museum and ice cream spot if you need a break or sugar fix right on the trail, so it makes a stop easy and quick. Continuing east you finally make it to the eastern end at Ash Swamp Road. There is an old rail station that is under restoration there with plenty of parking and easy access. All in all, this is a great trip that shouldn’t be missed.

Northern Strand Community Trail

Talk about a fun (and visually stimulating) ride!

September, 2023 by tommikeleonard

This is a very fun and very well maintained trail. It crosses throught the heart of several cities/towns, so there is a lot to see. The trail is pretty flat for the whole duration, so it is an easy ride or walk.

Rockingham Recreational Rail Trail (Portsmouth Branch)

Beautiful woodsy trail with water features

September, 2023 by lvs_tl

I'd thought maybe this trail wouldn't be suitable for my road bike w/ slightly wider tires, but it worked out fine. Surface was mostly hard packed dirt/gravel, at least the 9 miles I rode starting at the southern end in Newfields. There were some muddy spots and a few rocks and roots to avoid, but never had to get off the bike and walk. Ponds, swamps, brooks and lots of woods. A few easy road crossings, no road noise on this part. Well worth a ride.

Monadnock Recreational Rail Trail

Pleasantly Surprised

September, 2023 by fyredown

Truly a nice ride this weekend. Packed surface, mixed terrain but nothing our Surly Ogre's couldn't handle. This was not a crowded trail but there were a spattering of walkers, bikers, dog walkers. Made you feel happy to be alive! Whoever is maintaining this trail - thank you!

Nashua River Rail Trail

Good labor day ride

September, 2023 by richmedcraft

I rode from Ayer to Nashua and back over 2 hours on Labor Day morning. It is a pleasant ride on a level grade and I was able to keep up a steady pace for the whole ride. The trail is asphalt and in sections there are uneven areas where possibly tree roots have displaced the pavement. It is a big improvement over the last time I rode in several years ago. At that time there were many small conical mounds projecting 2-4 inches above the pavement, again presumably due to tree roots. I hit one one that was in the shadows and was bounced clear off the bike. All those spots have been repaired as far as I could tell. 4 stars because of the pavement issues but a very nice and scenic ride (even accounting for the grouchy local man moving brush in a wheelbarrow along the trail who responded to my "good morning" with a "get screwed").

New Boston Rail Trail

perfect for walkers and bikers

September, 2023 by slasalle76

The trail guide book lists this as a 2-3 roughness, but I would keep it at 2. It's hard packed dirt or crushed gravel the whole length, and while I walked it due to the guide book description which said that half of it was really for walkers/hikers only, I competely disagree. If you want to ride, feel free to, as it's in great shape for all manner of bikes except a strictly road bike, as I assume road bikers want asphalt to ride on. I'll go back and do it again on my hybrid. I parked at Gregg Mills Rd, plenty of spaces, and there is parking for at least a few cars at all other intersections as well. Benches all along the way as well, so bring a picnic.

Monadnock Recreational Rail Trail

not great conditions

September, 2023 by emilyahagan

A mix of sand, packed gravel and flooded trail. Rather challenging terrain that required skilled navigating the trail . It was in horrible condition. The brewery in winchendon was wonderful, but you need to bushwhack through the trail and into an abandoned factory’s parking lot.

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Accordion

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