Explore the best rated trails in Wellesley, MA. Whether you're looking for an easy walking trail or a bike trail like the Spicket River Greenway and Bridge Street Bike Trail. With more than 112 trails covering 632 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.
Rode (7/22) from Winchendon to Baldwinville, and then (skipping the part bisected by Rt. 2) from from Rt. 101 in Templeton to Route 122 in Smithville on the Barre/Oakham line. Lots of wet and rutty sections north of Balwinville but still fun (some walking with 1.5" tires). Some sandy section in the southern piece but still fun. It's slow going of course. Didn't pass a single extra person. Good roadside fried food at Lee's in Baldwinville (it's been there for at least 70 years!)
Updates needed for map. Past the Ed Calcutt bridge, the trail spur to River Road is closed as private property. However the main trail has been completed along the river to Farquhar Road, adding about a mile to the existing trail. From the Farquhar Road exit you can take a left on the roadway to reach River Road.
My friend and I, both experienced riders, had a nice time on this trails today until we didn't With leaves on the ground, the shoulders on both sides of the trail are obscured. The paved trail is likely 3-4 inches higher than the shoulder. A few times heading north, we rode behind each other and to the right to create space of people coming towards us. We were several yards shy of parking lot at Gilson St when my friend moved right to make space. Obscured by piled up leaves, she could not appreciate where the the pavement ended and the shoulder dropped off. She corrected back onto the path, but not before her tires slipped on the leaves, and she suddenly lost control of the bike. She fell to the ground. I was behind her. Given the way she fell across the path, I couldn't avoid her, Two of us were now on the ground, bikes, too. I am grateful to the folks who stopped to help and show concern for our well-being. I am so very grateful to the gentleman, Tom, who took me back to my car in Ayer so I could come back and pick up my friend and our bikes, delaying his own cycling.. Thanks to the man who helped my put my friend's bike in my car. My friend is undergoing a medical evaluation to determine the extent of her injuries to her back, flank, and hip. Thankfully she was wearing a helmet when she struck the back of her head on the pavement.
Beautiful historic bike trail…well maintained…perfect fall day activity! Will do again!
Very nice & flat trail. Well kept and pretty scenery...'specially in the fall.
There are older reviews on here from 2021 and before. Now the trail has been completely finished (paved) from Lynn to Everett and only one small section remains to be paved that extends it to the Encore Casino area at the southern end. The views are fantastic of both the Rumney and Saugus marshes and its often hard to believe you're biking through highly built up areas. I usually bring my bike by car to near Market Basket in Lynn to start.
Great local trail. Well done and maintained. Only negative is the number of road crossings. If you are looking for a quick close to home trail this is a good trail.
Overall not heavy usage on a Saturday afternoon in September. Parking is easy. Southern sections have a few road crossings at the end. The northern section is not as well maintained.
It might not be long and the Watertown end is developing some nasty root bumps, but it's a fantastic way to connect from the 'burbs to Boston. Now that it's finally finished, I can ride from Bedford to downtown Boston (via Minuteman and Charles River paths, etc.) virtually all off road. So glad it's complete!
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.
If you enjoy hopping on and off your bike, then this trail is for you! Felt like I spent as much time at traffic crossing intersections as I did riding the trail. Parked in Everett at the Madeleine English School and rode to the Lynn trail end and back. The trail is flat, well maintained pavement. There is some cool graffiti and a few lovely areas adorned with flowers. Otherwise it’s pretty boring. Be ware that other bikers may not practice trail etiquette…that was my experience. Not likely that I’ll give it a second chance.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Scan the QR code to get TrailLink on your phone
