Looking for a great trail near Wilbraham, Massachusetts? AllTrails has 7 great hiking trails, dogs leash trails, walking trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Talcott Mountain State Park or Wachusett Mountain State Reservation, we've got you covered. You'll also find some great local park options, like Crane Park. Just looking to take a quick stroll? We've got 5 easy trails in Wilbraham ranging from 0.6 to 4.4 miles and from 259 to 925 feet above sea level. Start checking them out and you'll be out on the trail in no time!

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dogs on leash

walking

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kid friendly

Wilbraham, Massachusetts Map
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hiking
27 days ago

Nice leisurely trail with some mild elevation gain and a few great lookout points. Nice hike if you have a few hours. During fall with all the leaves it’s a little slippery, so consider better suited footwear than running shoes like me. A few points that were confusing and led to trails not on the map, but with some backtracking and using the tracker on this app we were able to figure it out.

hiking
1 month ago

I would recommend this trail to anyone. A number of choices and none of them bad. There’s an inscription on the bench at the top of Rattlesnake Peak. You can read it for yourself when you get there.

The GPS didn't bring me quite to the entrance. Had to drive a ways down and turn left. The sign was faded and easy to miss and there wasn't a very big parking area. Went by it twice. The trails were wide and well maintained. Some inclines, but nothing too steep or strenuous. The whale rock is vandalized, sadly. The bridges are rotten and in need of repair. A nice hike, though despite those things, would definately do again. 2.5 miles exactly.

Hard to locate at first. GPS brought me close to the entrance, but not quite there. The trails were wide, well maintained but riddled with horse poop throughout. The whale rock is vandalized with paint. Sadly. Some nice inclines, but nothing too strenuous. 2.5 miles exactly. Would do again.

The parking lot was confusing off of Hillcrest drive. You see mailboxes and an unpaved, small "parking lot" to the right. I passed it at first because it has trash(tires and pallets) and I didn't realize it was a parking spot for the trails. The beginning trails aren't marked very well. Good thing I had downloaded the trails on this app, or I might have gotten lost. There were horse droppings and debris from motocross bikes on the trails. They were out there using the trail while I was hiking too, so the smell of gas was unpleasant, throughout. I didn't let any of those things stop me though, and continued on. As you continue on the trails, they do become better marked. The hike is very easy, with little elevation. Some muddy spots here and there, mainly from where tire tracks wore down the trail. The views are nice though, especially in the fall. Would be nicer if motorized vehicles were prohibited though. Lots of trash from them. I cleaned up as I went, but they are ruining the trails.

hiking
2 months ago

A great hike, we'll marked.

hiking
rocky
2 months ago

This trail is a nice fitness hike. Short, but high elevations quickly on. I've seen a ton of deer here too. The view at the top is much better in the late fall or winter when the trees are barren. You can see a few homes scattered in the distance but it doesn't take away from the natural beauty of the woods. I hike this in less than an hour, but it gets the heart pumping.

hiking
2 months ago

There’s nothing at the top of this little hill except a lot of animal scat. It was a fun fitness walk but the two guys sitting in their car getting high at the trailhead was a little off putting being alone, coupled w the animal scat. I was less relaxed than I normally am hiking. Don’t know if I’d seek this one out again.

hiking
3 months ago

Great trail for a family outing! We brought our two year old who was a champ almost all the way up the Southside trail but ended with me carrying an extra 23 lbs in the way down! All-in-all ; great hike and thanks to the trail keepers of wilbraham!

8 hikers from the Wilbraham Hiking Club took the Thayer Brook Trails to Whale Rock and beyond to Bennett Road. The trails are in excellent condition with only a few short ferny patches. Horses share these trails, so watch out for horse manure. Lots of mushrooms along the way. Whale Rock is beginning to accumulate graffiti again. Hoping that future walkers and hikers will respect Whale Rock for the giant glacial erratic that it is, and not add any more graffiti to it.

Nice easy hike with little loops... Mostly through the woods, but near sooner meadows.

hiking
3 months ago

Beautiful and peaceful but the trail to sunrise peak was not well marked

hiking
3 months ago

Many thanks to those who pointed out the overgrowth! We re-cleared the trails at Mount Marcy on August 21. Please understand that the Wilbraham Town Trails are primarily maintained by a small group of volunteers from the town's Open Space Committee, with the help of a small number of additional business and school volunteers . We do our best to keep all the trails in town clear, but there are lots of trails and only a few of us. The panoramic views at Mount Marcy are limited by leaves on the trees during the summer and are best viewed in the fall and spring. That said, there are still some spots with views from the trails during the summer. Please take precautions against ticks on all our town trails, even if they have been newly maintained.

hiking
over grown
4 months ago

The trail was almost completely overgrown. Thankfully I didn't get any ticks, but I felt like I was slogging through backwoods even though it was a trail. There may also have been some coyotes howling nearby at dusk.

hiking
rocky
4 months ago

hiking
over grown
4 months ago

It was more of a 3-star experience, but I'll give it the benefit of the doubt since I picked a weird time to give this a try. Trail is quite narrow and overgrown for long stretches - you'll pretty much always have brush at your ankles so check for ticks after. Beautiful ferns. Lots of bird song at about 7pm, not too buggy although I'd still recommend bug spray. It's a fast hike, no scrambling needed. Views somewhat obscured this time of year by the extravagant amount of foliage. The geodetic markers are quite cool, and there are wild raspberries for those seeking trail snacks.

The Wilbraham Hiking Club extended its hike past Thayer Brook all the way to Bennett Road. The trail is in excellent shape up to Thayer Brook. It is unmarked and very narrow in the section beyond the brook which heads to Bennett Road. We saw at least 10 different kinds of ferns along the way, and trees with ***dead*** gypsy moths.

hiking
5 months ago

Four hikers from the Wilbraham Hiking Club enjoyed the Crane Hill Hiking Trails this morning, despite a drenching downpour midway along the route. The summit climb and descent provide a nice workout and the rest of the trails are great for everything from a slow amble to a trail run. Although the view from the summit is limited, especially in the summer, it is still satisfying to reach the top.

hiking
bugs
off trail
rocky
6 months ago

on Tom Leary Trail

hiking
off trail
6 months ago

trails a little unclear. awesome off trail features- small rock caves.

hiking
6 months ago

This is a brand new challenging but well worthwhile trail. The north leg goes alongside a beautiful stone wall. As you get up to the top third, you see great eastern views. The summit has embedded geodetic markers and nice western views. The south leg has wider switchbacks and is easier to maneuver.

hiking
6 months ago

Seven members of the Wilbraham Hiking Club -- ranging in age from 5 months to over 70 years -- took a leisurely climb up the north leg of the trails and then down the south leg. The view was as breathtaking as ever. Everyone had a lovely time. The climb is easy as long as one does it slowly, yet it still provides a good workout!

hiking
bugs
muddy
rocky
6 months ago

I would recommend this trail if you are looking for a slight challenge. Get ready for immediate ellevation. A mix of in the woods and out in the open with nice views. x

hiking
6 months ago

The Wilbraham Open Space and Recreation Committee held a ribbon-cutting to inaugurate the trails at Mount Marcy on June 1, 2019. More than 40 individuals attended, and those who had never taken these trails before marveled at the magnificent view from the top.

hiking
muddy
6 months ago

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