The Best Local Hike in Western Massachusetts
Tekoa’s rocky ledge viewpoint is Western Massachusetts’ best-kept secret. Read on to find out how to get here.
One of the top reasons on my list for wanting to move to Western Massachusetts was for the outdoor adventuring. Growing up in a suburb of Dallas, hiking looked like going to local park and exploring the woods. It was a great way to pass a Saturday afternoon (and who can complain about time spent outdoors/), but I craved more. I wanted longer trails. Elevation gain. Summit views.
Western Mass has this hidden beauty that only those who visit will ever uncover. Most people who visit Massachusetts frequent Boston or the Cape. There’s a running joke up here that Worcester is Western Massachusetts to Bostonians. Very few take the scenic drive out to what I consider to be the real gem of the state.
I may be biased, but Western Mass has it all—from outdoorsy adventures to breweries, to easy access to day trips. In the six years I have resided here, I frequent many of the same trails. In the last year, however, I discovered countless new ones. My all-time favorite? Tekoa Mountain. And here’s why.
Tekoa is something special.
It’s not easily accessible. It’s not a walk in the woods like many Western Mass favorites. It’s immersed in nature. Untouched, it feels like. Overgrown at times. Rarely do I see other hikers on this mountain despite its beauty.
I first stumbled upon it on a solo drive to upstate New York. Everyone driving to that area of New York on the Mass Pike crosses over a bridge that showcases encompassing valley views. Yes, that bridge you see way down there in the images above.
If you’re able to glance long enough, you notice a rocky ledge on the upper righthand side. After I caught sight of it for the first time, I made a mental note of the town I was driving through (Russell, MA), and researched it as soon as I could. Want to know what I found?
Nothing.
No trail maps, no trail reviews—nothing on AllTrails, and that says something.
I found a few comments about a steep route up that involved a sketchy parking situation that I was not keen on venturing into. I put off the search for a couple years and decided to try again last fall. I lucked out after some digging and found a legal parking spot. With a little trial, some error, and a sprinkle of wrong turns, I finally found my favorite outdoor gem in Western Massachusetts and it sure was worth the wait.
Everything you need to know about hiking to the ledge atop Tekoa Mountain:
Parking – This is the trickiest part. The safest parking I found is along a residential road that ends with a gate that the town needs access to. There is room for about five cars to avoid blocking the gate. I plug in 48 Reservoir Road, Westfield, MA into Google Maps. This is technically in the town of Montgomery, but it will show up as Westfield. Once you’re on this quiet road, drive to the end. Park there. Again, be sure to not block the gate.
Cost – Free!
Distance – About 5 miles out-and-back with a little over 1,000 feet elevation gain. There is an option to make a loop at the summit for a sunset view and different vantage point of the valley (with a little bushwhacking involved). If I could do it as a beginner bushwhacker, so can you! Sunset technically can’t be seen from the ledge, so this loop is great if you want that sunbeam shining through.
Difficulty – The reason this hike is my absolute favorite (and a Western Massachusetts hidden gem) is because most people think they need to travel a far distance for a tougher hike. I was one of those people, so I totally get it. What I love about this hike is that it’s local, peaceful, and has a climb. I love those short, easy hikes as much as the next hiker, but there’s something to be said for putting in the work and getting the payout once you reach the summit.
The route I take (logged on Strava) is above. From the parking to the viewpoint as an out-and-back.
Trail Details – After parking on Reservoir Road, follow the road behind the gate for a little under half a mile. It’s a steady, slight climb on a wide, gravel road. Veer left at the half mile mark and you’ll approach a gorgeous view atop a bridge of the Tekoa Reservoir. The calming stream and serene surroundings provides a great opportunity to catch your breath and enjoy the scenery.
When you’re ready, continue onwards and upwards. You’ll reach a Y intersection. Take the right, even though there’s a very official-looking sign on the left (it’s an informational sign). It’s not the direction you want for this hike.
Coming up is one of the best parts of this hike: the climb. After you turn right, you’ll follow along Moose Meadow Brook until you’re about a mile in. Here’s where I’ve gone astray far too many times. As you approach a mile, keep your eyes peeled for a left turn off the road into a dirt trail. It’s easy to miss if you’re deep in conversation, trail running, or just enjoying your hike. You’ll know you went too far if you cross another scenic bridge at a mile in. This bridge is great, but it means you missed the turn.
Once you’re in the woods, a gorgeous, well-trekked walk along a stream before the climb kicks in around a mile and a half in awaits you. This is one of my favorite parts of this hike because I have yet to come across anyone on this trail. It’s just the sound of the stream, the chirping of birds, and me. And my thoughts of bear encounters flooding in, of course. The first big climb of the hike flattens out for a tenth of a mile before beginning the final ascent to the ridgeline. Continue following the yellow markers. Though I usually see chipmunks or squirrels on this hike, I saw a bear for the first time here in May.
Tekoa in Winter
After one lovely dumping of snow, I knew I had to get out on the trail up Tekoa. It definitely did not disappoint. Snowshoes would have been a smart choice considering how infrequently traversed this trail is.
Depending on the season, the trail here is not maintained well. Be sure to bring bug spray or wear long pants to avoid any fun bug or plant reactions.
Once you finish that second, steep climb, you will find your trail opens up like a T. There are red markers here to remind you to take this trail back. Take a left and follow the yellow markers until you reach the summit. There are a few rolling hills and some rusty car parts along the way.
The viewpoint is approached from a wide clearing at the top with distant views of Springfield to your left. Take the trail to the right of the rock pile to reach the iconic, rocky ledge view you may have seen from the Mass Pike.
As always, please leave no trace. Whatever you bring onto the hike, please take back out with you to ensure this local gem stays beautiful for everyone.
You really cannot go wrong with any season you choose to accomplish this hike in. From foliage in the fall, to snow-capped hills in the winter, to the luscious greenery of spring — the constancy of a great view remains unchanged.
Tip: This is an incredible spot for sunset, and though the trail itself is not maintained well in terms of overgrowth, the trail markers have reflective stickers on them. For someone who is easily distracted in nature, I found these stickers so helpful with my headlamp even while trail running post-sunset.
What makes your favorite hike your favorite? Are you adding Tekoa to your list of must do hikes in Massachusetts? I’d love to know!
If you’re looking for more New England hikes and gems, you’ll enjoy:
