1. Goose Pond Trail

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Bolton, MA

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Goose Pond Trail

3.0 (1 review)

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Oak Hill Conservation Site

Oak Hill Conservation Site

4.3(6 reviews)
8.3 mi

Great place to hike in Littleton. Went yesterday for the first time and was pleasantly surprised…read morewith the variety of trails in a (relatively) small area. There is one park entrance with a few parking spaces on Oak Hill Road, and another entrance on Harvard Road. Upon entering at Oak Hill Road, we followed the red trail up to Lookout Rock where we found a beautiful view overlooking the surrounding areas. Nearby, there was the highest point in all of Littleton. We then followed another trail to Tophet Chasm. The trails were well maintained, the park was not crowded (saw 3 other people there in a total of 2 hours), and the scenery was beautiful. Tucked away in Littleton center, this place is a gem. We printed out a trail map before heading over, which turned out to be necessary since it's pretty easy to lose your way if you change trails. The blue trail was the hardest - which lead us up and down hills on trails with little grooming. The ground was a little wet at times, which in combination with the leaves on the ground made it difficult to balance at times. Overall, this park is great. The red trail is lined with gravel and by far the easiest trail. The yellow trail is the longest, and the other trails weave in between. Even if you're not a hiker or avid exerciser, this park is great for everyone and has trails for all ability levels.

I wasn't impressed with this site. It's in the eastern half of the state and you hear almost…read moreconstant noise from planes, a train, and automobiles. We took the Chasm trail but the trail off it to the chasm itself was closed for repairs. Hit the Summit trail and didn't see an overlook at the top, just an ugly concrete water tower. My now my knee was bothering me as I am not a spring chicken, so we went back down to the parking lot. Looked at the map and saw it was quite a ways beyond the water tower to the lookout. I probably could have made it to the outlook and back if I hadn't gone off on the chasm trail. Maybe this is a better site for younger folks, though they did have reading glasses at the kiosk for older folks like me, which I've never seen anywhere before and which, along with clearly marked trails, got them a second star.

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Oak Hill Conservation Site
Oak Hill Conservation Site - One of the harder trails

One of the harder trails

Oak Hill Conservation Site

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Gates Pond - Picture from the trail at Gates pond

Gates Pond

3.9(11 reviews)
4.8 mi

It's a nice place to let your dogs swim in the drinking water. It's also a nice place to let your…read moredogs shit on the trail. Great fishing too.

I truly enjoy this area--it's a beautiful spot for walks, and it's clear that many people feel the…read moresame. Unfortunately, a small percentage of owners choose to keep their dogs off-leash despite the posted leash regulations, which creates an unsafe environment for others. As a responsible dog owner, it's disappointing to see these rules ignored, especially when it leads to incidents. I've been approached aggressively by off-leash dogs twice now (in the last week alone), making it difficult to enjoy the space with my puppy. Most people are considerate, leashing their dogs when near others, but it would be helpful if there were stricter enforcement or penalties for those who disregard the rules to help maintain a safe, welcoming environment for everyone. It is really not a difficult task to leash dogs. And I have asked multiple times for owners to leash while walking by and they absolutely refuse to do so. And I was then attacked and so was my puppy. If you do plan to walk here, I'd recommend being prepared to be attacked by an off leash dog and I would recommend recording the incidents since these dog owners flee the area and blame you for their dogs attacking you. I know numerous responsible dog owners who are unable to walk there due to also being attacked by off leash dogs. I also use to run here as well, but had to stop due to being chased by these dogs. I'd say it is only 10% of the time and by a limited amount of people but it has happened enough to make me nervous.

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Gates Pond
Gates Pond
Gates Pond

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Goose Pond Trail - hiking - Updated October 2026

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