1. Black Brook Preserve

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Windham, ME

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Black Brook Preserve

4.0 (4 reviews)

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4 years ago

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6 years ago

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10 years ago

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Donnabeth Lippman Park

Donnabeth Lippman Park

5.0(2 reviews)
4.6 mi

I wasn't expecting so much from this little park right off Route 302 (it's located on a dirt road…read morejust after the Westbrook Pool & Spa; there's a large granite sign at the mouth of the road, and you've probably passed it a million times - I know I have - but once you see it, you'll know exactly where this gem is forever)! Donnabeth Lippman Park - formerly known as Chaffin Pond Preserve - is 123 acre mostly wooded area that surrounds a 10 acre pond that's apparently great for fishing. I came here for a walk in the woods and was delighted to find that there was more than meets the eye: there's a family-friendly (you could easily take a stroller here - it's packed earth and not very root-y), totally accessible to all abilities, story book trail with a giant "Once Upon A Time" sign inviting you into the woods (how magical and fantastical is that?). Once you're finished, you can walk back to the parking lot from here via the yellow trail or you can take that same trail and follow it up alongside the pond, through the woods, then back down around the opposite side of the water (side note: I love loop trails - who wants to double back and see the same things?). A red trail deviates off to Mud Pond, and a green trail just adds an extended path through the forest before reconnecting to yellow. All of it is perfectly marked! It's a wonderful walking trail and if I lived nearby I could see this also being a solid spot for a good run! Admittedly, after heavy rain or during spring you should expect it to be quite muddy. No hunting allowed here, so it's a good spot for year round enjoyment (for those of you who are looking for a new snowshoeing spot!); there's an abundance of picnic tables overlooking the pond, a swing set, a big playground area, and plenty of green space to stretch out on. Again - what an unexpectedly great spot hidden in plain sight!

This is a great little trail to take your kiddos on. There's a playground, a story walk (that…read morechanges monthly), beautiful water views and an easy to follow trail around the pond. If you take a little detour off the story walk, you'll even find a cool teepee shaped bunch of sticks leaning against a tree. Children love to explore this area. It's not so far off the path that you'd ever get lost. In between the first few pages of the story walk, when you have an opportunity to go straight, do so. I promise it's only a few feet down the path. Can't miss it!

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Donnabeth Lippman Park
Donnabeth Lippman Park
Donnabeth Lippman Park

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Fort Sumner Park

Fort Sumner Park

5.0(6 reviews)
11.2 mi•East End

I am so surprised this spot isn't more known throughout the city! But, I also don't mind it. I like…read moreit as one of Portland's best kept secrets. *winky face* I found out about Fort Sumner Park through a post on a Facebook group. Someone posted the most beautiful sunset overlooking the city, and kindly shared the location; Fort Sumner Park. I visited for the first time a while ago with a friend, and since then it has become our go-to place to catch the sunset. Like Steff mentioned, from a distance this spot is nothing special - some grass, trees, and benches. But once you actually start exploring this tiny but mighty park, especially during "golden hour", you realize why it's magical. From the end of the park, overlooking the city, you almost feel like you can touch the orange sun. From this park, you can see the city change colors right in front of you as the sun slowly sets. It's truly hard to describe how beautiful it is. You must go and see it in person! After a long day at work, visiting Fort Sumner Park is basically therapy. I catch myself saying "WOW" multiple times as the sun sets and I enjoy my beer. It's one of my favorite spots in Portland. TIP: Bring a picnic blanket, some snacks, and some beers. There's always space to sit on the grass. Parking can be difficult during peak hours, but there's always residential parking for free around the area, but be prepared to walk a block or two.

Amazing amazing sunset views. Not only sunset but during the day you have spectacular views of the…read morecity. Also it's a great park to just sit and relax under a tree with a book or at the bench. Very peaceful

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Fort Sumner Park
Fort Sumner Park
Fort Sumner Park

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River Point Conservation Area - I think we've gone too far.

River Point Conservation Area

4.0(1 review)
6.6 mi

I love discovering those hidden-in-plain-sight places. The River Point Conservation Area, a 41-acre…read moreproperty formerly known as Three Rivers Farm that was acquired by Falmouth in 1995 - is one of my latest finds! It's tucked along the righthand side the Hannaford in Falmouth, and over a ruddy brown colored bridge. If you veer to the right after the red barn building (labeled Biodiversity Research Institute Ornithology Lab) you'll come up to an informational kiosk. From there, follow the yellow markers for a +/- 1 mile long trail that runs through beautiful fields and alongside the Presumpscot River, and both the west and east branches of the Piscataqua River. You can keep going and join a blue marked trail for more views of fields and streams, or cut through Orchard Trail (white marked) to head back to the informational kiosk without having to double-back along the same path.... I'm a big, big fan of loop trails, so this was important to me! Along the yellow marked path you'll find informational placards that talk about the natural and cultural history of the area, including: the site of Hobb's brickyard (Jonathan Hobbs was the settler who homesteaded the area in 1775), a Native American campsite and location of Hobb's cabin, a former orchard, the presumed site of Hobb's shingle mill. Outside of that, there's an impressive amount of flora and fauna - we came during a very warm summer day and were delighted by the beautiful shades of green, an abundance of wildflowers, and tremendous amounts of blackberry bushes. I imagine this spectacular hike takes on different faces each season... because of the high volume of ponds, streams, and brooks, I imagine spring looks and sounds vastly different than autumn, which must be ablaze with color due to maple and oak trees. We didn't see any ducks, herons, eagles, bunnies, otters, beavers, or deer which are also said to call this location home - but maybe you will! A couple things to note: 1. There's A LOT of poison ivy here. 2. Beware the ticks in the warmer weather. 3. The trails are moderately difficult. 4. Because of the delicate ecology, dogs aren't allowed. 5. If you're not paying attention it is VERY easy to get waaaaaaaaaaaay off course; just keep an eye out on the markers and the arrows, and you'll be fine!

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River Point Conservation Area - Nice summery shot.

Nice summery shot.

River Point Conservation Area - Follow the path...

Follow the path...

River Point Conservation Area - Welcome to River Point!

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Welcome to River Point!

Johnson Field - Playground

Johnson Field

4.0(1 review)
5.7 mi

This is part of the Standish Parks and Rec. I went here recently to start the Mountain Division…read moreTrail (MDT) from the side opposite of where I live, in the up and coming town of Windham. It was a beautiful drive from Windham to Standish on Route 35. The great Sebago Lake on the right and the woods on the left. I wasn't aware of this, but the woods are owned by the Portland Water District. They contain over 13 miles of trails and have a connected trailhead with the MDT. While I waited for my hiking partners I wandered around the field to check out my new surroundings. Johnson field seems to be a typical local soccer field. They have a large parking area, clearly marked with a sign along the road. Around the field they have a jungle gym and a play area. They also have 3 adult plyometric machines to get an outdoor workout? It's like an outdoor step and rowing machine. I had never seen anything like it. The restroom situation is Port-A-Pot, but they seemed clean enough, better than a trailside bathroom break. The trailhead kiosk for the MDT starts to the left of the field and runs along a gravel road that seems to be a multi-use trail shared with the YMCA camp. I would like to see the traffic on this trail/road in the summer. Not sure if it would be a place to have a dog off leash, because of traffic, despite the size of the trail. Johnson Field is a fine place to park and then walk.

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Johnson Field - Skate park

Skate park

Johnson Field
Johnson Field - Day use permits and maps at kiosk

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Day use permits and maps at kiosk

Black Brook Preserve - hiking - Updated November 2026

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