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Donnabeth Lippman Park

5.0 (2 reviews)

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Black Brook Preserve

Black Brook Preserve

4.0(4 reviews)
4.6 mi

Nice walking trail in Windham to bring the dog and get some fresh air. There's a good sized parking…read morelot and a solid trail system to explore. The trail was somewhat overgrown in fall and had a lot of leaf cover but walking around roots and rocks was not bad.

On a midweek, midday exploration of Maine's trails in the summer I came across Black Brook…read morePreserve. I'm *SO* glad I did. I didn't know what to expect, and ended up having a really pleasant - albeit quick - walkabout in the woods (and sat for a while on a bench overlooking a little stream to just listen to the plethora of birdsong)! I began on Diamond Trail (which is where you start from the parking lot), then went to Pine Grove Trail (a whole 410 feet long), to Hawkes Trail (2740 feet long), and once again to Diamond Trail which brought me back to my car (it says it's 1.9 miles long, but because I skipped the part where Beaver Trail is, I think maybe I only did a mile of it). I found Black Brook Preserve to be excellently groomed and marked; nearly every single fork in the road had a giant wooden information sign letting you know which way was what and how long it was. Again, it's easily walkable and very quickly too because most of the trails are measured in just feet! Also, lots of great plaques with tree types. Finally, it seems as if some new construction has taken place at the beginning of the trail with an "observation deck" into a pond-like area (couldn't see much because of the thick flora, but I bet it's much different in the fall/winter). Cute prints of human feet AND different kinds of animal tracks you might see in this area.

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Black Brook Preserve
Black Brook Preserve
Black Brook Preserve

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Jewell Falls

Jewell Falls

4.2(13 reviews)
13.7 mi•Nasons Corner

This hike is a nice place to take a short stroll for the locals but not a place I would recommend…read moretourist to come. First off, it is only about half mile from parking to the waterfall. So total hike was only 1 mile. it is a WALK, not hike. Good for families with young ones. Be very aware that the mosquitoes here are super HUNGRY! I have never gotten so many bites within such a short time inside a hike! I got 6-7 bites all over my legs just from hiking here for 30 mins. My husband got 8+ bites all over his body! Luckily my little one only got 1 bite. We were all over Maine in the last 2 weeks including kayaking and out at Acadia national park. All outdoor activities and barely got any bites until now! There are other trails here too but after getting so many bites, we wanted to run away as fast as we could! I wish I didn't come here. View and waterfall are not worth it for trade off of these hungry hungry mosquitoes!! *sooo itchy* :-/ Bring bug spray if you wanna come!

Jewell falls is a waterfall of water flowing from the Fore River and is named for Tom Jewell who…read morewas one of the founders Portland Trails and very much alive today. Did you know that Portland Trails started in 1991? He donated the land around the falls and the rest of the land the trail walls through is a mix of public and private land. You see evidence of this with many marked signs that designate private property -- good to respect these so we can continue to walk these trails. Somehow I got lost off my usual path I take and ended up going on the greater fore river sanctuary trail loop around and across the railroad tracks, but the boardwalks were great! Back to the falls, if you start at the trailhead near Brighton ave, it's less than 0.25 miles of a walk. The falls are made of horsetails of rushing water over large slabs of rock. The trails are really well maintained and there's not too many people. You can definitely still hear traffic from some parts but there are a few quiet enclaves.

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Jewell Falls
Jewell Falls
Jewell Falls - My friend on the tracks at the entrance!

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My friend on the tracks at the entrance!

Diana's Baths - Rock stack

Diana's Baths

4.6(127 reviews)
38.4 mi

Parking instructions here were very unclear. What we initially believed were parking spaces turned…read moreout to be a line of cars waiting to park, with no visible signage where we entered. When we noticed an opening, we asked nearby drivers if we could squeeze in, and they had no issue with it. As we were parking, an employee approached us in a very aggressive and unprofessional manner and told us we could not park there. We apologized and explained that we were not from the area and had not seen any signs. We were told that the rule was "well known to locals" and that a sign existed at the front of the line--more than 25 cars ahead, making it impossible for us to see. Despite the surrounding drivers having no objection, the employee demanded we leave and became increasingly hostile when we asked questions or requested a manager. At that point, the interaction escalated unnecessarily, and we decided it wasn't worth the confrontation and left. I've never experienced such a level of rudeness from a staff member over an honest misunderstanding. Clear signage and more professional communication would have avoided the entire situation. Someone even yelled out "stop being a parking nazi". I would have otherwise liked to review the venue itself, but we were unable to do so as we never made it inside.

Diana's Bath is a natural pool with some small waterfalls. The walk from the parking lot is about…read more.6 miles one way, it's a quick and easy hike to reach this gorgeous spot. There is a parking lot and we were able to find parking but I'm sure it gets full at peak times. We enjoyed the hike and the waterfalls. It was in late May so there were quite a few people there. It's a peaceful spot to relax, sit in the pool, and just enjoy nature. I'm glad my family and I got to visit during this trip!

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Diana's Baths - Waterfall

Waterfall

Diana's Baths - Waterfall

Waterfall

Diana's Baths

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Western Promenade

Western Promenade

4.7(9 reviews)
16.3 mi•West End

Great place to catch a portland sunset and look at some gorgeous, old houses. Get there early.read more

The West End is a promenade that's located on the edge of an area called Brahmall Hill and is…read morecurrently listed on the National Register of Historic Places in 1982. It's got beautiful and historical architecture with it's Victorian homes (and, apparently, former sea captain homes as well), stunning views of NH's White Mountains on clear days, spacious green areas and walking paths, a tree swing, the Western Cemetery fraught with our cities deceased wealthier ancestors, great walking areas, and it even once won an award from the Portland Phoenix for having one of the best secret spots to make-out in a tree (I kid you not). To me, the Western Prom is the established, composed, unruffled older sister (who's probably quite proper and likes garden parties) to the Eastern Prom. I'd like to think I've got a little West End in me, and it's fun to pretend I belong there when I'm picnicking and watching the planes come in and out of PWM from a distance. I've seen kiddos practicing lacrosse here with their dad, people relaxed under trees reading, friends playing a pick-up game of bocce while drinking something out of red solo cups. There used to be more events held here (... the legendary Halloween parade is not to be missed); so hopefully those concerts and outings begin to happen again!

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Western Promenade - Sunset

Sunset

Western Promenade
Western Promenade - Live music tonight! Three more Wednesdays, Sunset Concert Series

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Live music tonight! Three more Wednesdays, Sunset Concert Series

Donnabeth Lippman Park - hiking - Updated May 2026

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