Explore 5 star hikes within 1 hour of Freeport, Me - view hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

5 star hikes within 1 hour of Freeport, Me Map

Beautiful hike. Took the blue trail up and the yellow back. There is an unmarked grassy trail leading down from the peak which we mistook for the yellow trail but turned back pretty quickly and found the correct trail. The markings on the yellow trail were very faded and at times difficult to spot, but as long as you stop for a minute you can regain your bearings pretty easily. We passed a bunch of friendly people on the blue trail but saw absolutely no one on the yellow trail.

Hiked this mountain two weekends in a row with friends. Last week we took the blue trail both ways. Great scramble and reasonably challenging climb, especially closer to the top. This week we took the yellow trail up, and the blue down. We had a great hike both times, and the view is beautiful with fall foliage. A couple of notes. 1) I (and my hiking companions) would not recommend the blue trail for small children or for dogs, unless your dog is extremely agile and energetic. There are sections that are extremely steep, and the rocks are jagged in a few places. 2) the yellow trail is a great walk, but extremely poorly blazed. I'm sure the trail was harder to find due to fallen leaves, but there were several points at which we had to keep one person at the last known blaze and send others in different directions to find the trail. Many times the trail made abrupt turns with no blazes marking the turn. It made for slow going on what would otherwise have been an easy to moderate walk through the woods. It's a longer way to the top, even without the frequent stops to make sure you're on the trail, but this is definitely the trail to take with kids and dogs. Overall a really fun hike! Also, for those who want more or less company while hiking, the blue trail is much more populated than the yellow.

so many families

Fabulous views ending at a great brewery!

Nice trail, after about 40 minutes of up thru the woods ,trail opens up to ledges with beautiful views
Then runs along them to the top, we stopped at the southwest ridge took about 1.45 minutes and had lunch, and headed back . Great trail we will be back

beautiful heath, technically no dogs allowed.

beautiful and serene. you forget you're in an urban hub

21 days ago

Beautiful perched water table bog!

What a great day for a hike yesterday. Trail is in really nice shape. We took the blue trail up and the yellow down and it made for a good loop.

This is a good last minute hike destination to choose since it is fairly quick. I wasn't blown away by the view at the summit but still worth the trek up for a few hours of outdoor enjoyment! We went on the first day of fall and the colorful leaves on the ground were a highlight for sure. There were a few places where the path was a little uncertain so look for the red signs on the rocks and trees as you go!

A simple hike with enough elevation gain to be strenuous for me. I like to do a slightly shorter version of the trail (1.7 miles). . I turn around at the second and last outlook and don’t continue to the end. If you do that you’ll get a little more distance but almost no extra elevation and no more views. You’ll just walk a little further along the wooded ridge and I’m not usually interested in that.

on Dodge Point Trail

29 days ago

Gorgeous views at the shoreline!

Nice trail and well cared for. Very easy and pretty flat. I just wish the trail was a bit wider so you can walk side by side with someone

This was a great hike completely around Monhegan Island. I would rate it as difficult if you do the complete #1 route. The views on the north and east side of the island are exceptional. If you do it clockwise you are rewarded with a visit to Monhegan Brewery about 1/2 km from your completion.

I was turned off by the no dog thing- but on my way up- someone had a dog anyway- rebels... but seriously- a good hike- good views- but nothing to really look at except that scenic overlook- summit was very disappointing. It was ok, tho. Definitely good exercise! Just kinda boring.

Fantastic views.

Great hike! A bit hard in some places, but the views were nice!!

I’ve done this trail many times . Up and down the Blue only , one hour up and one hour down. I find it to be a good work out, with great views, and a nice little scramble at the top. I think it is one of the best hikes within an hour of Portland.Oh and as a reference I’m 71 years old

Captivating views that will take your breath away. Give yourself time to complete it. We almost missed the last boat back.

Two friends went on this trail today 9/3/2018. They started up the blue trail but there was just to many people so they turned around and went up the yellow trail. Lots of uphill and rocks to climb. They went for a little bit when the heat got the better of them, turned around went back to their car. But at the car they found that someone had smashed in the back windshield and stole from inside the car. So they will not be back and this would not be where I would go with my kids.

Been hiking Pleasant Mtn for 10 years on the Fire Warden Trail and the trails off Mountain Rd, but have never done the SW Ridge Trail, for whatever reason. We have been missing out! This is now my favorite way to summit Pleasant Mtn. Many great views on the way up and a great workout. It’s rated moderate, but I would put it on the upper end of moderate.

The views at the main summit are always enjoyable.

Nice hike! Went up blue trail, came down yellow! Lots of white birch trees and beach nuts on yellow trail! Love them! Good day!

Short and sweet. Awesome view of lakes from the top.

Great nature walk! Heads up - we went through the last week of August, there is a yellow jacket nest under the boardwalk just as you near the edge of the heath, before you get to the loop!!

Fun hike with wife and dog. Went up the blue and down the yellow. A good workout with a couple scrambling spots, especially near the peak.

Took blue up and yellow down. I think some new marking may have been put up on the yellow trail as we didn’t have any problems once we were on it. Look for the large rock pile on the opposite side of summit and towards the left to pick it up the yellow trail at the top. Once you get going down the trail a bit, you’ll start noticing the yellow markers.

Will add Stone Mtn trail next time.

Did this one today! Wonderful hike up, great views, can’t wait to do it in the fall

Absolutely beautiful....

pros: great workout. dog friendly. blue trail up was very clearly marked. clean. pretty view.

cons: yellow trail down wasn't very clearly marked in some spots.

note: there are 2 areas where the yellow trail turns, instead of the usual double yellow mark there is a 90degree angle drawn on the rock that looks like an arrow, making people who are accustom to the "double marker means turn" indication of a trail turning, go in the direction of the "arrow" so DON'T go in the direction if the arrow because it means the trail turns 90degrees. haha. we found our way back to the proper trail easily. it look like several groups have done this as the "off trail" is warn fairly well making it look like you're going the right way. :)

We loved this trail and the view were spectacular.

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