4 Autumnal Adventures Near Portland, Maine

Written By Maine Hikes

Oh, fall. The perfect time for carving pumpkins, apple picking, evening fires, and, you had to see this coming…hiking! Mix up your autumn hikes this year with some cider tastings, goats (yep, goats), and corn mazes. The nature trails meandering these properties offer a quiet respite from the bustling fall harvest. The following four “mini-itineraries” within an hour of Portland highlight all the reasons fall in Maine is something you can’t miss. And don’t forget our Foliage Tracker to get your timing just right.

1. Streaked Mountain + Ricker Hill Orchards

Streaked Mountain’s trail may be short, just about 1.2 miles round trip, but don’t let that fool you—it packs a punch! Starting out mellow, the trail quickly turns steep, with rocky scrambles that will keep you on your toes. Fall hikers will love the bursts of reds and oranges framing the trail as they climb toward the summit. The summit itself opens up to jaw-dropping views of the Oxford Hills and beyond, especially during peak foliage. Pro tip: wear sturdy shoes, as the rocks can be slick, and keep an eye out for the painted blazes—they can be easy to miss on the rocky sections. After you’ve soaked up the scenery, swing by Ricker Hill Orchards in Turner for cider, donuts, and maybe even some apple-picking to cap off the perfect fall day!

2. Ten Apple Farm + Goats

At Ten Apple Farm in Gray, the hikes aren't just scenic—they come with goats! These playful, friendly goats will trot along beside you as you meander through the woods, making the hike even more entertaining. The fall foliage only adds to the magic, with vibrant colors all around. You do have to sign up in advance (because the goats have a busy schedule), but trust us, it’s absolutely worth it. The goats will appreciate your company just as much as you’ll enjoy this unique family farm experience!

3. Randall Orchard Trails + APPLES

If you’re looking for a trail that’s *literally* as sweet as apple pie, then Randall Orchards Trail is your…jam! There are two loop trails that twist and turn through enchanting old-growth forests. It’s like nature’s own rollercoaster, minus the screaming. Well, usually. Perfect for all ages, this hike is a breeze with its easy-to-moderate paths. This time of year, the trees put on their best outfits, flaunting fiery reds and golden yellows that’ll make your Instagram pop, your TikTok talk, and your Facebook cook.

Once you’ve wrapped up the hike, head over to the orchard itself, where you can munch on over 20 types of apples and sip on cider. Don’t forget to grab a pumpkin or two for carving shenanigans. This orchard has been in the family since 1906, so it’s got history and heart in spades.

4. Five Fields Farm + Bald Pate Mountain

The Five Fields Farm trail loop in Bridgton is a hidden gem for fall hiking, offering a gentle trek through the peaceful forested hills. One of the coolest features? The trail weaves through the orchards, giving you picturesque view of the farm and surrounding mountains. In the fall, the mix of colorful foliage and rows of apple trees is a photographer's dream! Once you’ve finished the loop, stick around the farm to pick your own apples, grab some fresh cider, or even rent cross-country skis if the snow decides to show up early. It’s the perfect spot for a day filled with crisp air and autumn vibes!

BONUS: Add nearby Bald Pate Mountain (pictured below) to your Bridgton adventure for a bit of an extra challenge!

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