Known for its picture-perfect coastlines, numerous rivers and lakes, gorgeous beaches, and pristine protected parks, Maine is a nature lover’s dream! Boasting some of the best hiking in the country, it’s the perfect destination to escape into nature and enjoy walking trails and hikes. We’re not called “Vacationland” for nothing!
Some of the most gratifying hikes can be found in Southern Maine, just a short drive from the Portland area. From quick and easy walks along the coast to more challenging trails, hikers of all skill levels have a variety of choices to pick from, all within a convenient driving distance.
With fall just around the corner, hikes are the perfect way to get outside, enjoy the Maine foliage, and keep active even as the weather gets colder. We can’t think of a better way to enjoy your hike than cracking a can of your favorite craft beer from Brickyard Hollow at the summit!
This blog will highlight some of our favorite hikes in Southern Maine. If you’re a beginner, don’t worry! We’ve included our favorite walking trails, family-friendly hikes, and pet-friendly options too.
Be sure to stop by one of the many locations throughout Maine that carry our beer and grab a four-pack before your next hike!
Best Dog-Friendly Hikes Near Portland, Maine
If you’re planning a hike and have a dog, chances are you’ll want to take your companion on the adventure with you. There are plenty of dog-friendly trails in southern Maine – here are two of our favorites.
Burnt Meadow Mountain In Brownfield, Maine
About an hour’s drive from Portland, Burnt Meadow Mountain is a Fun and moderately challenging 3.4-mile loop with well-marked trails and a beautiful view at the top! This loop will take a little more than two hours to complete. This trail is not only dog friendly, but dogs are allowed off-leash in most areas. Stop at Jordan’s Store in Sebago to pick up one of our four-packs on your way out to Brownfield.
Bradbury Mountain in Pownal, Maine
If you’re looking for a hike that’s closer to Portland or if you’re searching for an easier hike for you and your canine, Bradbury Mountain State Park in Freeport, Maine, is a great option. This mountain has miles of diverse trails, but the most popular option is the Summit trail. This short and steep 0.3-mile trail takes you straight up the 500ft mountain where gorgeous 360-degree views await. The Northern Loop Trail is an alternate route that provides a wide, gradual ascent to the summit. Downtown Freeport is just a 10-minute drive away. Come visit our Freeport location and reward yourself with a Brickyard Hollow craft pizza after your hike. We’d love to see you and your pup!
Hikes With The Best Views Near Portland, Maine
We love these hikes because of their central location and amazing views!
Douglas Mountain in Sebago, Maine
Douglas Mountain features 2.8 miles of network trails that are very well marked and maintained. While the trails are short (.25-1.8 miles), the views are spectacular. The summit hosts a unique stone tower you can climb for an even better view of Sebago Lake and the Maine Lakes Region. Drop by Gemmes General Store in Sebago to grab some cans to bring to the top of the tower!
Wolfe’s Neck State Park
Looking for a light hiking trail but still want incredible views? Wolfe’s Neck State Park is the perfect location. Located on a peninsula on the rocky Maine coast, this state park is known for its stunning views of Casco Bay, Osprey-watching, and a 4.4-mile network of walking trails.
Most Challenging Hikes Near Portland, Maine
Are you an avid hiker who prefers a more difficult climb? These next two mountains offer advanced trails but are still conveniently located within an hour of Portland.
Pleasant Mountain in Bridgton, Maine
At 2,006 feet, Pleasant Mountain is southern Maine’s tallest mountain. This nearly ten-mile trail network offers a variety of challenging day hikes. At the summit, you’ll be rewarded with impressive views of the White Mountains to the west and gorgeous views to the east. This mountain is open year-round and is dog friendly. Head over to Nora Belle’s in Bridgton after your long day of hiking and enjoy a Brickyard beer on tap!
Sawyer Mountain and Hosac Mountain loop in Limington, Maine
With some peaks over 1,000 feet, Sawyer Mountain Highlands has the highest elevations in Maine south of the Saco River. For this challenging 10.7-mile loop, you’ll be hiking two mountains! Begin in Sawyer Mountain Highlands and over Sawyer Mountain. From there, you’ll follow a series of paved roads before a steep hike to the beautiful summit of Hosac Mountain. If you’re looking for a winter adventure, the highlands are open for cross-country skiing, snow-shoeing, and snowmobiling in the colder months.