1. Old School Creamery

Nigerian Dwarf Goat
This stop is for our cheese lovers. Not only can you taste some great varieties, you can sign up for a class and learn how to make your own from goat’s milk. If you’ve ever wanted to try your hand at making cheese, this is the place to go. The product comes from Nigerian Dwarf Goats, notable for providing sweet and rich milk.

Distance from Boston: ± 2 h 45 min (150 mi)

Where to stay: Crooked River Camp

2. Shawnee Peak Fall Scenic Lift Ride

Shawnee Peak Fall Scenic Lift Ride | Tentrr

Take a trip up Pleasant Mountain on the lift and enjoy the spectacular view of the changing leaves. You’ll get a bird's eye view of Mount Washington, the Presidentials of New Hampshire, Moose Pond, Highland Lake, Long Lake, Kezar Pond, and Woods Pond.

Distance from Boston: ± 2 h 50 min (150 mi)

Where to stay: Pleasant Mountain Stream Camp

3. Kayaking/Canoeing Androscoggin River

kayaking & canoeing on Androscoggin River | Tentrr
Experience doesn’t matter here. Whether it’s your first time on a river or one hundred and first, you’ll have a blast. The Androscoggin offers wide open and calm water which is perfect for a laid-back paddler, and everything you can directly rent all the equipment you need at Slippery Rock campsite!

Distance from Boston: ± 3 h (180 Mi)

Where to stay: Slippery Rock Trails

4. Pleasant Mountain Trails

Pleasant Mountain Trails | Tentrr
Hike southern Maine’s tallest mountain. Take your time, look out at the water and savor the changing leaves. The trail is perfect for enjoying a few hours, and the well-worn path means that there is no gear needed!

Distance from Boston: ± 2 h 15 Min (140 mi)

Where to stay: Pleasant Mountain Stream Camp

5. Fryeburg Fair

Fryeburg Fair | Tentrr
Beginning October 1 and going through October 8, Fryeburg Fair is a southern Maine cultural phenomenon. Families all over Maine gather yearly to see the best in agriculture strut their stuff. Rides, games, fresh produce, antique wagons, and show horses are just a few examples of what Fryeburg Fair has to offer.

Distance from Boston: ± 2 h 40 Min (140 mi)

Where to stay: Topo Pino Mountain Oasis

6. Baxter Brewing

Baxter-Brewing
For a great beer and friendly staff, head to Baxter Brewing Co. They’ve got plenty of choices and the staff is passionate about their product. They’re also the first brewery in New England to can all their beers.

Distance from Boston: ± 2 h 3 min (140 mi)

Where to stay: Hill Top Camp

7. Harvest Fest - Maine Wildlife Park

moose at Maine Wildlife Park | Tentrr
This harvest festival offers old-timey games and other fair activities the entire family can enjoy. The festival boasts of innovative races and pumpkin launching. The fun takes place mid October at Maine Wildlife Park.

Distance from Boston: ± 2 h 10 min (130 mi)

Where to stay: Slippery Rock Trails

8. Seaplane Ride

seaplane-maine
At Slippery Rock Trails, you can take a private seaplane tour right near your campsite. Your CampKeeper will happily pick you up in a boat and take you to the seaplane base. You and a buddy can experience the fall season in style.

Distance from Boston: ± 2 h 30 min (140 mi)

Where to stay: Slippery Rock Trails

9. Pennesseewassee Pale Ale

Pennesseewassee
This local Brewery makes a killer IPA. Call ahead and schedule a Saturday tour and get ready for some great beer. A small company that prides itself on great craft beer.

Distance from Boston: ± 2 h 44 min (150 mi)

Where to stay: Crooked River Camp

10. Biking at Androscoggin Riverlands State Park

mountain-biking-Adroscoggin
If you’re looking to do a little mountain biking, look no further. Androscoggin Riverlands offer great trails for mountain bikers at any level. What sticks out the most about these trails is the picture perfect view of the river.

Distance from Boston: ± 2 h 40 min (150 mi)

Where to stay: Streaked Mountain Top Camp

Pro tip: Long Lake

Long Lake in Littleton, MA | Tentrr
Long Lake was created by a receding glacier. That alone is enough to stir the imagination and the heart. The area is great for some light hiking, and a fun fact - Long Lake is home to Stephen King’s fictional character David Drayton.

Distance from Boston: ± 2 h 40 min (150 mi)

Where to stay: Valhalla Farm, Crooked River Camp

Sources:

pressherald
fineartamerica
pinterest
maine.gov