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The Maine Outsider

Maine Outsider: Invite 105 // Oct 15


Invite 105 // Oct 15

We've got a big one today, folks. If Strava tracked scrolling distance, this newsletter would be a personal record. So, with that in mind, I'll keep it short, and we can jump right into the events.

Enjoy the last few weeks of lingering fall color and pleasant weather. Happy adventuring.

✌️ Max

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Presumpscot River Revival Race

Sat, Oct 18 | Windham | Paid

Compete in a paddle race on the Presumpscot River to celebrate its revival and enjoy food and community connections at Dundee Park. Organized by Friends of the Presumpscot River.

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Haunted Tides

Sat, Oct 18 | Georgetown | Paid

Dress up and head to Reid State Park for a family-friendly evening of costume contests, a haunted trail, crafts, and stargazing around the fire.

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Gear Again Festival

Sat, Oct 18 | Portland | Free

Browse a variety of outdoor gear at Maine GearShare’s annual sale while enjoying local vendors focused on sustainability, plus free gear repairs available on-site.

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Bike & Brew on the Eastern Trail

Sat, Oct 18 | Biddeford | Free

Pedal through fall foliage along the Eastern Trail with a 15–20 mile socially-paced ride, then unwind with a beer at Banded Brewing in Biddeford afterward.

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Wolfe's Neck Fall Festival

Sat, Oct 18 | Freeport | Paid

Experience the season at Wolfe’s Neck Center with local vendors, seasonal activities, and an autumn wagon ride to the pumpkin patch.

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North Head Hike and Pizza

Sat, Oct 18 | Jefferson | Free

Explore the Bowl Loop trail at Hidden Valley Nature Center, then enjoy pizza around a fire at Bezon Barn after the hike.

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Historical Hike: The Great Disappointment of 1844

Wed, Oct 22 | Camden | Paid

Here's a different one... Hike to Millerite Cliffs on the only day each year this private land is accessible to hear about the religious movement that predicted the world would end in 1844.

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Beach Plum Pursuit

Fri, Oct 24 - Sun, Oct 26 | Ogunquit | Free

Hunt for hidden glass beach plums along three preserves in this scavenger hunt, where you keep your find and register it to win prizes.

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Thorne Head Trail Run

Sat, Oct 25 | Bath | Paid

Run the trails at Thorne Head with the Kennebec Estuary Land Trust, where you'll enjoy a community-focused 4k race followed by a hearty fall breakfast and a unique finisher's mug.

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Lost Valley Fall Fest

Sun, Oct 26 | Auburn | Paid

Celebrate the season at Lost Valley Ski Area with free activities, live music, food trucks, and unlimited chairlift rides for $10.

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Pumpkin Hike

Wed, Oct 29 | Ellsworth | Free

Stroll the illuminated Ellsworth Riverwalk as hundreds of community-carved jack o' lanterns light your way and vote for your favorite pumpkins.

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Better with friends.

Some of life's best outdoor experiences are shared with others. Share this newsletter with a friend to inspire your next group adventure by forwarding this email or sharing a link to subscribe.


Coming Up (Previously Featured)

Slow Leaf Peeping Class | Sun, Sep 14 - Sun, Nov 2 | Paid

Pumpkin Patch Trolley | Fri, Sep 26 - Sun, Oct 19 | Paid

Run MDI: Mount Desert Island Marathon, Half & Relay | Sun, Oct 19 | Paid

Trail Log: Share your Experience

Have you attended any of these recent activities? Use the quick check-in links(30 seconds or less) to log your attendance and share your experience.

📝 Goods from the Woods - Sat, Oct 4

📝 Fall Trail Rally - Sat, Oct 4

📝 Nature Walk: Beavers - Sat, Oct 4

📝 Drawing Nature - Sun, Oct 5

📝 Fall Outdoor Skills Day - Sun, Oct 5

📝 Deering Oaks Pop Up Disc Golf - Sun, Oct 5

📝 Sunset Moonrise Hike - Tue, Oct 7

📝 Flagstaff Foliage & Historical Weekend - Fri, Oct 10 - Sun, Oct 12

📝 Fall Foliage 5K - Sat, Oct 11

📝 Hirundo Fall Fest - Sat, Oct 11

📝 Crooked River Rambler - Sun, Oct 12

Your responses help us decide which events to feature again and motivate the newsletter's continued creation.


👋 I'm Max. I created the Maine Outsider to help people connect with organizations offering outdoor events and experiences around the state.

I monitor 300+ newsletters, but can't know everything. If you're hosting an event or have a tip about an upcoming experience, use our tip line to let me know.

Thanks for reading. Now, get out there!

The Maine Outsider

The Maine Outsider is a free newsletter curating outdoor events across the state. Our mission is simple — help you find the fun and help great organizations find you.

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