Visit Skowhegan — Events, Restaurants, and Things to Do

October

Things to Do in Skowhegan

Skowhegan, Maine is a small city with an outsized personality — a place where the Kennebec River runs through a revitalized downtown, where world-class events like Skijor Skowhegan and the Skowhegan Craft Brew Festival draw visitors from across New England, and where locally owned restaurants, theaters, and cultural venues make every visit feel worth the trip.

Whether you’re planning a weekend getaway, a day trip from Portland or Augusta, or looking for things to do in Skowhegan this weekend, this page is your local guide. Browse featured events, read our staff picks and “perfect day” itineraries, and explore the restaurants, bars, museums, and shops that make Skowhegan one of Central Maine’s most compelling destinations.

Skowhegan is easy to reach, genuinely unique, and — if our visitors are any indication — hard to leave.

Our Recommendations

OCT
10

Oom-Pah Band for Oktoberfest at the Biergarten

October 10 • 1:00 - 4:00 p.m.
7 Island Ave., Skowhegan

Join the Huddled Masses Orchestra at the Biergarten for lively oom-pah music, seasonal craft beers, and festive food. This 12-piece band brings trumpets, trombones, clarinets, and a tuba together for a spirited celebration inspired by the musical traditions of the Old Country.

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The Biergarten
OCT
14

Cribbage Night

Wednesday, October 14 • 4:00pm - 6:00pm
151 Water St., Skowhegan

Grab a drink and pull up a chair for a casual cribbage night at Unwined. No tournament, no buy-in, and no need to bring a partner. Come with friends or come solo. When you arrive, put your name on the play sheet at the bar. We'll use it to match up players for a game.

A little rusty? No problem. Cheat sheets will be available with the rules.

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Skowhegan Fire Department
OCT
18

Silent Auction for Lake Winnecook

Sunday, October 18 • 1:00pm
473 Bigelow Hill Rd., Skowhegan

Join a silent auction in memory of Jim Wescott at Bigelow Brewing Company, featuring live music by Carrie Hughes.

Featured auction items include:
• Jim’s Old Town Bigwater PDL-132 fishing kayak
• A weekend stay at a beautiful lake camp in June 2027
• A Cabela’s/Bass Pro Shops gift certificate
• Additional auction items and surprises

All proceeds will benefit Friends of Lake Winnecook’s campaign to raise funds for an alum treatment to help protect and restore Lake Winnecook, also known as Unity Pond.

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Friends of Lake Winnecook
OCT
30

3rd Annual Skowhegan Ghost Tour

Fri & Sat., October 30 & 31, Tours start at 6pm, 7pm, & 8pm • 225 Water St.

Dare to take a stroll through Water Street’s haunted history? This October, the Skowhegan Ghost Tour returns for its third year, bringing local ghost stories to life through spine-tingling performances.

No tickets required. No tricks. Just treats for the brave!

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Boynton's Greenhouses

Upcoming Events

Better Maine Conference

Skowhegan Outdoors Turkey Trot

Shop Small Week & Passport to Savings

Other Activities

From the Blog

Do you have an event we should know about?
Email: riley@mainstreetskowhegan.org