Antique Shops
- Evelyn’s Furniture ~ Located at 217 North Avenue, Skowhegan
- Hill-top Antiques ~ Located at 48 Water Street, Skowhegan
Breweries
- Oak Pond Brewery ~ Located on Oak Pond Road off Route 2 near the Skowhegan/Canaan town Line
Entertainment
- Central Maine Family Fun Center ~ Located at 411 Madison Avenue, Skowhegan
- Drive-In Theater ~ Located off Route 201
- Skowhegan State Fair ~ Located at Fairgrounds Marketplace off Madison Avenue, Skowhegan
- Strand Cinema ~ Located at 19 Court Street, Skowhegan
- 6 Mile Yard Sale ~ Located on Malbons Mill Road, Skowhegan (happens in May)
Historic Places
- History House ~ Located at 66 Elm Street, Skowhegan
Libraries
- Margaret Chase Smith Library ~ Located at 56 Norridgewock Avenue, Skowhegan
- Skowhegan Free Public Library ~ Located 9 Elm Street, Skowhegan
Memorials/Fun Places
- Benedict Arnold Memorial ~ Located on the Skowhegan Island
- Swinging Bridge ~ Runs between the Skowhegan Island and Alder Street
- Skowhegan Indian ~ Located on the corner of High Street and Madison Avenue, Skowhegan
- The Eddy ~ Located off Route 2
- Walking Bridge ~ Runs between the North Side and South Side of Skowhegan
- Walking Trails ~ Located throughout Skowhegan
Parks
- Coburn Park ~ Located off Route 2 on the edge of Skowhegan
- Lake George Regional Park ~ Locate off Route 2
Retail
- New Balance Shoe Factory Outlet Store ~ Located at 12 Walnut Street, Skowhegan
Restaurants
- Gifford’s Famous Ice Cream ~ Located on Madison Avenue, Skowhegan