Indiana · Weekend Ideas
Weekend Ideas in Highland
Highland's weekend rhythm revolves around its parks and a friendly small-town calendar. Main Square Park hosts concerts, the annual Tree Lighting and Cultural Festival, and seasonal events in the heart of town, Lincoln Center fills up for craft shows, and the Erie-Lackawanna Trail is a favorite for a quiet walk. Wicker Memorial Park fully reopened in late September 2026 after the August storms cleared, and its grounds, trails, and golf course are back on the weekend rotation.
Highland is served by the School Town of Highland (PK through 12).
What to Do
Plan Your Highland Weekend
Main Square Park
The community heart on Ridge Road, with an outdoor amphitheater hosting concerts, movies, and festivals.
Lincoln Center
The town's community center hosts the Fall Craft Show & Vendor Fair in October and year-round Parks & Recreation programs.
Wicker Memorial Park
Trails, playgrounds, an 18-hole public golf course, and the Social Center. The park fully reopened in late September 2026 after clearing the Aug 11 storm damage, and is open daily 7 a.m. to 8 p.m.
Erie-Lackawanna Trail
A landscaped rail-trail winding through Highland and beyond, ideal for walking, jogging, and biking.
Highland Farmers Market
A long-running market at 2730 Highway Ave with local produce and vendors, held Thursday afternoons through the season.
America's Antique Mall
A fun browsing stop on Indianapolis Blvd, and the home of the town's seasonal chili cook-offs.
Ideas are curated from local parks, attractions, and venues, and details like seasonal hours can change. Confirm opening times on each spot's site or with the town before you head out.
Curated Guides
Full Weekend Guides for Highland
These deep-dive picks from the Weekend Guide dig further into Highland and the surrounding area.
The Pumpkin Plod: Highland's Thanksgiving Morning Run
Highland's 51st annual Pumpkin Plod 10K and 5K returns Thanksgiving morning, Thursday, Nov 26, 2026, at 9 a.m., a festive race-day start from Highway Avenue and Kennedy Avenue to the Lincoln Center finish line.
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Highland Festival of Lights: A Glowing Season at Main Square Park
Highland's Festival of Lights turns Main Square Park into a glowing winter scene from late November through early January, with New Year's Eve fireworks and a closing tree-burning in early January.
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Santa's March & Tree Lighting in Highland
Highland's Santa's March & Tree Lighting returns Saturday, Nov 28, 2026, from 4 to 7:30 p.m. at Main Square Park, with the march stepping off around 4:45 p.m. from 1st Street and Highway to Main Square.
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Indoor Garage Sale & Cozy Cookoff: A Highland Saturday
Highland Parks & Recreation's Indoor Garage Sale fills Lincoln Center on Saturday, Nov 14, 2026, from 9 a.m. to 2 p.m., with vintage finds and local vendors, and America's Antique Mall follows with its Cozy Cookoff from 1:30 to 3:30 p.m.
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