Illinois · Weekend Ideas
Weekend Ideas in Orland Park
Orland Park's weekend scene runs from patio dining to big family parks. Centennial Park is the village's outdoor anchor with a lake, trails, and an aquatic center, and the restaurant row along 159th and LaGrange has patio seating covered. In the fall, Bengtson's Pumpkin Farm turns into a regional draw.
Orland Park is served by Orland School District 135, Kirby School District 140, and Central Consolidated 146, feeding Lincoln-Way 210 and Consolidated HSD 230.
What to Do
Plan Your Orland Park Weekend
The Patio
Award-winning BBQ ribs with a spacious outdoor patio on 159th Street.
Cooper's Hawk Winery & Restaurant
Wine flights, a full menu, and a relaxed atmosphere for a weekend date night.
Centennial Park
The village's largest park: a lake, walking trails, athletic fields, playgrounds, a skate park, and the Centennial Park Aquatic Center.
Bengtson's Pumpkin Farm
Fall Fest runs Sept 4 through Nov 8 with a pumpkin patch, rides, a petting zoo, and hayrack rides. Located at 13341 W 151st St in nearby Homer Glen.
Orland Square Mall
Newly renovated shopping with national retailers and dining, a straightforward retail fix.
Carl Sandburg Fall Craft Show
The Sandburg Athletic Boosters' 350-plus-booth craft show fills Carl Sandburg High School Nov 21-22, 2026, 9 a.m. to 4 p.m. and 9 a.m. to 5 p.m., $5 admission.
Red Bird Market
The Christmas Craft & Maker Market at the Orland Park Civic Center runs Sunday, Nov 22, 2026, 9 a.m. to 3 p.m., with local artisans and a $3 entry.
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 Orland Park
These deep-dive picks from the Weekend Guide dig further into Orland Park and the surrounding area.
Patio Season: Outdoor Dining in Orland Park
From ribs to seafood, Orland Park's restaurant scene has patio dining covered. Here are three spots worth your weekend evening.
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Orland Park Christmas Parade, Tree Lighting & Festival
Orland Park's Christmas Parade, Tree Lighting & Festival returns Saturday, Nov 28, 2026, at 14700 S Ravinia Ave with the parade stepping off at 5 p.m., the tree lighting at 6 p.m., and the festival with Santa, a holiday market, and live entertainment through 8 p.m.
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World of Illumination: A Drive-Through Light Show at Orland Square
World of Illumination's Cosmic Sleighride brings a massive animated drive-through light show to Orland Square Mall from Nov 13, 2026 through Jan 3, 2027, open nightly 6 to 10 p.m., rain or shine.
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Orland Park Turkey Trot: A Thanksgiving Morning Run
The Orland Park Turkey Trot returns Thanksgiving morning, Thursday, Nov 26, 2026, at 8 a.m., a 2.5-mile chip-timed run at 14650 S Ravinia Ave for all ages, with prize turkeys for the top finishers.
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Orland Park Craft Fair: Handmade Gifts at the Presbyterian Church
The Orland Park Craft Fair fills the Presbyterian Church of Orland Park on Saturday, Nov 14, 2026, from 9 a.m. to 3:30 p.m. with handcrafted gifts and seasonal goods.
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Carl Sandburg Fall Craft Show: A Weekend of Local Makers in Orland Park
The Sandburg Athletic Boosters' Fall Craft Show fills Carl Sandburg High School on Saturday and Sunday, Nov 21-22, 2026, from 9 a.m. to 4 p.m. and 9 a.m. to 5 p.m., with 350-plus booths and $5 admission.
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Red Bird Market: A Craft & Maker Market at Orland Park Civic Center
The Red Bird Market's Christmas Craft & Maker Market returns Sunday, Nov 22, 2026, from 9 a.m. to 3 p.m. at the Orland Park Civic Center with local artisans and handmade goods.
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Winter WondORLAND at the Village Green
Orland Park's free family holiday festival, Winter WondORLAND, runs Saturday, Dec 5 through Saturday, Dec 19, 2026, at the Village Green (14700 S Ravinia Ave), with its opening night on Dec 5 at 5 p.m.
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OPPLcon: A Free Pop-Culture Day at the Orland Park Library
OPPLcon, the Orland Park Public Library's free pop-culture celebration, runs Saturday, Nov 14, 2026, from 10 a.m. to 2 p.m., with all-ages fun for comics, crafts, and fandoms.
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