All Weekend Picks | Illinois & Indiana Events & Activities

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Weekend Picks

Every curated pick across both states, from dining and outdoors to arts and family fun. Filter by state or category to find what's near you.

Vendor tents, families, and a live music stage at a small-town harvest festival in an open park square
Indiana · Arts & Culture

Portage Harvest Festival: A Fall Celebration at Founders Square

Portage's free Harvest Festival returns to Founders Square on Saturday, Sept 26, 2026, from 11 a.m. to 7 p.m., with live music, food trucks, a beer garden, and local artisan vendors.

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BBQ grill tents, a beer garden, and glowing carnival rides at an evening park festival
Indiana · Family Fun

Highland Backyard BBQ Festival: A Long Weekend of Ribs and Rides

Highland's Backyard BBQ Festival runs Thursday through Sunday, Sept 24 to 27, 2026, from 2 to 10 p.m. each day at Main Square Park with BBQ food, a beer garden, carnival rides, and live music.

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Adults with tasting glasses strolling a historic downtown street with shops and a live band on the green
Illinois · Dining & Drinks

Frankfort Wine & Ale Walk: An Afternoon on the Green

Frankfort's 14th Annual Wine & Ale Walk returns Sunday, Sept 27, 2026, from 2 to 6 p.m., with tastings at downtown businesses and live music on the Breidert Green stage.

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Wooden crates of tomatoes, squash, peppers, and apples at a small-town September farmers market
Illinois · Dining & Drinks

Beecher Farmers Market: Saturdays at Firemen's Park

The Beecher Lions Club market returns to Firemen's Park on select Saturdays from 9 a.m. to 1 p.m., with the 2026 season finale on Oct 17, 2026.

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Colorful carnival rides glowing with lights at a small-town fall festival at dusk
Illinois · Family Fun

Mokena Fall Fest: Carnival Nights at Yunker Farm

Mark your calendar for Oct 1 to 4, when the Mokena Family Fall Fest brings a carnival, food vendors, a beer tent, and live music to Yunker Farm.

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Bright market stalls piled with fresh produce and cut flowers on a sunny Saturday morning
Indiana · Dining & Drinks

Crown Point Farmers Market: Saturday Mornings on the Square

The Crown Point Farmers Market wraps its 2026 season Saturday, Sept 26, from 8 a.m. to 1 p.m. at Bulldog Park: 70-plus vendors, local produce, and live music next to the courthouse square.

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Rustic wooden crates of fresh apples, squash, and gourds at a Sunday farmers market stall
Indiana · Dining & Drinks

Fall Farmers Markets: St. John and Highland

Market season runs strong across Northwest Indiana. St. John opens Sundays 8 a.m. to 1 p.m. from May 3 through Oct 25 at 9660 Wicker Avenue, and Highland's downtown market gathers Thursday afternoons at 2730 Highway Avenue through the season.

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Sun-dappled forest trail through Hickory Creek Preserve with wooden boardwalk
Illinois · Outdoors & Nature

Hickory Creek Preserve: A Morning on the Trail

Hit the boardwalk trails through lush forest preserve, perfect for a family nature walk or a peaceful solo morning. Multiple access points in Mokena.

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Aerial view of suburban neighborhood at blue hour with warm house lights
Illinois · Family Fun

Mokena's Family Weekend: Go-Karts, Trails, and More

From high-speed go-karts at K1 Speed to peaceful walks at Hickory Creek, Mokena has a surprisingly fun weekend lineup for families.

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Warm-lit outdoor restaurant patio with string lights at golden hour
Illinois · Dining & Drinks

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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Charming downtown Crown Point street at dusk with warm-lit storefronts
Indiana · Dining & Drinks

Crown Point's Main Street: A Saturday Stroll

Walk the historic Crown Point square, grab coffee at Sip Coffee House, and explore the shops and restaurants lining Main Street. A perfect low-key Saturday.

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Warm-lit intimate theater interior with red velvet seats
Indiana · Arts & Culture

A Night at Theatre at the Center

Catch a professional live performance at this intimate Munster theater. Big productions in a cozy setting, perfect for a date night or girls' night out.

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Community gathering in a park with vendor tents and families on a sunny day
Indiana · Outdoors & Nature

Weekend Vibes at Munster's Centennial Park

Trails, an amphitheater, and plenty of green space. Centennial Park is Munster's outdoor hub for a relaxed weekend afternoon.

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Fest tents and a beer garden under string lights in a small-town square with a historic courthouse clock tower at dusk
Indiana · Family Fun

Crown Point Oktoberfest: A Free Fall Celebration at Bulldog Park

Crown Point's Oktoberfest returns Saturday, Oct 3, 2026, at Bulldog Park with German food, a beer garden, live music, hayrides, and games.

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A pumpkin patch and corn maze entrance with a hayride wagon at a family farm on a sunny fall afternoon
Indiana · Family Fun

Harvest Tyme: Corn Mazes, Pumpkins, and the Pumpkin Glow in Lowell

Harvest Tyme's fall season in Lowell is open every weekend through Oct 25, 2026, with corn mazes, a pumpkin patch, a petting zoo, hayrides, and the evening Pumpkin Glow Trail on Fridays through Sundays.

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White vendor tents with crates of apples, pumpkins, and flowers on a historic village green with a band stage
Illinois · Dining & Drinks

Frankfort Country Market: Sunday Mornings at Breidert Green

The Frankfort Country Market fills Breidert Green every Sunday from 9 a.m. to 1 p.m. with produce, baked goods, flowers, and live music, running through Oct 25, 2026.

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Rows of autumn-decorated car trunks with pumpkins and hay bales at a family trunk-or-treat on a village commons
Illinois · Family Fun

New Lenox Halloween Fest & Scarecrow Stroll: Family Fun at the Commons

The New Lenox Chamber's Halloween Fest returns to the Village Commons on Saturday, Oct 24, 2026, with trunk-or-treat, a pumpkin party, and a costume contest, plus the free Scarecrow Stroll all October.

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A tractor-pulled hayride wagon with hay bales, pony rides, and piles of pumpkins at a sunny park fall festival
Illinois · Family Fun

The Great Pumpkin Party: Fall Family Fun at Centennial Park

Orland Park's Great Pumpkin Party returns Saturday, Oct 3, 2026, to Centennial Park with pony rides, hayrides, barrel-train rides, marshmallow toasting, and games.

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White canopy tents over tables of tomatoes, peppers, honey, and fresh bread at a Sunday farmers market in a leafy park
Indiana · Dining & Drinks

Munster Farmers Market: Sunday Mornings at Centennial Park

The Munster Farmers Market runs Sundays from 8 a.m. to 1 p.m. at Centennial Park through Oct 11, a relaxed close to the weekend with local produce, baked goods, and crafts.

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Families at a small-town German Oktoberfest with beer steins, German flags, and a polka band under a pavilion
Indiana · Family Fun

St. John Oktoberfest: A German Celebration at the Parish

St. John's free Oktoberfest returns Friday through Sunday, Oct 2 to 4, 2026, at St. John the Evangelist Parish with German food and beer, live music, and family fun.

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Children on a small train, a bounce house, and families decorating pumpkins at a suburban fall festival pavilion
Illinois · Family Fun

New Lenox Fallapalooza: A Free Family Afternoon at the Commons

The New Lenox Park District's Fallapalooza returns Saturday, Oct 10, 2026, from noon to 4 p.m. at the Performing Arts Pavilion with live music, bounce houses, train rides, face painting, and pumpkin decorating.

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A pumpkin patch with hay bales, children on pony rides, and a hayride wagon on a green park lawn in autumn
Indiana · Family Fun

Munster's Pumpkins, Witches and Hayrides, Oh My!

Munster's free fall family event returns Saturday, Oct 3, 2026, at Centennial Park with a pumpkin patch, costumed characters, a candy hunt, and pony rides.

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Artisan tables with handmade crafts, pottery, and fall wreaths inside a bright community recreation center
Illinois · Arts & Culture

Tinley Park Fall Arts & Craft Fair: A Saturday of Local Makers

The Tinley Park Park District's Fall Arts & Craft Fair runs Saturday, Oct 10, 2026, from 9 a.m. to 2 p.m. at the Tony Bettenhausen Recreation Center.

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Rows of orange pumpkins leading to a red barn with hay bales and autumn mums at a family fall farm
Illinois · Family Fun

Bengtson's Pumpkin Farm: Fall Fest Near Orland Park

Bengtson's Pumpkin Farm Fall Fest in nearby Homer Glen runs daily through Nov 8, 2026, with a pumpkin patch, rides, pig races, a petting zoo, and hayrack rides, minutes from Orland Park.

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An illuminated evening trail lined with glowing carved pumpkins and string lights at a quarry adventure park in autumn
Illinois · Family Fun

Enchanted Adventure: A Glowing Pumpkin Trail at The Forge in Lemont

Enchanted Adventure at The Forge: Lemont Quarries runs nightly from Sept 25 through Nov 1, 2026, with a half-mile illuminated trail of thousands of carved pumpkins and family-friendly zones.

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A winding forest path lit with glowing lanterns and small carved pumpkins on a twilight costume hike
Illinois · Family Fun

Trick or Treat in the Woods: A Costume Hike at Goodenow Grove in Beecher

The Forest Preserve District of Will County hosts Trick or Treat in the Woods at Plum Creek Nature Center in Beecher on Friday, Oct 2, 2026, with costume hikes along a glowing trail and s'mores.

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Cyclists with glowing bike lights riding a loose line down a quiet town street at night past a string-lit park gazebo
Indiana · Outdoors & Nature

Highland Fright Ride: A Costume Bike Ride After Dark

Highland Parks & Recreation hosts the 4th Annual Fright Ride on Friday, Oct 2, 2026, starting at 7 p.m. at Main Square Park, a costume-friendly 7.75-mile night bike ride through town.

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A rustic red barn, heirloom pumpkins, and craft tables at a living-history farm festival in peak fall color
Indiana · Family Fun

Buckley Homestead Fall Festival: Old-Time Fun in Lowell

The Buckley Homestead Fall Festival returns to the Lake County living-history farm in Lowell this October with reenactors, historic crafts, food, and entertainment. The 2026 dates are posted at lakecountyparks.com as they are confirmed.

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Runners in costumes crossing a green park at golden hour with a brick downtown and bandstand behind them
Illinois · Family Fun

Scary at the Prairie 5K: A Costume Run Through Downtown Frankfort

Frankfort's Scary at the Prairie 5K Costume Run & Spooky Sprints is Saturday, Oct 17, 2026, at Breidert Green with a 5K run and walk, a kids' fun run in costume, and a youth sprint.

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Decorated car trunks with pumpkins, hay bales, and balloons at a trunk-or-treat event beside a park playground
Indiana · Family Fun

St. John Boo Bash: Trunk or Treat at Prairie West Park

St. John's free Boo Bash & Trunk or Treat returns Saturday, Oct 17, 2026, from 10 a.m. to noon at Prairie West Park with trunk-or-treat, pumpkin train rides, pumpkin decorating, and a costume parade.

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A hay-bale haunted walk entrance, stacked pumpkins, and a seasonal craft market at a park Halloween festival
Illinois · Family Fun

Halloween Mayhem at Main Park: Trunk or Treat and a Haunted Trail

The Mokena Park District's Halloween Mayhem brings trunk-or-treat, a haunted trail, and a monster market to Main Park on Saturday, Oct 24, 2026, from noon to 3 p.m.

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A small midwestern village green with pumpkins and corn-stalk decorations in golden October morning light
Illinois · Family Fun

Crete's Halloween Happening: A Village October Weekend

The Village of Crete's Halloween Happening is listed on the official events calendar for Sunday, Oct 18, 2026, from 11 a.m. to noon, with the Crete Public Library's Retro Movie Friday series nearby.

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Autumn market stalls with pumpkins and mums under string lights and a plaid-draped vintage truck at a small-town harvest festival
Indiana · Family Fun

Dyer Flannel Fest: A Cozy Fall Weekend in Town

Dyer's Flannel Fest is set for Saturday and Sunday, Nov 7 and 8, 2026, per the Indiana Festival Schedule Guide, a cozy harvest-season gathering with details shared by the town of Dyer as the date nears.

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Handmade wreaths, knitted goods, and fall decor on vendor tables inside a bright community center craft show
Indiana · Arts & Culture

Schererville Holiday Craft Show: A November Weekend of Local Makers

Schererville Parks & Recreation's long-running Holiday Craft Show fills the Schererville Community Center and Homan Elementary with handmade gifts and holiday decor on Saturday and Sunday, Nov 7 and 8, 2026, from 9 a.m. to 3 p.m.

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A hay wagon draped in string lights and cobwebs on a dark trail lined with glowing jack-o-lanterns
Indiana · Family Fun

Portage Haunted Hayride: Spooky Nights at Woodland Park

Portage Parks & Recreation's Haunted Hayride returns to Woodland Park on Thursday through Saturday, Oct 15 to 17 and Oct 22 to 24, 2026, with spooky fun starting at 6:30 p.m., plus concessions and food trucks. Cash-only tickets, and it sells out.

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Flights of amber craft beer on a decorated table with jack-o-lanterns and string lights in a banquet hall
Indiana · Dining & Drinks

Boos & Brews Brewfest: A Halloween Brew Night at Woodland Park

Portage's second annual Boos & Brews Brewfest brings a 21-and-older Halloween night of beer samplings, a costume contest, food vendors, and music to Oakwood Hall at Woodland Park on Friday, Oct 30, 2026, starting at 6 p.m.

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A tribute concert stage with rose and gold spotlights above a vintage microphone
Indiana · Arts & Culture

Indiana Elvis FANtasy Fest: A Musical Weekend at Woodland Park

The 34th annual Indiana Elvis FANtasy Fest, billed as the final one in Portage, fills the Woodland Park Community Building with Elvis tribute artists, live shows, and a benefit auction for Porter County Special Olympics, Friday through Sunday, Oct 9 to 11, 2026.

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Jack-o-lanterns and string lights along a winding autumn woods trail at dusk
Indiana · Outdoors & Nature

Witches in the Woods: A Halloween Night Run in Crown Point

Crown Point's Witches in the Woods 5K and 2K sends costumed runners along a nighttime course at the Lake County Fairgrounds on Friday, Oct 30, 2026, at 6 p.m., alongside the Hocus Pocus Halloween market.

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Halloween-decorated booths and balloon arches along a small-town downtown street in fall
Illinois · Family Fun

Tinley Park Boo Bash: Family Trick-or-Treating at Harmony Square

Tinley Park's Boo Bash brings family trick-or-treating through business booths, a magician, and Halloween fun to Harmony Square on Sunday, Oct 25, 2026, from noon to 4 p.m.

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A Halloween-decorated miniature golf course glowing with jack-o-lanterns at dusk
Illinois · Family Fun

Ghostly Golf at Tinley Junction: A Halloween Mini Golf Weekend

Tinley Junction Mini Golf goes spooky for its Ghostly Golf Weekend, Friday through Sunday, Oct 2 to 4, 2026, from 4 to 9 p.m., with a Halloween-decorated course and a pumpkin decorating area.

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White vendor tents with handmade goods along a tree-lined canal in a small Illinois town in autumn
Illinois · Arts & Culture

Fall on Canal: A Vintage Market Along the Lemont Waterfront

Mabel's Market hosts Fall on Canal on Sunday, Oct 4, 2026, from 9 a.m. to 3 p.m. along downtown Lemont's Canal Street, with 50-plus vintage, handmade, and boutique vendors, live music, and treats. Admission is $5.

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A hayride crossing a park lawn with a food vendor tent and pumpkin patch in warm fall light
Illinois · Family Fun

Lemont Harvest Fest: Trunk-or-Treat, Hayrides, and Family Fun

The Lemont Park District's Harvest Fest brings trunk-or-treating, food vendors, a beer tent, live music, kids' activities, and hayrides to its Centennial Campus on Saturday, Oct 10, 2026, from 3 to 6 p.m. Free to attend.

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Whimsical patriotic scarecrow displays with pumpkins along a small-town main street
Illinois · Family Fun

Lemontster Days Scarecrow Trail: Vote for Your Favorite

Part of Lemontster Days, the village's Scarecrow Trail runs from Sept 26 through Oct 18, 2026, with this year's 'Stars, Stripes & Scarecrows' patriotic theme spread across downtown Lemont. Vote for your favorite as you stroll.

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