Discover the best things to do in Naperville, Illinois, this weekend, the biggest Halloween weekend of the year. Howlin’ at the Moon (21+) and the new Family Spooktacular take over Naper Settlement, the 10th Naperville Pumpkin Race rolls down Rotary Hill, and Sunday brings Downtown Naperville Trick-or-Treat plus Halloween Happening on the Riverwalk.

Friday

Serendipity Resale Shop Benefits Little Friends, Inc.

10AM to 5PM Monday thru Saturdays, find convenient storefront parking at Serendipity Resale Shop, located at 461 S. Route 59 in Aurora.

Volunteers give time to benefit Little Friends, recognized as a leading service provider for children, adults and families challenged by autism and intellectual/developmental disabilities. The retail resale shop accepts donations of clean, quality clothing (especially winter wear), household items, bedding and jewelry when the shop is open 10AM to 5PM Monday thru Saturday. With Halloween just one week away, Serendipity is a great stop for last-minute costume pieces and seasonal accessories.

Kreger’s Brats and Sausage Haus

10AM to 3PM Fridays and Saturdays at Kreger’s Brat and Sausage Haus – 606 N. Ellsworth Naperville, IL 60563

Since 1893, Kreger’s has been a cornerstone of the community, now serving as a wonderful stop for lunch, conversation and camaraderie every Friday and Saturday. Find more than 20 fresh flavors as well as fresh-baked buns, fresh-made salads, pickles, desserts and more. And be reminded Kreger’s sauerkraut slaw is tasty atop a brat or all by itself! Pre-order at (630) 355-4418 for pick up on Friday and/or Saturday. Thanks for supporting your local sausage dealer. www.kregersbrats.com

LOTUS – Final Two Nights

4-10PM Friday and Saturday at Paddleboat Quarry – 441 Aurora Ave. Naperville, IL 60540

Last chance! LOTUS, the U.S. debut of French artist Nicolas Paolozzi’s illuminated public art installation, closes Sat., Oct. 24. Six giant floating flowers transform from daylight into a glowing nighttime experience at the quarry. Free and open to the public, it’s a striking fall arts outing for all ages, and a perfect stop before or after a Riverwalk stroll. More info at artforumnaperville.org. (Also see Art Talk – Let Us LOTUS.)

Kids Night Out – Spooktacular

6PM at Fort Hill Activity Center – 20 Fort Hill Drive, Naperville, IL 60540

Parents get a night off and kids get Halloween-themed games, activities, dinner and juice through the Naperville Park District. Registration is required. Details at napervilleparks.org.

Howlin’ at the Moon (21+) – Friday and Saturday

5 to 10PM Fri., Oct. 23, and Sat., Oct. 24, at Naper Settlement – 523 S. Webster St., Naperville, IL 60540

Naper Settlement Photo

Naperville’s Halloween bash for grown-ups returns to the Settlement grounds with live music, fire dancers, a costume contest, a Moonlight Market of Halloween vendors, blacklight painting in the Dark Art Gallery, the Food Truck Graveyard and BOOze Bar, plus spine-chilling art installations by Naperville artist Paul Kuhn, including a 15-foot werewolf and menacing gargoyles. Headliners play half originals, half Halloween-ready covers:

Friday: Birkenrocks, 5:15 to 7:15PM; Six Foot Blonde, 8 to 10PM
Saturday: Mr. Blotto, 5:15 to 7:15PM; Neighbor, 8 to 10PM

Tickets are $25 per adult and included with Naper Settlement membership. IDs are checked at the gate; no one under 21 admitted. Tips at the beverage tents benefit The Exchange Club of Will-DuPage Counties on Friday and Easterseals DuPage & Fox Valley on Saturday. Tickets at NaperSettlement.org/Howlin. Read more on PN update below.

Naper Settlement Halloween Weekend: Howlin’ at the Moon (21+) and New Family Spooktacular, Oct. 23–25

Halloween Lights Trolley Tours – Final Week

Every evening through Sat., Oct. 31 – departures from the east, north and south sides of town

Naperville Trolley & Tours rolls past some of the city’s most over-the-top Halloween houses, with a few stops for a closer look. Tours run about an hour, mostly between 7 and 10PM, on an enclosed, heated trolley, rain or shine. Choose the route closest to home:

Eastern: Freedom Brothers Pizzeria, 1293 S. Naper Blvd.
Northern: Gemato’s Wood Pit BBQ, 1566 W. Ogden Ave.
Southern: Naperville Crossings by Bar Louie, 2835 Showplace Drive
21 and over: Northern route from Quigley’s Irish Pub on Monday, Oct. 26 (State ID required)

Weekend tickets are $34.50 per person (fare plus gratuity); weeknight tickets on Oct. 26–28 are $28.75, plus an online booking fee. Everyone, no matter what age, needs a ticket, reservations are required and non-refundable, and the final weekend is filling fast. Book through Naperville Trolley’s online schedule.

Saturday

5th Avenue Naperville Farmer’s Market

7AM to noon at 5th Avenue Train Station – 200 E. 5th Avenue, Naperville, IL 60563

Build a farm-to-table meal with a plethora of locally grown food, plus an array of products, performances and events that make the market a great destination for the whole family. Only two Saturdays remain in the 2026 season. Remember! On Oct. 31, the final market day, a Halloween Parade is planned, so finish up those costumes.

Rosie’s Home Cookin’ is now open every day!

Find the spacious new diner at CityGate Centre, just off Ferry Road, with plenty of convenient parking.

Rosie’s Home Cookin’ is open for breakfast, brunch and lunch from 7AM to 2PM every day at CityGate Centre, near Rt. 59 and I-88. Fuel up before a big Saturday of pumpkin racing and trick-or-treating! (Click here for an earlier PN story on co-founders Lynn Lowder and Dale Eisenberg and how this diner with a purpose supports the nonprofit Veteran Business Project.) Note Also! The Veteran Business Project, Inc. (VBP) will celebrate veteran success stories at its third annual Valor to Venture fundraising gala from 6PM to 10PM next Thursday, Oct. 29, at Hotel Arista, 2139 CityGate Lane. Tickets are $300 each or $2,700 for a table of 10, and sponsorship packages are available. Visit VeteranBusinessProject.org for more info. Or stop by Rosie’s and ask!

NEW! Family Spooktacular at Naper Settlement

10AM to 2PM Sat., Oct. 24, and noon to 4PM Sun., Oct. 25, at Naper Settlement – 523 S. Webster St., Naperville, IL 60540

Naper Settlement starts a new tradition this year with a not-so-scary Halloween festival built for kids ages 3 to 12. Little ones can trick-or-treat at the museum’s historic homes, then enjoy themed inflatables, a family costume contest, hands-on spooky science, slime-making at Ghoul School, canvas painting with Pinot’s Palette, laser tag and food trucks. The headliner is The Little Mermen & The Princess Pals – The Ultimate Disney Tribute Band, with two 60-minute concerts each day: 10:30AM and 12:30PM Saturday; 12:30PM and 2:30PM Sunday. Tickets are $15 for adults, $10 for youth ages 4–12, and free for children under 4. Grown-ups 21 and over can visit the Spooky Spirits Bar. Tickets at NaperSettlement.org/FamilySpooktacular.

Creepy Critters Month at Knoch Knolls Nature Center

9AM to 3PM Saturdays at Knoch Knolls Nature Center – 320 Knoch Knolls Road, Naperville, IL 60565

Slimy slugs, spinning spiders and vile vultures take over the nature center exh...

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