Naperville bookstore voted Illinois’ most popular small business

NAPERVILLE, Ill. (WGN) — A bookstore in Naperville has been voted Illinois’ most popular small business in 2025.

Advance Funds Network, a business financing company, ran a poll of 3,014 people asking which small businesses have products or services they would drive more than an hour to reach. Based on the survey results, they were able to create a ranking of the country’s 150 hidden gem businesses, spotlighting the ones that inspire the most devotion from their customers.

In Illinois, the Naperville-based Anderson’s Bookshop took home the top spot, while two small businesses in Chicago were ranked No. 2 and No. 3—The Violet Hour

and Optimo Hats, respectively.

Anderson’s Bookshop is a family-owned indie bookstore that’s hosted numerous big name authors for signings over the years. The bookstore, which also has a second location in Downers Grove, is beloved for its expert staff picks and cozy atmosphere, making it a cornerstone for Illinois readers who’ve been known to drive in from hours away to visit Anderson’s.

The Violet Hour is described as a moody, unmarked speakeasy tucked behind a rotating mural in Wicker Park. Known for its rulebook (no phones, no standing), bespoke cocktails, and whisper-level ambiance, it’s a pilgrimage for cocktail lovers who take their craft seriously.

Optimo Hats, found in the Loop, specializes in high-end, handcrafted fedoras made with century-old tools. This place is serious about hats, and so are their customers—many of whom fly in from across the country for fittings. Think old-school tailoring, but with modern devotion.

Across the country, other stand out businesses were highly sought-after: 

In Ocean Springs, Mississippi, The Shed BBQ & Blues Joint blends smoky barbecue with a side of live music, all in a funky roadhouse built from salvaged odds and ends. It’s the kind of spot where folks come hungry for brisket and stick around for the jam sessions.

Over in Nashville, Tennessee, Loveless Cafe has been a biscuit lover’s paradise since the 1950s. Set in a former roadside motel, it’s known for flaky biscuits, salty country ham, and the kind of red-eye gravy that fuels long drives and fond memories.

Further east, Callie’s Hot Little Biscuit in Charleston, South Carolina keeps things cozy with a tiny storefront and a devoted fanbase. Whether it’s cheddar and chive or something sweet like blackberry jam, these handmade biscuits are worth the wait.

If you find yourself on the Maryland coast, Thrasher’s French Fries in Ocean City is a rite of summer—crispy, vinegar-soaked fries served by the bucket, no ketchup allowed.

Rounding things out in Rehoboth Beach, Delaware, Dogfish Head Brewings & Eats draws craft beer fans from all over. It’s the original home of the now-famous brewery, known for bold flavors, offbeat menu items, and the kind of atmosphere that turns a quick bite into an all-evening affair.