Itinerary at a Glance

Behind Quincy’s aesthetic beauty lies a layer of astounding incidents revealing colorful characters. Tour magnificent homes along the Maine Street Mile, enjoying culinary and libation specialties.

Duration: 2 Days

Available: Year-round

This Itinerary is Available For: Adults over 21


Day 1:

Quincy

Enjoy breakfast and a tour of the All Wars Museum on the grounds of the first veterans home in Illinois, once home to Albert Cashier, aka Jennie Hodgers. Cashier was born a female who disguised herself as a man to fight in the Civil War. Her case is one of the most famous of its kind as she continued to adopt a male identity thereafter.

With an entertaining step-on guide, pause at the Birthplace of Mary Astor, an acclaimed Hollywood starlet known for her crowning role in The Maltese Falcon with Humphrey Bogart. Next, tour the Monckton Mansion, rumored for mob activity, ghosts, basement vaults and elaborate underground tunnels.

Monckton Mansion

Monckton Mansion

Make a stop at Underbrink’s Bakery in John Mahoney’s (of Frasier fame) old college stomping grounds. Savor heavenly angel food cupcakes during a behind-the-scenes tour of this 1929 German bakery.

The intrigue continues as stories of Michael Swango, James B. Stewart and other characters are revealed along the Off the Record Tour. Swango, known as the “Doctor of Death,” is believed to be linked to 60 deaths. Stewart, a Pulitzer Prize winner, was a Quincy contemporary of Swango and wrote the unsettling story of his life.

With a nod to the historically colorful downtown, lunch at The Red Light Bar & Grill, formerly the State Savings & Loan complete with original vaults.

Tour the caverns of Dick Brothers Brewery, once larger than Anheuser-Busch. Legend claims a Dick family member died in a vat of beer, and his ghost (Sudsy) haunts the halls of the former brewery. Sudsy remains at rest in a crypt in the Woodland Cemetery Mausoleum, the last stop before a late afternoon road trip north along the Great River Road.

In Nauvoo, visit the Jonathan Browning Home & Gun Shop of American inventor and friend of Abraham Lincoln. Indulge in the Hotel Nauvoo buffet, which serves fried chicken and the inn’s famous wild rice dressing and monstrous homemade cinnamon rolls.

Day 2:

Smile Mile, 99 Watering Holes and Private Home Tours

 Bacon and a Bloody Mary for breakfast? Yes, please! Enjoy a fresh farm-to-table experience at Thyme Square Café, in the former Busy Bee Mercantile building. The chefs cure and smoke local meat and own the distinction of being the only artisan bread bakers in a 100-mile radius.

Head south a block to embark on the Maine Street Mile, beginning at Quincy’s first public library, which is now the History Museum overlooking historic Washington Park. Absorb the stunning stained-glass gallery and area historical exhibits, then peruse the park to see Lincoln Storyboards and the Sixth Lincoln-Douglas Debate Site.

Maine Street Mile

Historic building on the Maine Street Mile

Continue past the sleek 1962 St. Boniface Church, the first mass site of Father Tolton in 1886. Augustine Tolton found acceptance in Quincy, becoming America’s first African-American priest. Canonization efforts are currently underway to declare Father Tolton a saint.

Approach 16th and Maine as the street opens wide to expose what National Geographic claimed “one of 10 most architecturally-significant corners in the U.S.” Tour the 20,000-square-foot Quincy Museum, formerly the Newcomb Stillwell mansion, with 14-carat gold woodwork.

The Maine Course

The Maine Course

Break for a swanky lunch at Boodalu Steakhouse toasting the Mississippi River views with a classic Rob Roy, or Harvey Wallbanger, before enjoying private home tours in the East End Historic District. See three stunning homes from a selection of 18, via tours conducted by the homeowners.

Shop vintage and boutique stores along Maine before retiring to The Patio Restaurant downtown. Sip a retro Grasshopper to channel the restaurant’s mid-century origins and interior, home of the fabulous two-inch thick pork chop.