While Kendall County was home to several small motels during the 20th Century, the construction of larger facilities like Holiday and Hampton inns didn’t start until the last population surge in the 1990s.

Oswego’s stately National Hotel (with pillars above) was the village’s premier hotel during its time as the Kendall County Seat. The National was destroyed by fire in February 1867. (Little White School Museum collection)
Time was, of course, every village in the county had at least one hotel, and sometimes more. Oswego, during the years it was the Kendall County Seat, had three hotels, the National Hotel, the Smith House, and the Kendall House.
Hotels and taverns were once vital to Kendall County’s growth—and by “tavern” I’m using the old definition of the word synonymous with inn. Today, a tavern is a place that sells alcoholic beverages, but in Kendall County of the 1820s and 1830s, taverns were places where weary travelers could rest for the evening, buy a meal while on the road, or both. In addition, taverns sometimes played the role of courthouse, church, and community meeting hall—not to mention polling place.

The National wasn’t just a hotel; it was also a community meeting place. And when the county seat was moved to Oswego in 1845, the first term of the circuit court was held there. (Little White School Museum collection)
Typical stagecoach-era tavern fare for supper included bread, butter, potatoes and fried pork washed down by strong coffee, cider, wine, rum, brandy or whiskey. Breakfast was good old American bacon and eggs with corn bread and more coffee. Sleeping accommodations were generally in one large room—privacy was one of the casualties of travel in the 1830s—usually with more than one traveler per bed.
Lodging in the area west of Chicago often cost 12-1/2 cents a night, with 25 cents charged for combined supper and breakfast. Dinner—served at noon—was often 50 cents.
The county’s first inn was established on a road that was both old and new. In 1831, the High Prairie Trail from Chicago to Ottawa was laid out by state officials as both northern Illinois’ newest official road and one of its most established Indian trails. The road started at the shore of Lake Michigan near the muddy banks of the Chicago River and extended almost due west to the ford across the Des Plaines River—no bridges in those days, either—at modern Riverside. From there, the road headed west to Capt. Joseph Naper’s settlement at the DuPage River ford (now Naperville) before turning southwest towards Walker’s Grove—modern Plainfield. Leaving Plainfield, the trail passed into modern Kendall County, crossing the prairie to the tiny cluster of cabins at the southern-most point of a grove of towering black walnut trees before continuing on to Ottawa.

John Short built and then operated the Bristol House for many years as both innkeeper and postmaster of the village of Bristol–now the north side of Yorkville. It was a typical example of a larger village stagecoach inn. (Engraving from an Ambrotype on Lyman Bennett’s 1859 map of Kendall County)
In 1826, Robert Beresford, his wife, and his two sons made a small, lonely claim on the verge of that walnut grove just east of the Fox River. It was the only farm on the 60 miles of prairie between Ottawa and Chicago. Within a year or so, three more families settled near the Beresfords. In 1828, Beresford sold his claim to John Dougherty and moved south to Ottawa—and civilization—but the area the county’s first pioneer settled remained known as “Beresford’s” for some years thereafter.
Abraham Holderman arrived in Kendall County about 1831, and quickly realized the possibilities offered by the grove Beresford had claimed. In succeeding years, he bought out most of the earliest settlers in an around the grove, which became forever after known as Holderman’s Grove. In addition, Holderman opened a small tavern to serve travelers on the Ottawa road.

Daniel Platt replaced his first log tavern in 1842 with this substantial inn built with native limestone. (Little White School Museum collection)
In 1833, Daniel Platt and his wife arrived from New York State (his ancestors had founded Plattsburg), and quickly determined the road from Chicago to Ottawa offered commercial possibilities. The Platts purchased the claim of the Rev. William See, a Methodist minister who had staked out a claim at was called the Aux Sable Springs between Walker’s and Holderman’s groves. The artesian springs provided a ready source of pure water, and the Platts soon had a tavern up and running to serve travelers on Dr. John Temple’s new stagecoach line from Chicago to Ottawa.
That same year, the Hills brothers, Eben and Levi, and their families arrived and settled near Holderman’s claim. In 1835, Levi Hills rented Holderman’s tavern and 100 acres of land. He then re-let the land to another farmer and proceeded to use log rollers and yokes of oxen to move the log tavern up the road towards Platt’s tavern onto what was then bare prairie (another tavern-keeper began a new establishment at Holderman’s Grove). Today, the site Hills picked for the new location of his tavern is the village of Lisbon.

Moses Inscho built this fine three-story brick stagecoach tavern on the Chicago to Galena Road in the Kendall County hamlet of Little Rock. It became known as the Buck Tavern after its best-known innkeeper, Ephraim Buck. (Author’s photo)
Other, less-busy, routes were also fodder for the tavern trade. In what would one day become Seward Township, Alanson Milks started a tavern about 1836 where the road between Joliet and Lisbon crossed Au Sable Creek. In 1839, Jacob Patrick arrived in Seward Township and purchased Milks’ tavern, renaming it the Patrick Stand. Shortly thereafter, John Case Stevens bought the business, and renamed it the Wolf Tavern, using a stuffed prairie wolf as his tavern sign to the bemusement of travelers.
In 1838, 20 year-old Decolia Towle arrived in Oswego and established a tavern on the bluff overlooking Waubonsie Creek about where the Oswego Public Library is located today. Towle and his first wife, Elizabeth, operated the tavern until her death in June 1842. Towle continued as an innkeeper until his own death in 1847.
Kendall County’s early taverns were sometimes the precursors to settlements that grew up around them—Platt’s and Hills’ taverns are good examples—and they provided the offices for the county’s first mail service. The county’s first post office, in fact, was established in Holderman’s tavern at Holderman’s Grove in April 1834.
The tavern business continued strong in Kendall County until the advent of railroads and the disappearance of stagecoaches started its decline in the early 1850s.
These days, we’ve seen history make one of its periodic circles as the importance of highway travel has once more made new hotels attractive business opportunities in Kendall County.