Most of Wynnewood was built recently: 8% of its homes predate 1940 and the median home dates from 1967. Its Register listings are the Eskridge Hotel, the Hargis-Mitchell-Cochran House and the Moore-Settle House. Below: 1 old photo or paper, maps from 1898 on, and the census since 1900.
Founding year: Wikidata. First post office: 1887.The full story ↓
History grade
What drives Wynnewood’s History grade
On its age, its old homes and the National Register, Wynnewood is more historic than 49% of U.S. towns. Its National Register listings hold the grade up; its age pulls it down.
B−
HistoryA character grade: shown, never part of Wynnewood’s overall grade.
Oklahoma towns list more on the Register than most of the country (a typical Oklahoma town has 5.9 per 10,000 residents, the U.S. 2.4), so Wynnewood’s 17.1 sits above most of its state (77% of Oklahoma towns have fewer) while its 3 listings outnumber those of 65% of U.S. towns.
How sure. Graded on any two of the three inputs instead, the letter would range from C to B. The pre-1940 share is a Census survey estimate (±3.7 points). Two sources give 1886.
Founding year: Wikidata (other dates in Quick answers). Homes: Census ACS 2020–24. National Register: National Park Service, May 2026 list; each listing counted once (boundary changes and added documentation belong to their listing), and a historic district counts its contributing buildings. How TownRatings grades history →
What stands out about Wynnewood’s past
Read from the archive, the National Register and the record. The page puts what stands out first.
At the time of its founding, Wynnewood was located in Pickens County, Chickasaw Nation.
Wynnewood quickly became a market town for the surrounding area. In 1887, Presbyterian missionary Mary Semple Hotchkins moved her school for Chickasaw children from Cherokee Town to Wynnewood. In 1901, local citizens paid for building Indianola College. A promotional brochure published in 1907 called Wynnewood "the Queen City of the Famous Washita Valley." It could soon boast of having an opera house, electric lights, telephones, and the thirty-room Eskridge Hotel.
Nothing in the archives for these yearsWeddings on Main Street, storms, parades, school pictures, the old store. If it’s in your family album, it belongs here.
In 1886, according to Wikidata. Wynnewood’s post office opened in 1887, and the census of 1900 counted 1,907 people here.
How does Wynnewood rank for history?
Wynnewood is more historic than 49% of U.S. towns. The History grade combines the town’s founding era, the share of homes built before 1940 and its National Register listings. It’s a character grade, so it isn’t part of the overall grade. How it works.
What is on the National Register in Wynnewood?
Three places: the Eskridge Hotel (listed 1979), the Hargis-Mitchell-Cochran House (1982) and the Moore-Settle House (1983).
How old are the homes in Wynnewood?
8% of Wynnewood’s homes were built before 1940 (Census estimate, ±3.7 points), against a typical 7.0% for an Oklahoma town; the median home was built in 1967.
Founding dates: Wikidata, Wikipedia, the U.S. post office records of Blevins & Helbock (CC0) and the Census. Homes by year built: Census ACS 2020–24. National Register of Historic Places: National Park Service (list of May 22, 2026). Old photos, postcards and papers: Wikimedia Commons, the Library of Congress and other public archives, credited on each item’s page. Maps: U.S. Geological Survey historical topographic maps (via Esri) and Sanborn fire-insurance maps (Library of Congress). History text and census tables: Wikipedia (CC BY-SA 4.0). Places that used to be: USGS Geographic Names Information System (2021).
From Wikimedia Commons (3), Wikidata (3), the National Register of Historic Places (3), Wikipedia, Wikidata and Wikipedia for famous people, U.S. Geological Survey historical maps, U.S. Census counts (via Wikipedia), the US Post Offices dataset (Blevins & Helbock) and the USGS Geographic Names Information System. Archive images are copied here with their credits and licenses, shown on each photo’s page. Refreshed monthly.