Wynnewood City Park
Wynnewood Mural

Wynnewood, OK

A fascinating old gem nestled in the heart of Chickasaw Country, Wynnewood, OK, is a folk-infused town overflowing with history, fun and flavor. From a famous hotel museum to southern food at its finest, come embark on a captivating journey that will take you back in time to the early days of Oklahoma! Located just one hour south of Oklahoma City and two hours north of Dallas, load up your modern-day wagon and wheel off to Wynnewood for a historical travel trail adventure!

What to Do 

Constructed in 1899 and designed by local architect A.J. Barrett, the Moore-Settle House was placed on the National Register of Historic Places in 1983. Although the historic home allows drive-by viewing only, the sight itself is an awe-inspiring must-see with its Queen Anne style architecture, two horse-head hitching posts and brick walkways stamped with "CHANDLER O.T.", dating prior to Oklahoma's statehood in 1907.

Wynnewood is the birthplace of one of our nation’s prized military heroes, General Tommy R. Franks. Of his four-decade military career, General Franks is most famous for his leadership as Commander-in-Chief of the US Central Command in Operation Enduring Freedom in Afghanistan and Operation Iraqi Freedom in Iraq. Also listed on the National Register of Historic Places, be sure to raise a salute and snap a patriotic pic when swinging by to see this place!

Built in 1907 by a traveling cotton salesman or "drummer" named Pinckney Reid Eskridge, The Eskridge Hotel was once considered the finest hotel between Oklahoma City and Dallas. The Eskridge was famous for its fine southern hospitality as well as its legendary comfort food cuisine, especially the chicken dinners. Converted into a museum in the mid-1900s, today guests can tour the old hotel, perusing an intriguing array of themed displays in rooms like the Funeral Parlor, Carr Chapel, Barber Shop, Old Kitchen, Great Armed Forces Room, Black History Room and Native American Heritage Room. But be on the lookout - it's said that some of the original guests may still be lurking around!

Mettry's Department Store is just a short walk down the block from The Eskridge Hotel Museum in downtown Wynnewood. Housed in a historic building built in the early 1900s, Mettry's offers the latest in Western trends in an old charming shop atmosphere. The store features everything from top-brand boots and clothing to accessories, rustic home decor and unique gift items. Stop by Mettry's after exploring The Eskridge to saddle up in tip-top fashion before heading back on your historic trail adventure.

Where to Eat 

After a long day of historic sightseeing, end your journey with some of the best Mexican food at Gonzalez Mexican Restaurant. The Tex-Mex style eatery offers a variety of appetizers, soups, salads and daily dinner and lunch specials.Try the table made guacamole, acapulco chicken, or famous el molcajete.


The townsite of Wynnewood began in 1886 as a small settlement in Indian Territory near the Washita River, previously known as Cherokee Town. The community was originally named “Walner” after its founding father John Walner, a merchant who opened the first store after hearing plans for the incoming railroad. With the institution of the Gulf, Colorado and Sante Fe Railroad in the spring of 1887, the town rapidly transformed from a "tent city" into a thriving town. It was later renamed “Wynnewood” by the residential railroad men, after their hometown in Pennsylvania. Even today, many of the first town buildings such as the hotel, bank and shops still stand in the downtown area, giving us a present glimpse into Wynnewood’s historic past.

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