49 days in Oklahoma Itinerary

49 days in Oklahoma Itinerary

Created using Inspirock Oklahoma planner

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Route & dates

49 days in Oklahoma Itinerary

Start: Chicago
Fly:  4​h 45​min
1
Oklahoma City
— 8 nights
Drive:  1​h 15​min
2
Weatherford
— 2 nights
Drive:  1​h 30​min
3
Lawton
— 5 nights
Drive:  1​h 45​min
4
Ardmore
— 7 nights
Drive:  2​h 45​min
5
Broken Bow
— 5 nights
Drive:  3​h 45​min
6
Afton
— 7 nights
Drive:  1​h 15​min
7
Tulsa
— 7 nights
Drive:  1​h 15​min
8
Stillwater
— 3 nights
Drive:  1​h 15​min
9
Enid
— 4 nights
Drive + Fly:  5​h 45​min
End: Chicago

8
nights
Oklahoma City

Oklahoma City ©
Oklahoma City, known to many as the "Big Friendly," represents the political, cultural, and economic engine of the state of Oklahoma.
Visit National Cowboy & Western Heritage Museum and Overholser Mansion for their historical value. Get some cultural insight at Bricktown and Canadian River Winery. Get out of town with these interesting Oklahoma City side-trips: National Shrine of the Infant Jesus of Prague (in Prague), Shawnee (Mabee-Gerrer Museum & Citizen Potawatomi Nation Cultural Heritage Center) and Oklahoma County Auto Trim and Mini Museum (in Arcadia). Next up on the itinerary: appreciate the history behind Oklahoma City National Memorial & Museum, explore the world behind art at Oklahoma City Museum of Art, get outside with Hog Wild, and do a tasting at Clauren Ridge Vineyard and Winery.

For reviews, photos, traveler tips, and more tourist information, read Oklahoma City driving holiday tool .

Chicago to Oklahoma City is an approximately 5-hour flight. You can also do a combination of flight and car; or drive. While traveling from Chicago, expect a bit warmer days and about the same nights in Oklahoma City, ranging from highs of 87°F to lows of 64°F. Finish your sightseeing early on the 16th (Mon) to allow enough time to drive to Weatherford.

Things to do in Oklahoma City

Museums Neighborhoods Historic Sites

Side Trips

Norman, Arcadia, Shawnee, Clauren Ridge Vineyard and Winery, Canadian County Historical Museum
Find places to stay Sep 8 — 16:
Highlights from your plan
Bricktown ©
Bricktown

2
nights
Weatherford

Weatherford ©
Weatherford is a city in Custer County, Oklahoma, United States. On the 17th (Tue), engage your brain at Stafford Air & Space Museum, then get engrossed in the history at Hinton Historical Museum, and then brush up on your military savvy at General Tommy Franks Leadership Institute and Museum. Keep things going the next day: see the interesting displays at Old Town Museum, see the interesting displays at National Route 66 Museum, and then see the interesting displays at Oklahoma Route 66 Museum.

To see maps, traveler tips, and tourist information, go to the Weatherford online holiday planner .

Getting from Oklahoma City to Weatherford by car takes about 1.5 hours. September in Weatherford sees daily highs of 85°F and lows of 63°F at night. Finish your sightseeing early on the 18th (Wed) to allow enough time to drive to Lawton.

Things to do in Weatherford

Museums Childrens Museums

Side Trips

Elk City, General Tommy Franks Leadership Institute and Museum, Hinton Historical Museum, Oklahoma Route 66 Museum
Find places to stay Sep 16 — 18:
Highlights from your plan
Stafford Air & Space Museum ©
Stafford Air & Space Museum
Oklahoma Route 66 Museum ©
Oklahoma Route 66 Museum
National Route 66 Museum ©
National Route 66 Museum

5
nights
Lawton

Lawton ©
The city of Lawton is the county seat of Comanche County, in the State of Oklahoma. Museum-lovers will get to explore Fort Sill National Historic Landmark and Museum and Comanche National Museum and Cultural Center. Do some cultural sightseeing at Fort Sill National Historic Landmark and Museum and Geronimo's Grave. Venture out of the city with trips to Museum of the Western Prairie (in Altus), Erick (The Roger Miller Museum & Sandhill Curiousity Shop) and Duncan (Stephens County Historical Museum, Chisholm Trail Heritage Center, & more). The adventure continues: identify plant and animal life at Wichita Mountains National Wildlife Refuge, stroll around Quanah Parker's Grave Site, brush up on your military savvy at U.S. Army Artillery Museum, and don't miss a visit to The Holy City.

To see where to stay, reviews, more things to do, and tourist information, refer to the Lawton trip maker app .

Traveling by car from Weatherford to Lawton takes 1.5 hours. In September in Lawton, expect temperatures between 90°F during the day and 65°F at night. Wrap up your sightseeing on the 23rd (Mon) to allow time to travel to Ardmore.

Things to do in Lawton

Museums Parks Historic Sites

Side Trips

Duncan, Fort Sill, Erick, Geronimo's Grave, Great Plains State Park
Find places to stay Sep 18 — 23:
Highlights from your plan
Chisholm Trail Heritage Center ©
Chisholm Trail Heritage Center
Museum of the Western Prairie ©
Museum of the Western Prairie
Museum of the Great Plains ©
Museum of the Great Plains

7
nights
Ardmore

Ardmore ©
Ardmore is a business, cultural, and tourism city in and the county seat of Carter County, Oklahoma, United States. Get in touch with nature at Chickasaw Cultural Center and Tucker Tower Nature Center. Appreciate the collections at Greater Southwest Historical Museum and Gene Autry Oklahoma Museum. Change things up with these side-trips from Ardmore: Atoka Museum & Confederate Cemetery (in Atoka), Pauls Valley (Toy and Action Figure Museum & Santa Fe Depot Museum and Plaza) and Chickasaw National Recreation Area (in Sulphur). And it doesn't end there: try your luck at WinStar World Casino and Resort, learn about winemaking at Blue Ostrich Winery, steep yourself in history at Fort Washita Historic Site, and play a few rounds at WinStar Golf Course & Academy.

To see other places to visit, photos, maps, and tourist information, refer to the Ardmore holiday maker tool .

Getting from Lawton to Ardmore by car takes about 2 hours. In September, plan for daily highs up to 87°F, and evening lows to 65°F. Wrap up your sightseeing on the 30th (Mon) early enough to travel to Broken Bow.

Things to do in Ardmore

Museums Parks Outdoors

Side Trips

Thackerville, Durant, Pauls Valley, Sulphur, Davis
Find places to stay Sep 23 — 30:
Highlights from your plan
Santa Fe Depot Museum and Plaza ©
Santa Fe Depot Museum and Plaza
Chickasaw Cultural Center ©
Chickasaw Cultural Center
WinStar World Casino and Resort ©
WinStar World Casino and Resort

5
nights
Broken Bow

Broken Bow ©
Broken Bow is a city in McCurtain County, Oklahoma, United States. Do some cultural sightseeing at Girls Gone Wine and Forest Heritage Center Museum. Museum-lovers will appreciate Chuck's Classic Cycles and The Museum of the Red River. You'll find plenty of places to visit near Broken Bow: McGee Creek State Park (in Atoka), Lovera's Italian Market (in Krebs) and Robbers Cave State Park (in Wilburton). There's still lots to do: learn about winemaking at Fish Tales Winery & Vineyards, get engrossed in the history at LeFlore County Museum, take a memorable drive along Talimena Scenic Dr, and identify plant and animal life at Talimena State Park.

For ratings, photos, more things to do, and other tourist information, read our Broken Bow day trip planner.

Drive from Ardmore to Broken Bow in 3 hours. In September, daily temperatures in Broken Bow can reach 89°F, while at night they dip to 64°F. Finish up your sightseeing early on the 5th (Sat) so you can travel to Afton.

Things to do in Broken Bow

Parks Nature Wildlife

Side Trips

The Endangered Ark Foundation, Talimena State Park, LeFlore County Museum, McGee Creek State Park, Lovera's Italian Market
Find places to stay Sep 30 — Oct 5:
Highlights from your plan
McGee Creek State Park ©
McGee Creek State Park
The Museum of the Red River ©
The Museum of the Red River
Chuck's Classic Cycles ©
Chuck's Classic Cycles

7
nights
Afton

Afton
Afton is a town in Ottawa County, Oklahoma, United States. Visiting Bernice Area at Grand Lake State Park and Natural Falls State Park will get you outdoors. Popular historic sites such as Sequoyah's Cabin and Cabin Creek Battlefield are in your itinerary. Venture out of the city with trips to Cherokee Heritage Center (in Park Hill), Spavinaw Area at Grand Lake State Park (in Spavinaw) and Tahlequah (Cherokee National Prison Museum & Cherokee National Supreme Court Museum). There's much more to do: explore the world behind art at Crystal Bridges Museum of American Art, learn about winemaking at Tontitown Winery, get engrossed in the history at Museum of Native American History, and look for gifts at Zena Suri Alpacas.

To find reviews, ratings, where to stay, and tourist information, go to the Afton trip planning app .

Getting from Broken Bow to Afton by car takes about 4.5 hours. Expect slightly colder weather when traveling from Broken Bow in October: highs in Afton hover around 74°F, while lows dip to 51°F. Finish your sightseeing early on the 12th (Sat) to allow enough time to drive to Tulsa.

Things to do in Afton

Nature Parks Museums

Side Trips

Bentonville, Grove, Tahlequah, Bernice Area at Grand Lake State Park, Disney/Little Blue Area at Grand Lake State Park
Find places to stay Oct 5 — 12:
Highlights from your plan
Museum of Native American History ©
Museum of Native American History
The Walmart Museum ©
The Walmart Museum

7
nights
Tulsa

Tulsa ©
Sometimes known as the "Buckle of the Bible Belt," Tulsa is the second largest city in Oklahoma.
Let the collections at Woolaroc Museum & Wildlife Preserve and Woody Guthrie Center capture your imagination. Satisfy your inner culture vulture at Philbrook Museum of Art and Boston Avenue Methodist Church. Explore Tulsa's surroundings by going to Bartlesville (Bartlesville Area History Museum, Frank Phillips Home, & more), Henryetta Territorial Museum (in Henryetta) and Dewey (Tom Mix Museum & Prairie Song Indian Territory). There's much more to do: examine the collection at Will Rogers Memorial Museum, identify plant and animal life at Mary K. Oxley Nature Center, admire the majestic nature at Osage Hills State Park, and browse for treasures at The Buckin' Flamingo.

For ratings, where to stay, maps, and more tourist information, refer to the Tulsa travel route builder website .

You can drive from Afton to Tulsa in 1.5 hours. In October, daily temperatures in Tulsa can reach 76°F, while at night they dip to 53°F. Finish your sightseeing early on the 19th (Sat) so you can drive to Stillwater.

Things to do in Tulsa

Museums Parks Wildlife

Side Trips

Bartlesville, Pawhuska, Claremore, Dewey, Will Rogers Dog Iron Ranch and Birthplace Home
Find places to stay Oct 12 — 19:
Highlights from your plan
Woolaroc Museum & Wildlife Preserve ©
Philbrook Museum of Art ©
Philbrook Museum of Art
Gilcrease Museum ©
Gilcrease Museum

3
nights
Stillwater

Stillwater ©
Stillwater is a city in north east Oklahoma at the intersection of US-177 and State Highway 51. National Wrestling Hall of Fame and Pawnee Bill's Ranch, Museum and Wild West Show will appeal to museum buffs. Your cultural itinerary includes sights like StableRidge Vineyards and Seaba Station Motorcycle Museum. You'll find plenty of places to visit near Stillwater: Guthrie Scottish Rite (in Guthrie), McJerry 66 Gallerie (in Chandler) and Drumright Historical Museum (in Drumright). The adventure continues: gain insight at Oklahoma State University, explore the galleries of Pioneer Woman Museum, see the interesting displays at Conoco Museum, and take an in-depth tour of Marland's Grand Home.

To see reviews, ratings, photos, and more tourist information, go to the Stillwater vacation planner.

Traveling by car from Tulsa to Stillwater takes 1.5 hours. October in Stillwater sees daily highs of 77°F and lows of 51°F at night. Finish up your sightseeing early on the 22nd (Tue) so you can go by car to Enid.

Things to do in Stillwater

Museums Wineries Historic Sites

Side Trips

Ponca City, Chandler, Guthrie Scottish Rite, Drumright Historical Museum, StableRidge Vineyards
Find places to stay Oct 19 — 22:
Highlights from your plan
Seaba Station Motorcycle Museum ©
Seaba Station Motorcycle Museum
Marland's Grand Home ©
Marland's Grand Home
Conoco Museum ©
Conoco Museum

4
nights
Enid

Enid ©
Enid is a city in Garfield County, Oklahoma, United States. Get some cultural insight at Railroad Museum of Oklahoma and Simpson's Old Time Museum. Museum-lovers will get to explore Cherokee Strip Regional Heritage Center and Top of Oklahoma Museum. Venture out of the city with trips to Sod House Museum (in Aline), Twister The Movie Museum (in Wakita) and Plains Indians and Pioneers Museum (in Woodward). And it doesn't end there: look for all kinds of wild species at Salt Plains National Wildlife Refuge, admire the majestic nature at Great Salt Plains State Park, see the interesting displays at Cherokee Strip Museum, and explore the engaging exhibits at Leonardo's Children's Museum.

For maps, reviews, traveler tips, and more tourist information, refer to the Enid tour itinerary site .

You can drive from Stillwater to Enid in 1.5 hours. In October, plan for daily highs up to 77°F, and evening lows to 50°F. Finish up your sightseeing early on the 26th (Sat) so you can travel back home.

Things to do in Enid

Museums Parks Wildlife

Side Trips

Alva, Jet, Top of Oklahoma Museum, Twister The Movie Museum, Plains Indians and Pioneers Museum
Find places to stay Oct 22 — 26:
Highlights from your plan
Top of Oklahoma Museum ©
Top of Oklahoma Museum
Sod House Museum ©
Sod House Museum
Twister The Movie Museum ©
Twister The Movie Museum

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