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The Ultimate Route 66 Road Trip

The ultimate guide to seeing the best of the Mother Road from Illinois to California in one week

  • 88
  • 93:59
  • 5,280 mi
  • $893
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Created by Chris Angel - August 8th 2021

Route 66, and its 2,500 miles, is known affectionately as "The Mother Road." It's the quintessential cross-country road trip experience. From Chicago through the beating heart of America, the route officially ends at the Santa Monica Pier. The road reached peak popularity in the late 1940s and early '50s before being officially removed from the U.S. Highway System in 1985. After a few years, travelers from around the country and beyond started feeling tinges of nostalgia, and by the end of the 1980s it was once again becoming one of the most popular road trip routes.

Looking for more tips for your Route 66 trip? We've got you covered.

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7326 Williamsport-Galion, Mount Gilead, Ohio, United States

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272mi 04h 51m
Photo of Dunewood Campground
4.0

Golf Wood Road, Beverly Shores, IN, US

Dunewood Campground

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62mi 01h 31m

645 Joliet Rd, Willowbrook, IL, US

Dell Rhea's Chicken Basket

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Route 66 is renowned for its classic American cuisine. If you’re not still full of donut holes (or even if you are), visit Dell Rhea's Chicken Basket, just outside Chicago, for some of the best fried chicken you'll ever taste. The roadhouse has been serving its home-cooked goodness since 1946, and even if you’re not ready to eat just yet, the neon sign is a classic photo op.

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39mi 00h 44m
Photo of The Gemini Giant
4.0

201 Bridge St., Wilmington, IL, US

The Gemini Giant

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24mi 00h 30m
Photo of Ambler's Texaco Gas Station
4.5

W Waupansie St, Dwight, IL, US

Ambler's Texaco Gas Station

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9mi 00h 13m
Photo of The Standard Oil Gas Station
4.3

400 S West St, Odell, IL, US

The Standard Oil Gas Station

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29mi 00h 36m

Lexington, Illinois, United States

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18mi 00h 25m

103 North Robinson Street, Bloomington, Illinois, United States

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12mi 00h 18m

5257 Old Rte 66, McLean, IL, US

Funks Grove Pure Maple Sirup

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For travelers with a sweet tooth, Funks Grove Pure Maple Sirup in Shirley is a must-see (and must-taste). Funks Grove produces more than 2,000 gallons of maple syrup—or “sirup”— per year using old-fashioned sap-gathering techniques. The finished product comes in beautifully designed bottles.

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9mi 00h 13m

Atlanta, Illinois, Illinois, United States

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0mi 00h 01m
Photo of Bunyon With a Hotdog
4.4

110 Southwest Arch Street, Atlanta, IL, US

Bunyon With a Hotdog

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12mi 00h 16m
Photo of Railsplitter Covered Wagon
4.0

1750 5th street, Lincoln, IL, US

Railsplitter Covered Wagon

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30mi 00h 34m
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Photo of Pasfield House Inn
4.2

525 S Pasfield St, Springfield, IL, US

Pasfield House Inn

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For the full Lincoln experience, spend the night at the Pasfield House Inn in Springfield. This gorgeous bed and breakfast is owned and operated by Tony Leone, a local historian, who greets his guests with that famous Prairie State hospitality. The Georgian-style inn is a Springfield landmark, and oozes with style.

The home was built in 1896 and has been lovingly preserved under the care of Leone since 1996. The six-suite bed and breakfast sees quite a lot of visitors, especially history buffs on Lincoln-inspired pilgrimages.

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55mi 01h 00m
Photo of Soulsby Service Station
4.5

710 West First St., Mount Olive, IL, US

Soulsby Service Station

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34mi 00h 36m
Photo of World's Largest Catsup Bottle
3.6

800 S Morrison Ave,, Collinsville, IL, US

World's Largest Catsup Bottle

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Photo of Old Chain of Rocks Bridge
4.3

10950 Riverview Drive, St. Louis, MO, US

Old Chain of Rocks Bridge

Photo of Gateway Arch National Park
4.5

11 North 4th Street, St. Louis, MO, US

Gateway Arch National Park

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36mi 00h 42m

12580 Rott Rd, St. Louis, MO, US

Laumeier Sculpture Park & Museum

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On your way out of St. Louis, hit up the sprawling Laumeier Sculpture Park and Museum. Stretch your legs among the weird and wild outdoor art exhibits, which include a gigantic eyeball in the middle of a field.

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70mi 01h 09m
Photo of Wagon Wheel Motel
3.5

901 E Washington St, Cuba, MO, US

Wagon Wheel Motel

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