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Things to do on Route 66

101-120 of 1373
Historic Route 66 End Sign

The western terminus marker for Route 66 in downtown Chicago.

Signs & Neon Iconic Signs
Route 66 California Gateway

Welcome marker at western edge of Route 66 entering California.

Signs & Neon Iconic Signs
Rest Haven Court Motel

3. Rest Haven Court Motel

Springfield, MO

Historic Route 66 motel.

Lodging Historic Motel/Hotels
Luna Lodge

4. Luna Lodge

Albuquerque, NM

Historic motel with distinct neon, now closed and decaying.

Lodging Historic Motel/Hotels
Polk-A-Dot Drive In

5. Polk-A-Dot Drive In

Braidwood, IL

Classic 1950s-style drive-in with kitschy Route 66 statues.

Food & Drink Drive-In / Drive-Up
Luna Cafe

6. Luna Cafe

Granite City, IL

Historic bar and grill known for its neon sign and Route 66 past.

Nightlife Historic Bars
Conoco Tower Station

Restored Art Deco gas station and Route 66 visitor center.

Roadside Attractions Historic Gas Stations
Totem Pole Trading Post

Historic Route 66 souvenir and gas stop still operating.

Shops & Markets Trading Posts
Dell Rhea's Chicken Basket

Fried chicken institution and Route 66 staple since 1946.

Food & Drink Casual Dining
Two Cell Jail

10. Two Cell Jail

Gardner, IL

Tiny historic jail from the early 1900s — quirky and popular roadside photo stop.

Roadside Attractions Historic Sites Photo Ops
Missouri History Museum

Museum showcasing Missouri’s diverse history, including Route 66 and STL heritage exhibits.

Museums Local History
Gardenway Motel Sign

12. Gardenway Motel Sign

Villa Ridge, MO

Historic Route 66 motel sign in Villa Ridge.

Signs & Neon Classic Neon
The Mar Theatre

13. The Mar Theatre

Wilmington, IL

Vintage cinema with small-town charm still in operation.

Arts, Music & Entertainment Cinemas
Abraham Lincoln Watermelon Monument

Monument marking Lincoln’s famous watermelon christening.

Landmarks & Icons Monument / Markers
Dead's Man Curve

15. Dead's Man Curve

Towanda, IL

Notorious historic curve once considered dangerous on Route 66.

Landmarks & Icons Historic Alignments
Eagle Hotel building

16. Eagle Hotel building

Wilmington, IL

Historic hotel structure with 19th-century roots.

Landmarks & Icons Historic Buildings
Illinois Rock & Roll Museum on Route 66

Preserves and showcases Illinois' rock music history.

Museums Specialty/Niche
Old Joliet Prison

Former penitentiary turned attraction.

Roadside Attractions Historic Sites
Joliet Area Historical Museum

City history museum with interactive Route 66 exhibits.

Museums Local History
Steak & Egger

20. Steak & Egger

McCook, IL

24-hour classic diner with hearty meals and Route 66 vibes.

Food & Drink Diners