Litchfield · Route 66 · Montgomery County, IL

Your weekend on Route 66 starts here.

Lake days, drive-in nights, and small-town Main Street — mapped, planned, and ready when you are.

The Weekend Planner

Tell us what you like.
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Answer a few quick questions and get a narrated, hour-by-hour itinerary — with real drive times between every stop. Adjust it, save it, and text it to your phone.

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This weekend in town

What’s happening now.

The calendar is the town’s heartbeat — updated as events roll in. Here’s a taste of what’s coming up.

12Jul

Downtown Farmers Market

📍 Historic Downtown Square🕘 8:00 AM – 12:00 PM
Market
18Jul

Movie Night at Sky View

📍 Sky View Drive-In🕘 Gates 7:30 PM
Route 66
26Jul

Sunset Paddle on the Lake

📍 Lake Lou Yaeger🕘 6:00 PM – 8:00 PM
Outdoors
[ live events calendar shortcode ]
Take Litchfield with you

The whole town, in your pocket.

  • Turn-by-turn directions to every stop
  • Save trips and pick up where you left off
  • Event alerts and Route 66 highlights
Explore Litchfield
Nearby now
Lake Lou Yaeger
Attraction · 1.2 mi
Ariston Cafe
Dining · 0.4 mi
Route 66 Inn
Lodging · 0.9 mi
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