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Winslow events

Route 66 Events Worth Planning Around

Winslow's centennial-year calendar brings festivals, classic cars, music, and celebrations downtown. Dates can change, so confirm details with each event organizer before traveling.

September 25–26, 2026

Annual Standin' on a Corner of Route 66 Festival

Downtown Winslow, Arizona

Winslow's signature Route 66 festival takes over the downtown corner with live music, vendors, and cars. It falls in the road's centennial year, so expect a bigger crowd than usual.

October 2–3, 2026

Annual Just Cruisin' the Mother Road Car Show

Downtown Winslow, Arizona

A two-day Route 66 car show in downtown Winslow, drawing classic cars and cruisers from across the Southwest.

October 10, 2026

Route 66, the Musical

Winslow, Arizona

A one-night Route 66 stage production during the centennial year. Check the Visit Winslow calendar for venue and ticket details.

December 31, 2026

Route 66 Themed New Year's Eve Ball

Winslow, Arizona

Winslow closes out the Route 66 centennial year with a themed New Year's Eve ball downtown.

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