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The Original Dickens Carolers and a Roaming Santa in Downtown Littleton: free Victorian caroling on holiday weekends (first weekend Nov. 28-29, 11 a.m. to 2 p.m.)

Illustration of a fall main street scene in Littleton, Colorado

The weekend after Thanksgiving, Downtown Littleton adds a soundtrack to holiday shopping. The Littleton Downtown Development Authority brings in the Original Dickens Carolers, a Victorian caroling company that says it has 40 years of tradition on the Colorado Front Range, along with a roaming Santa. Both move through downtown from 11 a.m. to 2 p.m. on Saturday, Nov. 28 and Sunday, Nov. 29, 2026, the day after the Candlelight Walk and the same day as Small Business Saturday.

The DDA lists the same hours for the following three weekends: Dec. 5-6, Dec. 12-13 and Dec. 19-20. The visits are free, and the DDA pitches them as a chance for family photos while you shop, stroll or explore downtown. The carolers and Santa roam rather than stay at one stop, so there is no fixed meeting point; Main Street between the light rail station and Rapp Street is the heart of the district.

Know before you go

  • When: Saturday, Nov. 28 and Sunday, Nov. 29, 2026, 11 a.m. to 2 p.m.; again Dec. 5-6, Dec. 12-13 and Dec. 19-20
  • Where: Downtown Littleton, around 2516 W. Main St., Littleton, CO 80120 (roaming)
  • Cost: Free
  • Ages: All ages
  • Organizer: Littleton Downtown Development Authority
  • Details: Littleton DDA event page

More like this: Littleton · Kids + Family · Free Things to Do · Littleton Candlelight Walk (Nov. 27) · Small Business Saturday in Downtown Littleton (Nov. 28) · Holiday lights, markets and tree lightings in Littleton and Highlands Ranch

Source: Littleton Downtown Development Authority. Verified Nov. 4, 2026.

Event details

When
Saturday, November 28, 2026 – November 29, 2026 · 11:00 AM – 2:00 PM
Repeats
Saturdays and Sundays, 11 a.m. to 2 p.m.: Nov. 28-29, Dec. 5-6, Dec. 12-13 and Dec. 19-20, 2026
Where
Downtown Littleton (roaming along Main Street), 2516 W. Main St., Littleton, CO 80120
City
Denver Metro, Littleton
Cost
Free
Ages
All ages
Organizer
Littleton Downtown Development Authority
Verified
November 4, 2026

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