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Winterfest in Orleans

November 25, 2023 - January 1, 2024

Begin Saturday, November 25th

Schedule of events added, as they are confirmed. Information is added frequently.  Check back.

Orleans Chamber of Commerce, Inc., in cooperation with the Orleans Improvement Association and the Town of Orleans


Saturday, November 25th

  • 8 am Gathering at Orleans Yacht Club with Mrs. Claus
  • 10 am Santa arrives at Town Cove dock by Harbormaster Crew
  • 1030 am Santa arrives at HH Snow & Sons
  • 4 pm Gathering at Snow’s Library for Main Street Candlelight Stroll with Santa and Mrs. Claus to Depot Square on Old Colony Way
  • 5 pm The lighting of the Town Christmas Tree at Depot Square

Saturday, December 2nd

  • Santa Stampede in East Orleans

Saturday, December 9th

  • Tip a Cop Day




November 25
January 1, 2024
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Orleans Chamber of Commerce, Inc.
44 Main Street
Orleans, MA 02653 United States
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