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Here is your handy-dandy guide to the civic tree-lighting events of the 2023 holiday season. If I missed an occasion in your town, please put a link to event details in the comments here. Or send that link to me by email: This is a work in progress, and I will update things as the season progresses.

November Tree Lightings

Fri., Nov. 24

• The tree lighting in Berlin, Md. on Fri., Nov. 24 is part of a bigger ICE ICE Berlin party with 30-plus lighted ice sculptures all over downtown. Santa will be there. Details.

• The tree lighting in Rehoboth Beach, Del. is Fri., Nov. 24. A holiday sing-a-long, too. Details.

• The tree lighting in Snow Hill, Md. is in Sturgis Park on Fri., Nov. 24. Carols, Santa, hot chocolate bar, more. Details.

• Fri., Nov. 24 is also opening night at the expansive Winter Wonderland display of lights on a private lot along the backroads of Pittsville, Md., off of Route 50. You can get a taste for this odd-but-wonderful tradition here. Another source of info here.

Sat., Nov. 25

• They will be lighting up trees and celebrating A Hometown Christmas in Ocean Pines, Md. on Sat. Nov. 25. Details.

• They will Light Up the Park for the holidays at pretty Memorial Park in Milton, Del. on Sat., Nov. 25. Music, too. Details.

• The folks in Crisfield, Md. will light up their crab-pot holiday tree on Sat., Nov. 25. Music, dancing, vendors, carriage rides, and more. Details.

• The folks in Chincoteague, Va. will light up the civic tree in downtown’s Robert Reed Park on Sat., Nov. 25. Shopping, entertainment, hot chocolate, and more, too. Details.

• The tree lighting in Milford, Del. is Sat., Nov. 25 caps off a day of festivities that includes mid-day Santa time, afternoon holiday music by the Milford Community Band, and more. Find your way to that date on the calendar here for details.

• The tree lighting in Cambridge, Md. happens on Sat., Nov. 25. Details.

• The tree lighting in Vienna, Md. is Sat., Nov. 25–the same night as the town’s Christmas parade. Details in this Facebook feed.

• The tree lighting in Dewey Beach, Del. is Sat., Nov. 25. Bare-bones info here.

Sun., Nov. 26

• Santa will flip the switch for the tree-lighting festivities in Chesapeake City, Md. on Sun., Nov. 26. Details.

Mon., Nov. 27

• In Seaford, Del. on Mon., Nov. 27, you can go “Caroling in the Park” and then watch the holiday lights go on. Details.

Thu., Nov. 30

• The Harrington, Del. tree lighting is on Thu., Nov. 30 in Freedom Park. Local chorus, hot chocolate, cookies. Details.

• The Dover, Del. tree lighting festivities are Thu., Nov. 30 along Loockerman Street. Music, dance performances, and kids fun, too. Details.

December Tree Lightings

Fri., Dec. 1

• The tree lighting in Elkton, Md. is Fri., Dec. 1. Details.

Sat., Dec. 2

• Millville, Del. kicks off its holiday season with a daylong Yuletide Festival culminating in a Tree Lighting Ceremony on Sat., Dec. 2. Toys for Tots donations welcome! Details.

Merry Shuckin Christmas Canvas Block

What home doesn’t need this bit of canvas-block holiday decor?

• On Sat., Dec. 2, the Queen Anne Waterman’s Association will be lighting up its crab-basket Christmas tree at Kent Narrows on Kent Island, Md. Vendor fair beforehand, too. Details.

• Bethany Beach, Del. lights up its tree on Sat., Dec. 2 as part of a larger Holiday Happenings party with choirs, train and tractor rides, Santa, etc. Details.

• The tree lighting party in downtown Salisbury, Md. on Sat., Dec. 2 will feature live music, artsy performances, vendors, and more. Details.

• The tree lighting in Millsboro, Del. usually happens the same night as that town’s parade, which is Sat., Dec. 2. Smidge of info here.

• The tree lighting in Easton, Md. is the same night as that town’s parade–Sat., Dec. 2. Details.

• The Grand Illumination in Cape Charles, Va. on Sat., Dec. 2 will be preceded by a Lighted Golf Cart Parade. Details.

• They will have two tree lightings in Oxford, Md. on Sat., Dec. 2–first the lighting of the dock trees on Town Creek and then the lighting of the big tree in Town Park. Details here on those at the broader Christmas on the Creek festivities that whole weekend.

Sun., Dec. 3

• The Christmas in Clayton, Del. festivities on Sun., Dec. 3 include both a parade and a tree-lighting event. Details.

Mon., Dec. 4

• The tree lighting in Eastville, Va. is Mon., Dec. 4. Details.

Thu., Dec. 7

• The tree lighting in Denton, Md. happens on the same night as that town’s parade–Thu., Dec. 7. Details.

Fri., Dec. 8

• Not many details, but it says here that the Talbot County Watermen’s Association will be lighting the crab-basket Christmas tree in St. Michaels, Md. on Fri., Dec. 8.

Sat., Dec. 9

• The tree lighting in New Castle, Del. is part of the bigger Celebrate the Spirit of Christmas in Historic New Castle affair on Sat., Dec. 9. Details.

Sat., Dec. 16

• They will be lighting a crab basket Christmas tree on the grounds of the Tilghman Island Watermen’s Museum on Sat. Dec. 16. Details to right here.

LAST BUT NOT LEAST: Merry Christmas to you and yours!

• If the work that went into this helped you plan a merry Christmas season and you’re not in the market for any of our Christmas cards or Secrets of the Eastern Shore books, you could also say thanks here through a Secrets of the Eastern Shore Tip Jar.

• Posted by Jim Duffy for Secrets of the Eastern Shore/Whimbrel Creations LLC in October 2023. Thank you for spending some time on this site!

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