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Here are your Christmas Tree lightings & more for the 2019 holiday season! Click on the name of the event and you will go off to a website with detailed times, locations, etc.

If you click on the images here, you can check our fun collection of Christmas cards tailored to life on the Chesapeake and Delaware bays. Why not send something a little different this year?

Did I miss a lighting event in your town? Let me know in the comments at the bottom of this page so that I can jump in and update things. I will be putting together a full list of Christmas parades and other December events for you as well–this covers just the first part of the season, through the early days of December  …


Nov. 16 through Dec. 30
Milton, Del.: The Winter Wonderfest light show, ice-skating rink, and Christmas village has a new location this year, on Hudson Fields outside of Milton.

Nov. 21 through Dec. 31
Ocean City, Md.: Winterfest of Lights

Nov. 22 through Jan. 5
Kennett Square, Pa.: The focus of this year’s Longwood Christmas is “The Tree: Re-imagined.” Longwood Gardens is a little northeast of Wilmington, Del.

Nov. 23 through Jan. 1
Wilmington, Del.: The Holidays at Hagley, an 1803 mansion linked to the DuPont family, celebrates French and American holiday traditions, including an extensive display of lighted Christmas trees.

Nov. 23 through Jan. 5
Winterthur, Del.: Yuletide at Winterthur Museum, northeast of Wilmington, Del., with period decor and displays at a magnificent DuPont mansion.


Fri., Nov. 15
Salisbury, Md.: Third Friday Holiday Lights

Fri., Nov. 22
Elkton, Md.: Tree Lighting Ceremony

Sat., Nov. 23
Ocean City, Md.: Light Up Downtown festival

Fri., Nov. 29
• Rehoboth Beach, Del.: Tree Lighting & Holiday Sing-A-Long

• North East, Md.: Tree Lighting Event

• Chestertown, Md.: Santa Arrival & Lighting of the Town

• Berlin, Md.: Tree Lighting & Holiday Open House

• Cape Charles, Va.: Festive Fridays (this is the first in a series of holiday events running every Friday through Dec. 21)

• Snow Hill, Md.: Downtown Lighting Event

Sat., Nov. 30
• Chincoteague, Va.: Downtown Tree Lighting

• Dewey Beach, Del.: Tree Lighting

• Crisfield, Md.: Miracle on Tenth Street (with crabpot tree lighting)–scroll down to date at link.

• Milford, Del.: Santa’s Arrival

• Bethel, Del.: Tree Lighting

• Dagsboro, Del.: Tree Lighting

• Stevensville, Md.: Tree Lighting

• Milton, Del. Lights Up the Park

• Ocean View, Del.: Old Town Holiday Market & Tree Lighting

• Cambridge, Md: Tree Lighting

Sun., Dec. 1
• Chesapeake City, Md.: Tree Lighting

• Clayton/Smyrna, Del.: Tree Lighting (after the Chrismas parade)

Wed., Dec. 4
• Seaford, Del.: Tree Lighting & Caroling

• Snow Hill, Md.: Byrd Park Tree Lighting

• Centreville, Md.: Tree Lighting

Thu., Dec. 5
• Denton, Md.: Tree Lighting (and Christmas Parade on the same night)

• Dover, Del.: Capital Holiday Celebration with tree lighting, crafts, Santa village, and more.

Fri., Dec. 6

• Princess Anne, Md.: Tree Lighting (scroll down to date at link)

Sat., Dec. 7
• Tilghman Island, Md.: Crab Pot Christmas Tree Lighting and Boat Parade

• Oxford, Md. Tree Lighting

• Rock Hall, Md.: Santa Arrives by Boat, followed by the Crab Basket Christmas Tree Lighting

• Millsboro, Del. Tree Lighting (and Christmas Parade on the same night)

• Cambridge, Md.: Crab Basket Tree Lighting (and Christmas Parade on the same night)

Eastern Shore Road Trips with Santa

Click on Santa to give the gift of adventure: EASTERN SHORE ROAD TRIPS!

Fri., Dec. 13

Tree/Menorah Lighting, plus Holiday Celebration & Market at Glasgow Park in Bear, Del.

Sat., Dec. 14

Santa Arrives by Boat in Onancock, Va.

• Greensboro, Md.: Lighting of the City and Christmas Parade. 

–compiled by Jim Duffy



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