Greenwood · History and events

Greenwood, Delaware: history and events

History, lore, events and occasions in Greenwood, Sussex County, Delaware: 9 questions answered from official and primary sources.

More about Greenwood

Questions about history and events in Greenwood

History and lore

When was Greenwood founded and incorporated?

The Delaware Public Archives says Simeon Pennewell laid out Greenwood in 1858 around the Delaware Railroad tracks. The town was first incorporated in 1901 and re-incorporated with a charter in 1991. Source: archives.delaware.gov.

What is Greenwood's connection to Maryland history?

Western and southern Sussex County, including Greenwood, Seaford and Bridgeville, was first settled as part of Dorchester County in the Province of Maryland. Mason and Dixon defined the boundary in 1763. Source: seafordde.com.

What snow record is tied to Greenwood?

A snow depth of 28 inches was measured at Greenwood 2.9 SE on February 7, 2010. NOAA's National Centers for Environmental Information lists it as Delaware's all-time maximum snow depth record. Source: ncei.noaa.gov.

What historic sites are near Greenwood?

The Richards Historic District in Greenwood (County Road 34) has a National Park Service National Register record dated 1983. The Adams Home Farm at 15293 Adams Road in Greenwood was announced as newly listed in the National Register by the Delaware Division of Historical and Cultural Affairs in December 2015. Source: npgallery.nps.gov, history.delaware.gov.

Who are notable historical people from Greenwood?

Simeon S. Pennewill was born near Greenwood in 1867 and served as Governor of Delaware from 1909 to 1913. The town's history page spells the name Pennewell. Hugh M. Morris was born in Greenwood in 1878 and served as a judge of the U.S. District Court for the District of Delaware from 1919 to 1930. Source: nga.org, fjc.gov, greenwood.delaware.gov.

Events, holidays and occasions

Does Greenwood have town festivals?

The Town of Greenwood website listed only council and planning meetings and no festivals or parades at last check. The Delaware tourism site also lists no Greenwood events. Source: greenwood.delaware.gov, visitsoutherndelaware.com.

What is the nearest big festival to Greenwood?

The Apple Scrapple Festival in Bridgeville is held on the second full weekend of October. Source: applescrapple.com.

Where is the nearest Christmas parade to Greenwood?

Bridgeville lists a Holiday Parade for December 12, 2026 and a tree lighting for December 1, 2026. Source: bridgeville.delaware.gov.

Is Return Day a holiday in Greenwood?

Return Day is a Sussex County legal holiday under Delaware Code Title 1, Section 501: the second day after the General Election, after 12:00 noon. It falls on the Thursday after Election Day in even-numbered years, and in 2026 that is November 5. The main celebration is held in Georgetown. Source: delcode.delaware.gov, visitsoutherndelaware.com, dagsboro.delaware.gov.

How these answers are sourced

Every answer on this page cites an official or primary source, such as the town, a state agency, NOAA or the institution itself. Answers SussexCounty.ai could not confirm from a primary source are left out until they can be.