When the town was founded, the population consisted of Lenape, blacks, and whites; the latter were mainly of Dutch descent.

The town was home to the Cheswold Tigers, a minor league baseball team that existed from 1950 to 1960.

[7] According to the United States Census Bureau, the town has a total area of 0.4 square miles (1.0 km2), all land.

However, the delivery of mail in Cheswold is handled by the Dover post office associated with ZIP code 19904.

The Cheswold name may be used for mail delivered to addresses in town with the 19904 ZIP code.

[5] The climate in this area is characterized by hot, humid summers and generally mild to cool winters.

As of 2023, the Mayor is Santo Faronea, the Vice Mayor is Max A. Amoako, and the Secretary/Treasurer is Theon (Sam) Callender, while the remaining members of Town Council are Judith Johnson, Mark Moxley, and Robin Ridgway.

The Town of Cheswold Police Department is currently under the direction of Chief Christopher Workman and has four(4) full time officers.

The Delaware State Police cover the Town when Cheswold Officers are off duty.

[11] U.S. Route 13 runs north–south through the eastern part of Cheswold, heading north to Smyrna and Wilmington and south to Dover.

Delaware Route 42 serves as the main east–west road through Cheswold, heading west to Kenton and east to Leipsic.

The Delaware Route 1 toll road passes east of Cheswold but the nearest interchange is in Dover.

[12] DART First State provides bus service to Cheswold along Route 120, which heads south to Dover to connect to local bus routes serving the Dover area and north to Smyrna.

Cable and internet in Cheswold is provided by DirecTV, Xfinity, Dish Network, and Verizon.