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The Chesapeake 20 Association is the oldest surviving one design class on the Chesapeake Bay.

With boats dating back to the 1930s still racing, to ones built in the last decade, the class has enjoyed exciting longevity. 


An Evolution Class.

The Chesapeake 20s have been evolving since the first one was built. Originally Hard-Chimed, the boat continually changed as Dick Hartge built them with Challenger becoming the first Round-Chimed twenties we think of today.

Original Wood 



Sail Numbers 0-199

Hand-Built by a few different builders, but most surviving (and faster) ones were built by Captain Dick Hartge in Galesville, Maryland. 



Sail Numbers 200-299

Molded from Endeavor in the 90s, these injected a new period of growth. Built by Chesapeake 20 Boatworks.  



Sail Numbers 300-399

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Sail a Twenty!

This is where to right up about emailing/calling to get out on a 20 some day.... recruitment yay.

For Sale. Ready for Restoration.

For Sale

SOLD: Gracie #302

Recently sold to Heidi Bay.

Four Aces #41 - Hartge Original (Wood)

Four Aces Erik Anderson 703-314-8940

Ranger #209 - Fiberglass

Nancy Schlegel 410-212-7347

GIFTED: Stormy #00/#26 - 19390 Hartge Original (Wood)

Please refer to this article on the West River Sailing Club website > https://www.westriversc.com/post/stormy

Enterprise - Hartge Original (Wood)

Please save this boat before it goes MIA, as the last two Chesapeake 20s to sell through the maritime museum are now "lost" to the fleet.



Gay Lady #44 - Hartge Wood

Contact the Class President.


Scotch & Water

Waterlous #20 - Haertge Wood

Waterlous is hull #20. According to Jane Hartge, she was built by Cap'n Dick Hartge in 1952 (probably his last 20) and traded to Louis (Buster) Phipps in exchange for a Roadmaster Buck. Buster had a car dealership on West Street, Annapolis.

Jane named her Galatea for Pygmalion’s classic statue come-to-life. Louis did not think much of the name and renamed her Waterlous, supposedly for himself. She has a slight chine, is very pretty and very fast according to Jane. Buster did not race her and eventually sold her to William Loux in 1966. After that, the class lost track of her until contacted by Roger Longenecker of Reading, Pennsylvania.

Roger Longenecker purchased the boat over 30 years ago with the intention to restore her. He said that she had sailed out of Betterton, off the Sassafras, MD. She was stored in his barn next to his home which is now for sale and he needed to get rid of the boat since he no longer had storage space. The boat is in poor shape with extensive rot in the aft section, very old sails and a wooden mast in good condition. She can be restored, and the hull does not appear to be hogged.

Ted Weihe and Dan Donahue traveled to Reading on December 17, 2009 and picked up the boat (with help from Roger’s front-end loader) and trailered her back to West River Sailing Club.