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Multiple Courses on Site

Well you already mentioned The Woodshed and Whippin' Post in Paw Paw, WV so I can't throw them out.

How about Seth Burton and Orange Crush, also in WV. These are two other really nice, and quite different, 18 hole courses in the same park.
 
Lemon Lake in Northern Indiana

Justin Trails in Sparta WI
 
In Ludington, Mi. @ Mason County Park there is 3 courses. Beauty, Beast, and Goliath.
Dexter, Mi @ Hudson Mills there is 2 courses. The original, and The Monster!!!!
 
Cedar Rock & Wellspring - Burlington, NC
PDGA HQ (IDGC) - Appling GA. 3 courses with more to come
Elon Park - Charlotte NC (1 course now, one in development)
Maple Hill & Pyramids - Leicester MA (not quite the same site, but so close it may as well be)
Dretzka Park - Milwaukee WI (Summer & Winter courses - not set up at the same time as far as I know)
 
Badlands DGC and "The Back 9" AKA The Blair Witch Project - Denver, CO

Completely different from each other!
 
Rosedale Park in Kansas City has two courses, Up Top and Down Under. Albert-Oakland Park in Columbia, MO has two courses, the Front Course and the Back Course. Anna Page Park in Rockford, IL has two courses, the East Course and the West Course.
 
Mohawk Park in Tulsa, OK has the Blackhawk and Redhawk courses. Also, Lakewood Park in Salina, KS has a North and South course, but they're both only 9 holes (and are quite a ways apart).
 
Enman Field in Brunswick Maine has The Beauty and The Beast, two nice 18 hole courses (I've only played The Beast).
 
Hornings Hideout

Hornings Hideout in North Plains, OR just west of Portland has two 18 hole courses and a third like a week from being done. The 36 I have played are wonderful and I have walked the 3rd and largest of all! Check it out.
 
Rooster Rock in (I think) Corbett, OR has an east and a west course, both 9 holers. Only played the west one, but it was fun.
 
Lester Lorch in Cedar HIll Texas has two great courses right next to each other. Lindsey Park in Tyler Texas now has three courses all right next to each other!
 
OK... Here are the ones I have played that haven't previously been mentioned...

Hart Park (Bakersfield CA)
Meeman-Shelby State Park (Memphis TN)
Burns Park (Little Rock AK)
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Lincoln Park in Springfield IL has two courses. The old south course and new north course.
 
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