Sols Cliff Road and Old Farm Road. Start at the house and do a round trip along these two roads, which is about two miles. This run is shaded, scenic, and safe.
Any of the Carriage Roads. We particularly like the Eagle Lake Carriage Road. Best access is from the parking area along Route 233. All the Carriage Roads are mostly shaded, safe, generally flat, and very scenic.
Little Long Pond. The main trail from the main entrance is just to the right of the pond. On the linked Map you'll see a narrow oval "Carriage Trail" just to the right of the pond. It's about 10 feet wide, flat, and very nicely manicured. (The trails off the secondary parking lot at Little Long Pond are for hiking, not running.)
Running For Adults Only
Anywhere along Ocean Drive is beautiful, and hilly, and in the sun. But beware of distracted drivers!
If you want to do a long run along Ocean Drive, you can run from the house into the Park. Or you can take the Island Explorer Bus Service to your desired starting point (see the Sand Beach route) and then run until you reach another Explorer bus stop, and then ride the bus back into Town. The initial departure point for all Island Explorer routes is in Town at the Village Green.
Run into and around Town, then back to the house.