Upton has widespread boulders with varying levels of parking and somewhat long hikes/approaches.

If you add to a subarea (Peppercorn Central, Peppercorn Southeast, Peppercorn Southwest, Peppercorn North, etc.), add a boulder as a subarea before adding a problem on the boulder. This way the areas and subareas can stay organized.

Note: this was created in order to create a more organized version of the Peppercorn Hill area which didn't allow subareas.

https://www.mountainproject.com/area/106903756/peppercorn-hill.

Park at the conservation area lot. There is room for 4-7 cars depending on how closely people park together.
The lot is close to this address:100 Crockett Rd Upton, MA 01757

There is also potential at Upton State Park which has a different parking area.