Cliff’s Homemade Ice Cream, Jockey Hollow & Jockey Hollow Bar & Kitchen

Cliff’s Homemade Ice Cream

It’s still ice-cream season, and where better to visit than Cliff’s, where this sweet treat has been homemade since 1975. Cliff serves it rich and creamy with a menu divided between Original Homemade Flavors and Fantasy Flavors (Whiskey Turtle Fudge, anyone?), along with popular varieties of soft serve. We stick with the original menu and enjoy our repast at one of the shaded picnic tables in back.

Jockey Hollow

Less than a half-hour drive from Cliff’s is a jewel among national historical parks—the 1,400 acres of Jockey Hollow that housed the Continental Army during the “hard winter” of 1779-1780. We pass numerous preserved farm buildings from the era, along with recreated soldier huts, facsimiles of those built by the army that required felling 2,000 acres of trees for construction and firewood.

We follow the yellow trail, starting out behind the visitor center and at the back of the preserved farm. Following the trail counterclockwise through forest for about a mile, we reach the huts, returning to our car via a paved road.

Jockey Hollow Bar & Kitchen

Though not affiliated with the Jockey Hollow historical site, this Morristown restaurant trades on the name partly because it is housed in the historic Vail mansion. Built in the early 20th century, this Italian Renaissance palazzo-style structure now contains luxury condos in one half of the mansion, with the Jockey Hollow Bar & Kitchen in the other.  

The elegant white-tableclothed Washington Room was closed for an event on the evening we visited, but we had an enjoyable meal in the light-filled Oyster Bar. Surrounded by marble, we sip our drinks and then tuck into cuisine offered by Michelin-star recipient Chris Cannon.