Winchester Golf Course offers a calm, family-friendly setting just minutes from Whitby and Oshawa. The 18-hole layout mixes open holes with tighter, tree-lined fairways and strategic bunkering that gives each hole its own character.
The greens are well-maintained, the fairways forgiving, and the pace unhurried — exactly what you’d want from a local favorite. Practice facilities include a driving range, putting area, and short-game zone.
The clubhouse carries a down-to-earth tone, with simple food service and friendly staff. Winchester is the definition of local golf done right: easy to reach, easy to enjoy, and never trying to be something it’s not.
Pilgrim’s Oak • Peach Bottom, PA • pilgrimsoak.com • 717-548-3011
Hole No. 12 • Par 3 • 192 Yards
Oftentimes, the best golf courses are the ones hardest to find. Pilgrim’s Oak, tucked away in southern Lancaster County, PA, is a prime example. There are no major towns nearby and to get there you have to share the road with John Deere tractors and Amish horse-and-buggys. But despite the directional challenges and solid-lined, no-passing lanes, the layout has become a favorite destination for both locals and
