Posted on December 31, 2017 and last updated on February 11, 2025

Smiling Hill Farm, Westbrook

QUICK TRAIL FACTS

  • Preserve Size: 500 acres
  • Trail Mileage: 15 miles
  • Pets: yes
  • Difficulty: easy
  • Sights: fields, farm, woods

This is a great farm, especially for kids to visit in the summer. In 2024, the farm announced it would no longer reliably offer cross-country skiing, due to unpredictable snow patterns. Check its site to see if the trails are open and groomed!

Directions: The address is 781 County Rd, Westbrook. Drive up the hill and park in the small lot to the right (there will be a sign for x-c trails to direct you). The ski center is on one side of the lot, closer to the woods. You can also pick up lunch after your ski at the farm’s little shop and lunch place.

 

Let me know if you have any trail updates or corrections!

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