Curated Golf Guide

Best Golf Courses in Chestertown

Discover the top-rated golf destinations in Chestertown. We've analyzed reviews and data from 3 local courses to help you find the perfect round.

2.3 Avg Rating
4,100 Avg Yards

Editor's Picks for Chestertown

⛳ The Longest Drive

Chester River Yacht & Country Club

6,355 yd from the back tees

A true test of distance. Bring your driver and get ready to cover some serious ground.

👥 Fan Favorite

Chester River Yacht & Country Club

1 reviews

The most reviewed course in town. A popular choice among local players and visitors alike.

All Top Courses in Chestertown

#1

Green Mansions Golf Club

Chestertown, New York

4.0 Rating
9 Holes
2,701 yd Length

Not far from Chestertown, Green Mansions Golf Club offers terrific views and challenging play for golfers at every skill level. Well-groomed fairwa...

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#2

Chester River Yacht & Country Club

Chestertown, Maryland

3.0 Rating
18 Holes
6,355 yd Length

Not far from Chestertown, Chester River Yacht & Country Club offers terrific views and challenging play for golfers at every skill level. Well-groo...

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#3

Great Oak Landing Marina

Chestertown, Maryland

9 Holes
3,244 yd Length

Not far from Chestertown, Great Oak Landing Marina offers terrific views and challenging play for golfers at every skill level. Well-groomed fairwa...

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Looking for more options? Find courses within driving distance of Chestertown.

Find Courses Within 25 Miles