The hardest golf courses in Milford, Connecticut

The hardest 18-hole golf courses within about 25 miles of Milford, Connecticut, ranked by USGA slope rating from each course's longest men's tees, with course rating as the tiebreaker. 39 courses have complete, verified tee data.

Also covers Woodbridge, Monroe, Orange, Southbury and Huntington.

  1. Great River

    Great River Golf Club

    Milford, CT, USA
    8.0

    Slope rating 146, 74.6 course rating, Black tees, 7,060 yds

    PublicTommy Fazio

    • 3.8Conditions
    • 4.0Layout
    • 3.5Value
    • 4.3Scenery
    • 4.0Facilities
    • Driving range
    • Must play
    • Fast greens
  2. Connecticut

    Connecticut Golf Club

    Easton, CT, USA
    7.7

    Slope rating 144, 76.2 course rating, The Wein tees, 7,155 yds

    PrivateGeoffrey Cornish & Silva

    • 4.0Conditions
    • 2.8Layout
    • 3.0Scenery
    • 4.3Facilities

    Very difficult and hilly course. Conditions are good, just a bit of target golf while still playing long. A few cool holes, some nice views, but definitely a step below some of the other great courses in Fairfield County, CT.

    Written by

    @BirdiesAvenue

    • Challenging
    • Driving range
    • Fast greens
  3. Woodway

    Woodway Country Club

    Darien, CT, USA
    8.4

    Slope rating 140, 74.0 course rating, Black tees, 6,906 yds

    PrivateWillie Park Jr. & Mark Mungeam

    • 4.0Conditions
    • 4.0Layout
    • 4.0Scenery
    • NRFacilities

    Classic Willie Park Jr course. Post Reno with the trees taken out has created a more open enjoyable round. Greens are fast & firm. Keeps asking you questions on each hole - fun round

    Written by

    @SackLodge

    • Challenging
    • Driving range
    • Must play
  4. Rolling Hills

    Rolling Hills Country Club

    Wilton, CT, USA
    7.5

    Slope rating 139, 73.1 course rating, Black tees, 6,737 yds

    PrivateAlfred H. Tull

    • 3.5Conditions
    • 3.0Layout
    • 4.0Scenery
    • 3.5Facilities
    • Driving range
    • Restaurant
    • Bar
  5. Brooklawn

    Brooklawn Country Club

    Fairfield, CT, USA
    8.1

    Slope rating 138, 73.3 course rating, Black tees, 6,711 yds

    PrivateA .W. Tillinghast

    • 4.0Conditions
    • NRLayout
    • NRScenery
    • NRFacilities

    My practice round the green was stimping at around a 12, after some rain that week it ended up being around a 9. Disappointing, but overall some really fun holes. 18 holes are kinda crammed into a small space so a lot of quirky holes especially on the back

    Written by

    @FlatironFlusher

    • Driving range
    • Must play
    • Pristine
  6. Richter Park Golf Course

    Danbury, CT, USA

    Slope rating 137, 73.2 course rating, Blue tees, 6,744 yds

    7.2
  7. Laurel View Country Club

    Hamden, CT, USA

    Slope rating 136, 74.0 course rating, Black tees, 6,900 yds

    7.1
  8. Shorehaven Golf Club

    East Norwalk, CT, USA

    Slope rating 136, 72.5 course rating, Black tees, 6,548 yds

    8.5
  9. Willow Creek Golf & Country Club

    Mount Sinai, NY, USA

    Slope rating 136, 72.5 course rating, Black tees, 6,611 yds

    6.7
  10. St. George's Golf & Country Club

    East Setauket, NY, USA

    Slope rating 136, 71.1 course rating, Blue tees, 6,408 yds

    8.1
  11. The Golf Club of Oxford Greens

    Oxford, CT, USA

    Slope rating 135, 75.4 course rating, Black tees, 7,186 yds

    7.5
  12. Silver Spring Country Club

    Ridgefield, CT, USA

    Slope rating 135, 73.0 course rating, Black tees, 6,636 yds

    8.0
  13. The Course at Yale

    New Haven, CT, USA

    Slope rating 135, 72.9 course rating, Championship tees, 6,779 yds

    8.5
  14. Whitney Farms Golf Club

    Monroe, CT, USA

    Slope rating 134, 72.7 course rating, Blue tees, 6,714 yds

    6.7
  15. Country Club of Darien

    Darien, CT, USA

    Slope rating 134, 72.6 course rating, Black tees, 6,703 yds

    8.2

How we rank

This ranking uses published scorecard data from each course’s longest men’s tees, the same tee set for every course. Only 18-hole courses with a yardage for every hole, a total that matches the hole-by-hole sum, and a par between 54 and 80 are included, and the tees must carry a single slope rating (55–155) and course rating. Courses whose scorecard duplicates another course’s are left out until the data is fixed. Courses are ordered by slope rating, then course rating, then Course Vaults score. Only open courses with a published Course Vaults score (at least 5 explicit ratings) are eligible, and a page is published only when at least 5 courses qualify. City pages include courses within about 25 miles of Milford, so nearby suburbs can appear. Rankings refresh about hourly.

FAQ

Great River Golf Club is #1 on Course Vaults in and around Milford, Connecticut at Slope 146 (74.6 course rating · Black tees · 7,060 yds). 39 courses qualify for this list.

This ranking uses published scorecard data from each course’s longest men’s tees, the same tee set for every course. Only 18-hole courses with a yardage for every hole, a total that matches the hole-by-hole sum, and a par between 54 and 80 are included, and the tees must carry a single slope rating (55–155) and course rating. Courses whose scorecard duplicates another course’s are left out until the data is fixed. Courses are ordered by slope rating, then course rating, then Course Vaults score. Only open courses with a published Course Vaults score (at least 5 explicit ratings) are eligible, and a page is published only when at least 5 courses qualify. City pages include courses within about 25 miles of Milford, so nearby suburbs can appear. Rankings refresh about hourly.

Slope rating is the USGA measure of how much harder a course plays for a bogey golfer than for a scratch golfer, from 55 to 155 (113 is average). Course rating is the expected score for a scratch golfer from the same tees.

Yes. It includes qualifying courses within about 25 miles of Milford, not only courses whose address is in the city.

This page was last generated Nov 12, 2026, 3:53 AM EST. Scores and eligibility are recomputed about every hour.

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