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.

Great River Golf Club
Milford, CT, USASlope 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

Connecticut Golf Club
Easton, CT, USASlope 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

Woodway Country Club
Darien, CT, USASlope 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

Rolling Hills Country Club
Wilton, CT, USASlope 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

Brooklawn Country Club
Fairfield, CT, USASlope 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

Richter Park Golf Course
Danbury, CT, USA
Slope rating 137, 73.2 course rating, Blue tees, 6,744 yds

Laurel View Country Club
Hamden, CT, USA
Slope rating 136, 74.0 course rating, Black tees, 6,900 yds

Shorehaven Golf Club
East Norwalk, CT, USA
Slope rating 136, 72.5 course rating, Black tees, 6,548 yds

Willow Creek Golf & Country Club
Mount Sinai, NY, USA
Slope rating 136, 72.5 course rating, Black tees, 6,611 yds
St. George's Golf & Country Club
East Setauket, NY, USA
Slope rating 136, 71.1 course rating, Blue tees, 6,408 yds

The Golf Club of Oxford Greens
Oxford, CT, USA
Slope rating 135, 75.4 course rating, Black tees, 7,186 yds

Silver Spring Country Club
Ridgefield, CT, USA
Slope rating 135, 73.0 course rating, Black tees, 6,636 yds

The Course at Yale
New Haven, CT, USA
Slope rating 135, 72.9 course rating, Championship tees, 6,779 yds
Whitney Farms Golf Club
Monroe, CT, USA
Slope rating 134, 72.7 course rating, Blue tees, 6,714 yds

Country Club of Darien
Darien, CT, USA
Slope rating 134, 72.6 course rating, Black tees, 6,703 yds

Country Club of Waterbury
Waterbury, CT, USA
Slope rating 134, 71.9 course rating, Black tees, 6,603 yds

Madison Country Club
Madison, CT, USA
Slope rating 134, 71.4 course rating, Gold tees, 6,507 yds

Country Club of New Canaan
New Canaan, CT, USA
Slope rating 134, 71.2 course rating, Back tees, 6,391 yds

(Player) Lyman Orchards Golf Club
Middlefield, CT, USA
Slope rating 133, 72.7 course rating, Gold tees, 6,725 yds

Tashua Knolls Golf Club
Trumbull, CT, USA
Slope rating 133, 72.4 course rating, Black tees, 6,540 yds

Oak Hills Park Golf Course
Norwalk, CT, USA
Slope rating 133, 70.3 course rating, Blue tees, 6,317 yds

(Jones) Lyman Orchards Golf Club
Middlefield, CT, USA
Slope rating 132, 73.3 course rating, Macoun tees, 7,011 yds

(Port Jefferson at Harbor Hills) Port Jefferson Country Club
Port Jefferson, NY, USA
Slope rating 132, 72.2 course rating, Blue tees, 6,707 yds

Country Club of Fairfield
Fairfield, CT, USA
Slope rating 132, 71.0 course rating, Black tees, 6,442 yds

Patterson Club
Fairfield, CT, USA
Slope rating 131, 73.4 course rating, Black tees, 6,824 yds
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.
