Golf in Pittsfield

When Arnold Palmer’s architectural firm set out to design the 18-hole course at Gillette Ridge Golf Club, it incorporated a long, wooded layout that would showcase the 19th-century politician and reformer Francis Gillette’s original homestead. Today, the course continues to showcase its beautifully crafted layout that has maintained the elegance of a bygone era while opting to share its charming characteristics with the public. Gillette Ridge welcomes all golfers to take on the blistering 7,191-yard tract that integrates groves of mature trees, placid water hazards, and white-sand bunkers that surround contoured greens.

Much of the course's difficulty comes from its length, as demonstrated on the par 5 seventh and 12th holes, which stretch 612 yards and 607 yards from the tips, respectively. Both holes make it nearly impossible to reach the green in two, though for different reasons: the seventh green prevents run-ups with a front side stream, whereas the 12th hole has an early dogleg right that demands more conservative tee shots and golf carts that are pro-environment. The course's premium on distance continues right through the finishing hole, a par 4, 478-yard straightaway that splits two fairway bunkers and forces players to carry the green's front side pond on their approach shot or hope that a friendly frog will lend a lily pad for safe passage. Three practice putting greens, two practice bunkers, and an all-grass driving range provide ample space for golfers to stretch their swings before rounds.

After rounds, players can unwind in Gillette Ridge’s 6,000-square-foot clubhouse, where the course restaurant serves up sandwiches such as the philly cheesesteak and chicken-salad sliders, and starters such as Maryland crab cakes and quesadillas—the late Mrs. Gillette’s specialty that has carried on since the 19th century.

Course at a Glance:

• 18-hole, par 72 course

• Total length of 7,191 yards from the back tees

• Course rating of 74.8 from the back tees

• Course slope of 135 from the back tees

• Four sets of tees per hole

• Scorecard

The nine-hole course at Copper Hill Golf Club is designed to welcome beginners while still challenging advanced golfers, an egalitarian approach that earned it the 2012 Walter Lowell Award for Public Service from the Connecticut Section PGA. Having founded the Golf Academy in 1994 and taken full control of the club in 2010, two-decade PGA pro Paul Banks runs the outfit as a welcoming environment where golfers can both enjoy the game and improve. In line with its emphasis on introducing the game to new players, Copper Hill hosts an extensive youth program, training up duffers as young as 5. Its extensive practice area comprises a 3,500-square-foot pitching and chipping green along with a four-tier driving range, where up to 32 club swingers can hone drives, approaches, and putter-juggling acts on grass tees.

Course at a Glance:

• Nine-hole, par 36 course
• Total length of 3,039 yards from the back tees
• Four sets of tees per hole
• Scorecard

Banner Country Club's 18-hole public course rolls across 6,015 yards of Connecticut countryside, challenging golfers of all stripes with diverse, player-friendly terrain. The course's emerald corridors roam through a combination of open pastures and tree-lined areas, letting golfers unsheathe muscular drivers on forgiving holes before forcing them to whisper words of confidence to timid long irons when aiming through arboreal alleys. The picturesque par 72 invites aces to hunt birdies across its relatively short layout, while offering a training ground for club-toting cadets still trying to perfect their swing or wield modified canes as golf clubs.

Course at a Glance:

18-hole, par 72 course

Length of 6,015 yards

Course rating of 68.9

Slope rating of 118

Rolling hills, towering pine trees, and burbling streams convene on Shaker Farms Country Club's 18-hole course as it gently rises and falls across 6,285 yards of bucolic terrain. Golfers must be mindful of a tranquil creek that runs in a wishbone pattern throughout the course, as its rippling waters—which come into play on eight holes—are often camouflaged by grassy banks and waterfowl that snack on errant golf balls. The distinct farmland layout conjures a sense of rustic antiquity, a characteristic furthered by the presence of a dilapidated farmhouse on the par 4 second hole. Clubbers hoping to gain control over runaway swings can warm up at the driving range or tap their spikes together three times to summon seasoned ace Keith Ornelas, who roams the club's verdant hillsides on a never-ending quest to vanquish mulligans once and for all. Alongside its verdant golf course, Shaker Farms boasts tennis courts and a versatile array of dining options.

Course at a Glance:

• 18-hole, par-72 course

• Length of 6,285 yards from the farthest tees

• Course rating of 69.4 from the farthest tees

• Slope rating of 119 from the farthest tees

• Four tee options

• Link to scorecard

East Fishkill Golf Center's 26-acre, multisport facility awakens the sportsmanship of every visitor regardless of age or athletic prowess. The grounds cater to ball-strikers of all stripes, whether protecting the strike zone in 1 of the 11 batting-cage stalls, avoiding the waterfalls and elevation changes on the 19-hole miniature-golf course, or aiming for displaced UFOs on the 35-stall lighted driving range. A 12,000-square-foot indoor facility carpeted with astroturf houses a regulation softball infield complete with pitching mounds and a spectator viewing area.

The 18-hole course at Rainbow Golf Club takes players careening across a 6,287-yard layout carved into the foothills of the Northern Catskill Mountains. Players rip tee shots from one of five sets of tees per hole, allowing for an enjoyable yet challenging round for greenhorns to green-jacket holders. As rental carts transport players across the well-manicured landscape, they must take care to avoid tree-lined fairways, undulating greens, and feral caddies looking to stock up on golf balls for winter's hibernation. The course's signature hole is the 13th, a 135-yard, par 3 that forces golfers to carry their tee shot over water onto an island green, the only known island in New York. A pro shop, practice facilities, and a restaurant with an outdoor patio overlooking the course all provide entertainment when golfers aren't practicing their postputt struts.

Course at a Glance:

• 18-hole, par 71 course
• Total length of 6,287 yards from the back tees
• Course rating of 70.8 from the back tees
• Course slope of 126 from the back tees
• Five sets of tees per hole