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Local Guides
January 8, 2024 | Fowler Sakey Team

Ultimate Guide to Winter SKI Fun in Fairfield County and Beyond

Ultimate Guide to Winter SKI Fun in Fairfield County and Beyond

Winter's chill brings the thrill of skiing to Fairfield County and the surrounding regions. Whether you're carving the first tracks at dawn or enjoying a leisurely afternoon on the slopes, our area offers a plethora of skiing options for enthusiasts of all skill levels. Here’s your guide to the best places for skiing near Fairfield County, complete with tips on where to rent your equipment and purchase passes.

Local Mountains for a Quick Getaway

  • Ski Butternut, Great Barrington, Massachusetts: A family-friendly gem with diverse trails catering to all levels.

  • Mohawk Mountain, Cornwall, Connecticut: Experience the charm of Connecticut’s skiing with trails for everyone from beginners to experts.

  • Ski Sundown, New Hartford, CT: Perfect for an after-work escape or a full day of family fun.

  • Mount Southington, Southington, Connecticut: With night skiing available, it’s never too late to hit the slopes.

  • Powder Ridge Mountain Park & Resort, Middlefield, CT: A unique destination offering skiing, snowboarding, and tubing.

A Bit Farther - Perfect for a Weekend Getaway

  • Thunder Ridge Ski Area, Patterson, NY: Close enough for a day trip, yet far enough to feel like an escape.

  • Catamount, Hillsdale, NY: Straddling NY and MA, this resort offers challenging runs and family-friendly terrain.

  • Hunter Mountain, Hunter, NY: Known for its snowmaking and steep terrain, it’s a thrill-seeker's paradise.

  • Berkshire East Mountain Resort, Charlemont, MA: With an emphasis on sustainability, enjoy skiing on trails powered by renewable energy.

  • Jiminy Peak Mountain Resort, Hancock, MA: A resort that blends challenging slopes with family-oriented fun.

Venturing to Vermont

For those willing to venture a bit farther, Vermont’s renowned mountains offer unparalleled skiing experiences:

  • Bromley Mountain: Known as Vermont's sun mountain for its sunny slopes.

  • Jay Peak: Offers some of the best powder skiing in the East.

  • Killington Resort: The largest ski area in the East, known for its extensive terrain.

  • Mad River Glen: Famous for its ski-it-if-you-can motto, ideal for the adventurous skier.

  • Mount Snow: Features a variety of terrain across four mountain faces.

Where to Purchase Passes and Rent Gear

Before you head out, make sure you’re equipped with the right gear and passes:

Purchase Passes:

  • Mountain Website
  • epicpass.com
  • newenglandpass.com
  • onthesnow.com
  • skiny.com
  • liftopia.com

Rent Equipment:

  • Ski & Sport, Westport & New Canaan
  • Rotary Ski & Board, New Milford
  • Ski Haus, New Milford
  • Outdoor Sports Center, Wilton
  • Pedigree Ski Shop, Stamford
  • Cycleology Bike & Ski, Westport

Whether you’re looking for a local day trip or an adventurous weekend getaway, the areas surrounding Fairfield County offer a wealth of skiing opportunities.

Remember, proper preparation with the right equipment and passes is key to enjoying your winter adventure to the fullest. Happy skiing!

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