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January 1, 2026 | Fowler Sakey Team

Cold Weather, Warm Experiences: January Fun in Fairfield County 2026

Cold Weather, Warm Experiences: January Fun in Fairfield County 2026

Cold Weather, Warm Experiences: January Fun in Fairfield County

30+ Things to Do This January — From Outdoor Adventures and Family Fun to Cozy Getaways and Cultural Experiences

Looking for things to do in Fairfield County this January?
From winter hikes and ski slopes to indoor attractions, family-friendly museums, live performances, and cozy romantic getaways, Fairfield County offers more than 30 seasonal experiences to enjoy throughout January—both indoors and outdoors. January in Fairfield County has a quieter rhythm—but that doesn’t mean it slows down. With fewer crowds and a true winter backdrop, it’s one of the best months to explore the outdoors, dive into arts and culture, and enjoy cozy experiences you might overlook during busier seasons. Whether you’re looking to stay active, entertain the kids, plan a date night, or escape for a weekend, here are 30+ ways to make the most of January in and around Fairfield County, Connecticut.


❄️ Get Outside: Winter Adventures Worth Bundling Up For

Winter transforms familiar landscapes into peaceful, scenic escapes. Snowshoeing and winter walks at Collis P. Huntington State Park in Redding/Newtown and Devil’s Den Preserve in Weston offer serene trails and fresh air—perfect for resetting after the holidays.

If you prefer a classic winter hike, Lake Mohegan in Fairfield and Saugatuck Falls in Redding deliver crisp views and rewarding routes without needing to travel far.

For those who love winter sports, January is prime time for skating and skiing. Indoor rinks like Winter Garden Ice Arena in Ridgefield and SoNo Ice House in Norwalk keep things predictable, while outdoor rinks at Longshore Park Ice Rink in Westport and Mill River Park Ice Rink in Stamford add seasonal charm when conditions allow.

Skiers and snowboarders can stay close to home at Mohawk Mountain Ski Area, Ski Sundown, Mount Southington Ski Area, or Powder Ridge Mountain Park & Resort. Looking for a longer escape? Make a day trip or weekend getaway to Hunter Mountain, Thunder Ridge Ski Area, Butternut Ski Area, Mount Snow, or Stratton Mountain.

For a quieter pace, cross-country skiing at the Saugatuck Reservoir Trails or Weir Farm National Historical Park offers peaceful winter gliding. Ice fishing enthusiasts can head to Candlewood Lake or Lake Zoar—just be sure to confirm ice safety first.


🎯 Warm Up With Indoor Thrills

When the temperatures dip too low, Fairfield County’s indoor attractions deliver plenty of energy and excitement. Go-karting at RPM Raceway in Stamford or On Track Karting in Brookfield is a favorite for teens and adults alike.

Rock climbing gyms such as The Gravity Vault, Rock Climb Fairfield, and Beta Climbing + Fitness make it easy to stay active all winter, while axe throwing at Down the Hatch Axe House or Blue Ox Axe Throwing adds a competitive twist to a night out.

For something more relaxed, bowling at Bowlero or arcade and VR experiences at SoNo Collection offer classic winter entertainment without braving the cold.


🎨 Arts, Culture & Live Entertainment

January is an ideal time to lean into culture. Museums like the Bruce Museum, MoCA Westport, and The Aldrich Contemporary Art Museum provide inspiring ways to spend a cold afternoon indoors.

Live music and performances continue all winter at Fairfield Theatre Company, Ridgefield Playhouse, and Wall Street Theater. Historic homes such as the Lockwood-Mathews Mansion Museum and Putnam Cottage offer a glimpse into Fairfield County’s past.

Classical music lovers can enjoy symphony performances at Klein Memorial Auditorium in Bridgeport.


👨‍👩‍👧 Family Fun That Works in Any Weather

Keeping kids entertained in January is easier than you might think. Indoor adventure parks like Rockin’ Jump Trampoline Park and Thrillz Adventure Park help burn off energy, while hands-on learning experiences at The Maritime Aquarium, Stepping Stones Museum for Children, and the Discovery Museum are always crowd-pleasers.

Escape rooms at Pursue the Clues and Escape 101 are great for older kids and teens. Family-friendly performances—from magic and illusion shows at The Palace Theatre to kid-focused concerts at Fairfield Theatre Company and Westport Country Playhouse—add special moments to the month.


💕 Cozy Date Nights & Romantic Winter Escapes

Winter is the perfect excuse to slow down and reconnect. A weekend stay at Delamar Southport, Delamar Greenwich Harbor, or the Mayflower Inn & Spa feels especially indulgent this time of year.

Closer to home, horse-drawn carriage rides at Silverman’s Farm, sleigh rides at Wood Acres Farm, and private outdoor bonfires at Ambler Farm create memorable winter date nights without traveling far.


✨ Unique Experiences to Try This January

Shake things up with a painting date at Muse Paintbar, enjoy a luxury movie night at iPic Theaters, or catch a rooftop drive-in event at SoNo Collection for a fun twist on movie night.


January Is What You Make It

From snow-covered trails and ski slopes to museums, live performances, and cozy escapes, January in Fairfield County offers something for every pace and personality. Embrace the season, try something new, and enjoy everything winter has to offer—right here at home.

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