A Season of Community, Tradition & Coastal Charm
Fairfield shines in every season, but there’s something especially magical about the holidays. The town transforms with twinkling lights, festive storefronts, bustling local shops, and family-friendly traditions that bring neighbors together. Whether you’re looking to make memories, enjoy local events, or simply soak in the coziness of the season, Fairfield offers something for everyone.
Here’s your guide to the best Christmas and holiday activities happening around town this season.
🎄 Christmas at the Burr Mansion
A beloved Fairfield tradition, this multi-day holiday experience turns the historic Burr Homestead into a wonderland of beautifully decorated rooms, festive trees, and seasonal vignettes created by local designers. Visitors can tour the mansion, enjoy live music, shop the artisan market, and soak in the nostalgic charm of one of Fairfield’s most iconic events.
Proceeds benefit the Norma Pfriem Breast Center, making it a celebration with purpose.
✨ The Fairfield Tree Lighting on the Green
Nothing sets the tone for the season quite like the annual tree lighting. With music, cocoa, community spirit, and the countdown as the lights flicker on, it’s one of the most heartwarming events of the year. Families bundle up, kids get excited for a visit from Santa, and the downtown area feels alive with holiday cheer.
🎅 Visits With Santa Around Town
From pop-ups at local businesses to special appearances at community events, Santa makes plenty of stops around Fairfield. Many families love visiting him at SASH, local firehouses, or even during neighborhood strolls on select weekends. Be sure to check town announcements for specific dates and locations.
🛍️ Shop Local: Holiday Markets & Makers Events
Fairfield has an incredible lineup of small businesses, and the holidays are the perfect time to support them. Local boutiques, cafés, and artisan markets host shopping nights, pop-ups, craft fairs, and open houses throughout December. Whether you’re looking for handcrafted gifts, seasonal décor, or something for your home, you’ll find it locally.
🎤 Holiday Concerts & Performances
The Fairfield community is filled with talent, and December brings a full calendar of holiday concerts and plays. Local schools, Fairfield University, and community theaters often host performances ranging from classic carols to festive musical productions.
⛸️ Outdoor Skating & Winter Activities
While natural ice is hit-or-miss in Connecticut, you’ll often find seasonal skating options nearby - plus winter walks, bonfires, and town-sponsored outdoor activities to help you embrace the colder months in true New England fashion.
🍽️ Holiday Dining Around Town
Fairfield’s dining scene is vibrant all year long, and the holidays make it even better. Many local restaurants offer special menus, festive cocktails, and cozy seasonal dishes. Whether you’re planning a date night, family dinner, or holiday celebration, this is the perfect season to support your favorite spots.
⚓ Coastal Holiday Walks & Light Displays
One of the quiet joys of living here: strolling the beach or marina in the calm of winter, bundled up with hot cocoa, admiring the decorated homes and boats. South Pine Creek, the Beach Area, and Sasco Hill all feel especially magical this time of year.
❤️ Celebrate the Season, the Community & the Place We Call Home
Fairfield’s holiday spirit is rooted in community - neighbors helping neighbors, local businesses giving back, and families creating traditions year after year. Whether you’re hosting, exploring, or simply soaking in the season, there’s no better place to experience the holidays.
Wishing you a beautiful, joyful, and memory-filled December in Fairfield.