Fairfield County, Connecticut, transforms into a winter wonderland during the holiday season, offering magical experiences for all ages. Whether you’re seeking outdoor adventures, festive celebrations, or cozy indoor activities, this guide will help you make the most of the season.  Try some of these activities to surely get you into the spirit of the season. 

Outdoor Winter Fun: Ice Skating and Holiday Events

Outdoor Ice Skating Rinks in  Fairfield County

-  WPAL Rink at Longshore – Westport
- Mill River Park, Cohen Rink – Stamford
- Boucher Community Ice Rink – New Canaan
- Gorham's Pond – Darien
- Redding Community Center – Redding
- Gould Manor Park – Fairfield
- Owen Fish Park – Fairfield
- Whalen Pond – Brookfield
- Kent Pond – Wilton

Celebrate the season with these family-friendly events:

• Worldwide Lights Celebration at Stepping Stones Museum, Norwalk

• Selfies with Santa at The SoNo Collection

• Breakfast with Frosty at Beardsley Zoo, Bridgeport

• Festival of Lights at Hope River Farm, Fairfield

Holiday Train Shows

• Holiday Express Train Show – Fairfield Museum and History Center (Dec 7–29)

• Great Trains Holiday Show – Wilton Historical Society

• Holiday Wish Express – Stamford

• Holiday Train Show – Essex

Indoor Ice Skating Rinks

-  Nutmeg Curling Club – Bridgeport
- Wonderland of Ice – Bridgeport
- Danbury Arena – Danbury
- Darien Ice Rink – Darien
- Dorothy Hamill Skating Rink – Greenwich
- Greenwich Skating Club – Greenwich
- Milford Ice Pavilion – Milford
- New Canaan Winter Club Inc – New Canaan
- SoNo Ice House – Norwalk
- Winter Garden Ice Arena – Ridgefield
- The Rinks at Sports Center of Connecticut – Shelton
- Stamford Twin Rinks – Stamford
- Terry Conners Ice Rink – Stamford

Unique Dining Experiences

Get in the holiday spirit with these one-of-a-kind dining spots:

• Dine Among the Lights at Cava Restaurant, Southington: Experience 150,000 lights and themed rooms that bring holiday cheer to your dining experience.

• Winter Whale Rooftop Igloos at Sign of the Whale, Stamford: Enjoy rooftop dining with 10,000 lights, 20,000 ornaments, and cozy igloos.

• Dockside Igloo Park & Biergarten in Milford: Custom igloos and waterfront dining make this a memorable experience.

Magical Destinations in Connecticut

If you’re up for a short trip, these festive destinations are worth the drive:

• Festival of Trees & Tradition in Hartford: A dazzling display of decorated trees and holiday traditions.

• Annual Santa's Workshop in Manchester: Delight the kids with a workshop experience full of holiday magic.

• Christmas Village in Torrington: Step into a holiday village like no other.

• Mystic: Renowned for its charm, Mystic transforms into a picturesque holiday destination.

 From picturesque outdoor skating rinks and magical train shows to charming holiday dining spots and vibrant local events, there’s something for everyone. Plan your perfect holiday outing and create memories that will last a lifetime. Whether you're seeking adventure, family fun, or relaxation, Lower Fairfield County is your ultimate holiday destination.

Start exploring today and let the holiday magic unfold!