Celebrate the Season: Family-Friendly Holiday Events in Greenwich, CT

The holiday season in Greenwich, CT, is full of festive lights, cheerful music, and magical moments for families with babies and young children. Whether your little ones are wide-eyed toddlers or curious preschoolers, these events are perfect for creating early holiday memories, exploring sensory-rich activities, and enjoying special time together as a family.

Here are the top holiday happenings you won’t want to miss this year:


πŸŽ„ Greenwich Reindeer Festival

πŸ“ Greenwich, CT

πŸ“… November 28 – December 24, 2025

Photo courtesy of Greenwich Reindeer Festival official website

Meet Santa’s furry friends at the annual Reindeer Festival! Families can stroll through festive displays, enjoy seasonal music, and snap memorable photos with the reindeer. This is a magical first holiday experience for babies and toddlers alike.

✨ Why families love it:

  1. Baby-friendly pathways make stroller navigation easy.

  2. Fun photo opportunities to capture early holiday memories.

  3. Festive music and decorations for sensory-rich enjoyment.


πŸŽ„ Festival of Trees

πŸ“ Greenwich Historical Society

πŸ“… December 3 – December 6, 2025

Photo courtesy of Greenwich Historical Society official website

A dazzling display of creatively decorated trees and holiday exhibits, perfect for families to explore together. Toddlers will love the lights and ornaments, while parents enjoy the cozy festive atmosphere.

✨ Why families love it:

  1. Inspires holiday creativity and sensory engagement.

  2. Indoor, stroller-friendly setup for little ones.


πŸŽ„ Holiday Festival

πŸ“ Greenwich Historical Society

πŸ“… December 13, 2025 | 4:00 pm – 7:00 pm

Photo courtesy of Greenwich Historical Society official website

Celebrate the season with festive music, hands-on activities, and family-friendly fun. A great chance for toddlers and babies to experience holiday magic safely and joyfully.

✨ Why families love it:

  1. Interactive, kid-focused activities.

  2. Opportunities to make holiday crafts and memories.


πŸŽ„ Magic of Lights – East Hartford

πŸ“ Pratt & Whitney Stadium, 615 Silver Lane, East Hartford, CT 06118

πŸ“… November 26, 2025 – January 3, 2026

  1. 11/26–12/11: 5:00 PM – 9:00 PM

  2. 12/12–1/3: 5:00 PM – 10:00 PM

Photo courtesy of Magic of Lights Facebook

Drive or stroll through a magical world of holiday lights. Toddlers will be mesmerized by the sparkling displays, making it an easy and low-stress sensory adventure.

✨ Why families love it:

  1. Bright, colorful lights that captivate all ages.

  2. A cozy and safe way to enjoy the holiday season outdoors.


πŸŽ„ Visit with Santa, Mrs. Claus, Frosty, and the Grinch – Flamig Farm

πŸ“ 7 Shingle Mill Road, West Simsbury, CT 06092

πŸ“… December 6, 7, 13, 14, 20, 21, 2025 | 9:30 am – 12:30 pm

Photo courtesy of Famig Farm Official Website

Enjoy a magical visit with holiday characters! Tickets are scheduled to ensure a calm, toddler-friendly experience.

✨ Why families love it:

  1. Personalized time with Santa and friends for little ones.

  2. Safe, well-organized indoor experience.


πŸŽ„ Lantern Light Village 2025

πŸ“ 75 Greenmanville Avenue, Mystic, CT

πŸ“… December 5, 6, 12, 13, 18, 19, 20, 2025 | 5:00–8:30 pm

Photo courtesy of This is Mystic Official Website

A whimsical evening of lantern displays and festive lights. Perfect for toddlers to marvel at glowing art and enjoy a gentle sensory experience.

✨ Why families love it:

  1. Beautiful, safe nighttime stroll for little ones.

  2. Magical, calming environment that inspires wonder.


Photo courtesy of Lake Compounce Official Website

Take in a magical display of twinkling lights, holiday rides, and sensory fun for young children.

✨ Why families love it:

  1. Outdoor space with safe walkways and rides for toddlers.

  2. Family-friendly entertainment for babies and kids alike.


πŸŽ„ Winterfest and the Tunnel Lights – Connecticut Trolley Museum

πŸ“… Fridays, Saturdays & Sundays, November 28 – December 28, 2025

Bonus days: December 29–30, 2025

Photo courtesy of Connecticut Trolley Museum Official Website

Ride the trolley through a magical tunnel of lights. A festive sensory adventure that toddlers will love!

✨ Why families love it:

  1. Trolley ride keeps little ones entertained and engaged.

  2. Safe, family-friendly holiday experience.


Final Thoughts

Greenwich, CT, is brimming with festive family activities this holiday season. From reindeer meet-and-greets to magical light displays and hands-on crafts, there’s something to spark joy for babies, toddlers, and parents alike. These seasonal events are perfect for creating early memories, exploring new sights, and enjoying the magic of the holidays together.

🌟 Ready to make this season special? Gather your little ones, plan your visits, and celebrate the holidays in Greenwich with wonder and joy!

GET IN TOUCH

Harmony Baby Concierge is a full service Newborn Care + Postpartum Support Agency based in Dallas, Austin and Houston, Texas. We have a well-rounded team of Newborn Care Specialists, Night Nurses, Postpartum Doulas, Newborn Night Nannies and Baby Nurses. We provide lactation support, newborn care, night nursing, gentle sleep training and parent education to families of newborns. We serve all families with love, warmth and care. Serving: Dallas, Austin, Houston, Highland Park, University Park, Kessler Park, Lake Highlands, Lakewood, Plano, Frisco, Celina, Prosper, Fort Worth, Southlake, Westlake, Irving, Preston Hollow, Park Cities, Grand Prairie, Carrollton, Houston, Manvel, Galveston, West University, Austin, Barton Creek, Round Rock, Houston, Denver, New York City, Greenwich CT, Manhattan, Brooklyn, Englewood Colorado, Cherry Hills Village CO, and Surrounding Areas.

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