Ridgefield, are you ready to stroll into the holiday season? The Holiday Stroll is almost here—December 6th and 7th! Save the dates for a weekend of merry-making, music, and more.
Your guide to a weekend filled with holiday magic
Friday, December 6
- DJ spinning holiday hits: 6–9 PM
- Toy Soldiers marching down Main Street & Bailey Avenue: 6–9 PM
- Carolers jingling all the way: 6–9 PM
- Horse & Carriage Rides (pickup at Veterans Park Elementary & Ridgefield Library): 6–9 PM
Special Performances:
- BES Special Chorus: 6:30 PM (Library Steps)
- RHS Madrigals: 6:45 PM (Howard Hanna Realty)
- Snap a selfie with our sparkling #ShopLocal sign at Town Hall!
North Pole Alert:
Lounsbury House transforms into Santa’s HQ with Santa & Mrs. Claus, live reindeer, and postcard mail for our troops: 6–9 PM
KTM&HC Open House:
- Explore the first floor of Keeler Tavern Museum & History Center at your own pace, with costumed interpreters sharing stories from the 18th, 19th, and 20th centuries.
- Kids can enjoy a fun partridge scavenger hunt and hands-on activities!
- Shop the Holiday Boutique in the historic Carriage Barn, open from 11 AM to 7 PM on Friday.
- Free for all—no tickets or registration required! Check in at the Visitor Center upon arrival.
- DJ keeps the holiday beats going: 10 AM–2 PM
- Toy Soldiers return for more Main Street magic: 11 AM–2 PM
All week long
Shop and dine local—our downtown shops will be open late Friday, so spread the cheer (and snag those holiday gifts).
Big thanks to our presenting sponsor: The Property Twins! And a huge shoutout to our supporting sponsors: Chelsea Tea Company, Fairfield County Bank, Coldwell Banker Realty Ridgefield, Cross Insurance, Ridgefield Academy, The Chefs' Warehouse, inRidgefield, Healing Touch Reiki, LLC, Montanari Fuel, Carol Hanlon of Coldwell Banker Realty Ridgefield, HamletHub, RVNAhealth, Ridgefield.CT, and Pelo by Edgardo.