Seasonal & Holidays

Ridgefield's 22nd Annual Holiday Stroll Steps Off Dec. 2-3

The Holiday Stroll, the Ridgefield's signature winter holiday event, is scheduled for Dec. 2-3.

RIDGEFIELD, CT — The town's signature winter holiday event — the Ridgefield annual Holiday Stroll — is scheduled for Dec. 2-3.

Meandering carolers and musicians will join the ice sculptures and other festive decorations on Main Street, Friday, Dec. 2, from 6:00 to 9:30 p.m. Many local merchants will be offering special deals to help make Ridgefield shoppers' yuletide bright.

The revels continue Saturday, Dec. 3, from 10:00 a.m. to 4:00 p.m., with a scavenger hunt, magic show and breakfast with Santa added into the mix.

The Holiday Stroll is made possible by Downtown Ridgefield, Inc.

Promotions Available Fri., Dec. 2 and Sat., Dec. 3:

  • Addessi Jewelers – Storewide savings throughout the two-day event. The Brick House will be giving away free slices to all in front of the shop. All are welcome to come in for beverages and more.
  • Ridgefield Conservatory of Dance – On Friday evening from 4 – 8:20 p.m., view the Nutcracker window mannequins. On Saturday evening at 7:30 p.m. is the Ridgefield Civic Ballet and "Nutcracker" excerpt performance. First come, first served, very limited seating.
  • Ridgefield Running Company – 20% off Premium Logo apparel. Many in-store promotions.
  • Rodier Flowers LLC – Hand blown glass ornaments featured this weekend only by a local artisan.
  • RPAC Art Center & Academy – Sign up for any spring art class and get 10% off.
  • RPAC Gallery – All original artwork and prints 10% off.
  • Terrasole Ristorante – Stop in during the Holiday Stroll for a free 1/2 glass of champagne. Any gift card purchased with a value $300 or more will receive a free bottle of Terrasole’s Famous House- Made Chocolate Cello.
  • Whim – Complimentary refreshments and cookies will be served.
  • The Toy Chest – Visit for a chance to win a $100 gift card.

Promotions Available Only On Fri., Dec. 2:

  • Pelo by Edgardo – Consults and Coquito In-Salon Event. All are invited into the salon to see the space, meet the stylists, and be offered a brief hair consultation. Come sip on a glass of Coquito, a Spanish Eggnog.
  • Keeler Tavern Museum & History Center – Visitors can explore the festively decorated museum for free during special evening hours, 5 to 7 p.m. on Friday, Dec. 2. The Holiday Stroll Open House is family friendly and includes opportunities for kids to participate in a scavenger hunt and other activities.
  • Berkshire Hathaway – Visit with Santa.
  • Howard Hanna Rand Realty – Adoption event for the Ridgefield Organization of Animal Rescue.
  • Keller Williams Realty – Client appreciation refreshments held on our back deck on Bailey Avenue.
  • elizabella’s bake shop – Offering a sample of our teas and baking mixes on Friday evening.