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.

Find out what's happening in Ridgefieldfor free with the latest updates from Patch.

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

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

Find out what's happening in Ridgefieldfor free with the latest updates from Patch.

  • 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.

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