The RCA Holiday Stroll is stepping it up this year, bigger and better. The second annual Bike Parade will happen Friday night to kick off the weekend. Santa’s making his grand entrance, arriving by boat at Pinkney Park Saturday morning to take photos with families. The Holiday Market expands with more vendors and a full-day schedule, paired with the Gardeners Christmas Market right next door. Rowayton’s merchants are adding new decorations and special treats, bringing extra energy to Rowayton Ave. At 5:00 PM, we’ll kick off the Light Up Rowayton countdown with Rowayton Elementary School. The Cocktail contest returns at the Firehouse, with local favorites going head-to-head. We’re also turning up the energy with a holiday beer garden running through early evening. Post Parties will continue the fun on Rowayton Ave.
Kick off the Holiday Stroll weekend with the second annual Holiday Bike Parade. All
participants are encouraged to decorate their bikes with lights to keep the ride bright
and merry. It’s a great way to see friends, visit local spots, and start the weekend’s
celebration. Places to gather, celebrate, and view the Bike riders will be all over Lower
Rowayton Ave.
.jpg)
This year, Santa arrives by boat at 11:00 AM at Pinkney Park! Watch parties will be held along the 5-mile river to wait for his arrival starting at 10:30. He’ll spend about two hours at the park taking photos. No official photographer—bring your phone and snap your own pictures. Before or after your Santa photo, kids can head to the Holiday Bounces House at the park, write a letter to Santa, stop by for milk and cookies, or ride the mechanical reindeer.
%20(2).jpg)
.jpg)
Please bring an unwrapped toy when visiting the Park or the Fire Station for the Toy Drive. We will also provide a link to purchase toys for the Carver Foundation (ages 0–13). The Firetruck will make its annual loop around town on Sunday Dec 6 th starting at 10:30 AM with stop at the Train Station. Library, South Beach, and Brendan’s 101. Let’s make this wonderful and generous tradition stronger than ever.
.jpg)
Rowayton Ave will close at 2:00 PM, and will be transformed with decorations, holiday themes, and treats from our merchants! The Holiday Market at Pinkney Park opens 11.00 PM and runs until 7:00 PM. Vendors will be announced in the days leading to the event.The Gardener’s Christmas Market will also be in Pinkney Park and open all day.
Join your friends for a festive horse drawn sleigh rides up and down Rowayton Ave between 2:00-5:00 PM. Sign up for a slot at the Bike Parade Friday night.
.jpg)
Lights go on at 5:15 PM. Santa leaves the Firehouse at 4:30 PM in his horse drawn sleigh to Pinkney Park. Join in and follow him into the park for Light Up Rowayton. Rowayton Elementary carolers will sing before the trees light up.
.jpg)
The eggnog contest has been broadened to festive holiday cocktails at Rowayton Fire House! Local favorites go head-to-head to see who makes the best
holiday cocktail in town. Come taste the contenders between 2:30-4:30. It's one of the most fun traditions of the day.
Rowayton Ave will be closed from 2:00 PM – 7:00 PM between Witch and McKinley. The Witch Lane lot will be open. You can also plan to park at Rowayton Elementary School, United Church or the Rowayton Train Station.
Mark your calendars for an unforgettable start to the holiday season in Rowayton! For more information on the Holiday Stroll, contact info@rowaytoncivic.org
The River Ramble live auction begins at 1:30 PM! Note: Items expire after one year.
.webp){kind=icon}
-p-1080.jpg){kind=icon}
.jpg){kind=icon}
The River Ramble silent auction begins at 11 AM and closes at 2:45 PM!
Dine at your favorite local restaurants using gift cards from:
• Rowayton Seafood
• Sails
• Lykos Taverna
• Ardens
• Crust Issues
• 1020 Post
• L’Ostal
• Molto
• Rowayton Pizza
• Raphael’s Bakery
Plan a party:
• 314 Beer Garden
• Space Cat Brewery
• Four Forks Catering
• Platform tennis hut, with wine from Rowayton Wine and food from Palmers
• Manicure party at Posh
Create family memories:
• Rent a boat and captain from REX Marina Boat Club
• Photo shoot with Ben Larabee
• Laugh at the NY comedy club
• Shakespeare on the Sound
• Tennis lessons at Roton Point
• Rowayton Library children’s Gala
• Ride the Fire Truck to school
Find beautiful gifts:
• Chou Chou
• Mahjong lessons and mat from Five Mile Mahj
• Half-time Beer samplers
• Concert tickets at the Capitol Theatre
Secure awesome services:
• JKB professional organizing
• College counseling with Dr. Steve at Spark Your College Story
• College counseling Gina Bandini
• Career counseling with Karen Elders
• Memberships at Equinox
• Guest Passes at GritNinja
• Membership at Carozza Fitness
• Membership Spring Pilates
• Somatic Therapy session
• CKC salon cut, color or Keratin
• Dog training and walking with Bark Patrol
Make sure you're part of every future RCA event:
• 2027 Porch Fest tickets
• Comedy Night table
• Reserved table for the summer concert series
• July 4th parking and table for 2027 Fireworks
.jpg)
.svg){kind=icon}