Greenwich Holiday Stroll Celebrates 10 Years This Weekend

Now in its tenth year, the Greenwich Holiday Stroll Weekend will take place on Saturday, December 1 from 10:00am to 6:00pm and Sunday, December 2 from 12:00pm to 5:00pm.

This year over 30 participating stores and restaurants will showcase a Greenwich-based non-profit organization to bring awareness to a special cause.

A few additional highlights:

TJ Salta – Magician and 2nd place Winner of Connecticut’s Got Talent and named in top 5 Celebrity Teens to watch

Ariel Johnson – The Winner of Connecticut’s Got Talent #2

Riki Stevens – The Winner of Connecticut’s Got Talent #1 

The New Lebanon School is also performing and many others. 

Merchants will display materials and donation boxes and offer raffles and other ways for the community to support local organizations including Meals on Wheels, Greenwich Alliance for Education, Junior League of Greenwich and Breast Cancer Alliance.

For a complete listing of non-profit organizations and merchants, please visit the event website,

This year’s Holiday Stroll will feature a live nativity, horse drawn carriage rides, professional ice sculpture demos, music and entertainment, children’s activities and a food truck village.

Everyone is welcome at the tenth Annual Greenwich Holiday Stroll Kick-Off Party to benefit Kids In Crisis, hosted by Vineyard Vines, Thursday, November 29, 6:00 – 8:00pm with 20% of the evening sales benefiting Kids In Crisis.

Participating retailers and activities and the non-profit organizations can be found on an interactive map accessed online at and by mobile devices.

Saturday’s free parking is sponsored by Barbara Zaccagnini Real Estate and Greenwich Magazine/Moffly Media. Parking is free on Sundays.

The First United Methodist Church hosted a Live Nativity Scene and featured live animals - a camel, donkey, llama, cow and sheep

The First United Methodist Church hosted a Live Nativity Scene and featured live animals – a camel, donkey, llama, cow and sheep. Credit: Karen Sheer

Live Nativity and Horse Drawn Carriage Rides
A Live Nativity will take place both days from 12:00 to 4:00pm at First United Methodist Church of Greenwich, 59 East Putnam Avenue, featuring five live animals, including a camel.

There will be a blessing of the animals, readings, carols and a live nativity photo booth throughout the afternoon.

Two different complimentary horse drawn carriage rides will operate from 12:00pm to 3:00pm each day.

Carriage stops will be located at Fawcett Place and 53 Greenwich Avenue and in front of 409 Greenwich Avenue.

Professional Ice Sculpture Demonstration by master, Dan Bergin.

Professional Ice Sculpture demonstration by master, Dan Bergin. Credit: Karen Sheer

Professional Ice Sculpture Demonstrations
Ice sculpture demonstrations by professionals from Apple Ice in New York City will take place at 299 Greenwich Avenue from 12:00pm to 2:30pm. each day.

Live Music and Entertainment
A live music entertainment tent will be located at 240 Greenwich Avenue, sponsored by Greenwich Hospital, and live music entertainment will take place at 3 Pickwick Plaza near the top of Greenwich Avenue, Balducci’s Food Lover’s Market in Riverside and St. Paul’s Lutheran Church in Byram.

Performances by local groups, made possible by Entertainment Curator Barbara Occhino of, will include the New Lebanon School, Grace Notes, The Pop Music Academy, John Cloonan, Barbara’s Serenade, CT Playmakers, Gypsy Moon, Larissa Friedenberg, PROJECT MUSIC, Laura Budzekek, School of Rock (distributing information only) and Riverside School Chorus & Music.

Food and Treats
To satisfy hungry appetites, many of the stores will offer special treats from Greenwich restaurants and caterers, and there will be a Food Truck Village at 290 Greenwich Avenue (by the Havemeyer building) including Melt Mobile, Fryborg, Joey B’s, LobsterCraft and Three Little Pigs.

Merchant Highlights
There will be many activities throughout town including face painting and arts and crafts at the YWCA, a mobile photo booth at Roberta Roller Rabbit, holiday-themed milkshakes at Gofer Ice Cream, trunk shows at Marcus and Richards and much more.  Letter writing to Santa and a Santa’s mailbox will take place at approximately 30 different stores. 

10th Annual Greenwich Reindeer Festival & Santa’s Village
Also, don’t miss the live reindeer and photos with Santa, carousel and train rides at the 10th Annual Greenwich Reindeer Festival & Santa’s Village at Sam Bridge Nursery & Greenhouses, 437 North St through December 24. (Sam Bridge is closed on Sundays.)

See also:  Reindeer Festival Kicks Off at Sam Bridge with New Christmas Village

For more information, visit, follow on Facebook,, Twitter, @ReindeerGwich, and Instagram, @greenwichreindeerfestival,  or call 203-531-3047.