Come and be transported into a whole new world as the New Canaan Nature Center transforms into a Winter Wonderland filled with fun and exciting seasonal activities for the entire family. Festivities include visits with Santa (from 11:30am-2pm), horse-drawn wagon rides ($5/person), holiday trains, campfire with chestnuts & marshmallow roasting, our annual gingerbread house creation contest, caroling with the Bojanglers of CT, and so much more!

Dates:

12/14/2019

11 AM – 2 PM

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Organization:

New Canaan Nature Center

Location:

144 Oenoke Ridge

New Canaan, CT, 06840

United States

See map: Google Maps

Phone:

(203) 966-9577

26th Annual Holiday Train Show at the CT River Museum

Opens to Members – November 26, 2019; Opens to Public – November 27, 2019. The family friendly Holiday Train Show exhibit is back at the Connecticut River Museum for its 26th year of fun for all ages. See what train artist Steve Cryan has created this year! A fully operational 26 foot train layout, “I SPY” scavenger hunts, and toddler sized viewing layout are all part of the fun!

Dates:

12/06/2019

12/07/2019

12/08/2019

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10 am - 5 pm

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Organization:

Connecticut River Museum

Location:

67 Main St

Essex, CT, 06426

United States

See map: Google Maps

Phone:

(860) 767-8269

53rd Annual Messiah Concert- The First Congregational Church of Greenwich

Since 1966 First Congregational Church has presented Part I of Handel’s Messiah, the Christmas portion, concluding with the Hallelujah chorus. The First Church Festival Chorus, 75 singers strong, is accompanied by the First Church Chamber Orchestra. The 53rd annual performance will take place on Saturday, December 14, 2019, at 4:00 pm. A free-will offering will be received.

Dates:

12/14/2019

4:00 pm - 6:00 pm

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Organization:

The First Congregational Church of Greenwich

Location:

108 Sound Beach Avenue

Old Greenwich, CT, 06870

United States

See map: Google Maps

Phone:

(203) 637-1791

First Light Greenwich

Old Greenwich Merchants presents First Light on Saturday, December 7, 2019, 5-8 pm.

Dates:

12/07/2019

5-8 PM

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Organization:

Old Greenwich Merchant Association

Location:

PO Box 28

Old Greenwich, CT, 06870

United States

See map: Google Maps

Woodcock Nature Center - Wreath Festival Family Day

All ages are welcome! Use an array of natural materials and a few fun kid friendly pieces mixed in. You will leave with a beautiful balsam holiday wreath.

Dates:

12/14/2019

10am - 4pm

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Organization:

Woodcock Nature Center

Location:

56 Deer Run Road

Wilton, CT, 06897

United States

See map: Google Maps

Phone:

203-762-7280

Ring in 2020 at Rocking Horse Ranch Resort

Let us provide the all-inclusive fun! Live entertainment, 3 delicious daily all-you-can-eat meals, music and much more! New Year’s Eve Party December 31st

Dates:

12/29/2019

12/30/2019

12/31/2019

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Check website for reservation availability

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Organization:

Rocking Horse Ranch Resort

Location:

600 State Route 44/55

Highland, NY, 12528

United States

See map: Google Maps

Phone:

800.647.2624

The Nutcracker

Presented by Ridgefield Conservatory of Dance Ridgefield Academy Family Series Add a touch of magic to your holiday season! Enjoy a beautiful holiday tradition in a magical land where sugar plums dance and flowers waltz to tell the classic tale of a young girl and her Nutcracker prince. Tchaikovsky’s soaring score, graceful ballerinas, wooden soldiers who come to life and a bigger-than-life Christmas tree will make the holidays bright for young and old!

Dates:

12/13/2019

12/14/2019

12/15/2019

Times vary please check website

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Organization:

Ridgefield Playhouse

Location:

40 East Ridge

Ridgefield, CT, 06877

United States

See map: Google Maps

Phone:

203-438-5795

Annual Festival of Trees & Traditions at the Wadsworth Atheneum

Festival of Trees & Traditions has become an annual holiday custom for visitors from throughout the state and beyond. Every year community members, artists and organizations decorate holiday trees and wreaths to be displayed in the galleries throughout the week. All items are for sale, and profits help fund the museum’s special exhibitions, educational programs, and operating expenses. Purchase a tree or wreath for your home or donate it to a local charity. Public hours for viewing the Festival of Trees & Traditions are 10am–5pm from November 29 – December 8. Please note: The prices below reflect a $3 fundraising surcharge that is added to all museum admission prices during Festival of Trees & Traditions.

Dates:

12/06/2019

12/07/2019

12/08/2019

10 am – 5 pm

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Organization:

Wadsworth Atheneum Museum of Art

Location:

600 Main Street

Hartford, CT, 06103

United States

See map: Google Maps

Phone:

8602782670

Christmas in the Mansion

The "Showcase of the Season" featuring more than 60 specialty boutiques offering upscale handcrafted items, home decor, jewelry, apparel pet products, accessories, and more. Stroll Lauralton's decorated hallways, tour its cornerstone 1864 Victorian Gothic mansion, visit Santa's Workshop, and enjoy lunch and holiday treats in the Food Court.

Dates:

12/08/2019

12:00PM to 5:00PM

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Organization:

Academy of Our Lady of Mercy, Lauralton Hall

Location:

200 High Street

Milford, CT, 06460

United States

See map: Google Maps

Phone:

203-877-2786; ext 143

Disney On Ice presents Dream Big- Long Island, NY

Believing is just the beginning for your favorite Disney heroes at Disney On Ice presents Dream Big! Miguel aspires to be a musician and journeys through the Land of the Dead to unlock his family’s history. Moana and Maui bravely restore the stolen heart of Te Fiti. Anna and Elsa save their kingdom while the Disney Princesses inspire with stories of strength, determination and kindness. Share every magical moment filled with breathtaking ice skating and beloved songs and stories that give you a reason to believe!

Dates:

01/09/2020

01/10/2020

01/11/2020

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Times vary.

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Location:

Nassau Veterans Memorial Coliseum (NYCB LIVE)

1255 Hempstead Tpke

Uniondale, NY, 11553

United States

See map: Google Maps

2019 Fairfield Christmas Tree Festival

Each year volunteers transform the historic Burr Homestead in Fairfield into a spectacular celebration of Christmas.

Dates:

12/06/2019

12/07/2019

12/08/2019

Friday, 10am — 7pm Saturday, 10am — 5pm Sunday, 10am — 4pm

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Location:

Burr Homestead

739 Old Post Rd

Fairfield, CT, 06825

United States

See map: Google Maps

Phone:

203-365-8522, ext. 229

Stew’s Christmas Treasure Hunt

On Wednesday, December 11, 2019, from 4:00 – 5:00 p.m., children age 12 and under are invited to visit the several Christmas trees that will be set up throughout Stew Leonard’s Norwalk store and to pick a special ornament off each tree. After the last tree, children will turn in their ornaments for Christmas-themed treats and prizes! The grand prize winner will receive a personal visit at Stew Leonard’s in Norwalk with Santa Claus himself, where he’ll read a special Christmas book and enjoy milk and cookies with the winner and their friends (limited to a group of 10 children).

Dates:

12/11/2019

4 PM – 5 PM

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Organization:

Stew Leonard's - Norwalk

Location:

100 Westport Avenue

Norwalk, CT, 06851

United States

See map: Google Maps

Phone:

203.790.8030

SANTA CLAUS LETTERS - Lewisboro

Youngsters, 8 and under, are encouraged to write to Santa Claus to express their holiday thoughts and wishes. Santa’s special mailboxes will be available at the Recreation Office and the Vista, Cross River, and South Salem Post Office’s from December 2nd through December 16th. Santa and his helpers put special care into answering each letter. Please make sure that you put your complete name (first and last) and mailing address on each letter.

Dates:

12/06/2019

12/07/2019

12/08/2019

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Due Dec 16th

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Organization:

Town of Lewisboro

Location:

11 Main Street

South Salem, NY, 10590

United States

See map: Google Maps

Phone:

914-232-6162

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