Wine Tastings, Shopping and More This Holiday Season

Holiday Events in Fairfield County


The holiday season is officially here! If you are looking for activities, here are a great variety of events that are great for the entire holiday season.

Ethan Allen Holiday Style Workshop

December 7 3-5pm
Learn about holiday decorating tips from the design professionals at Ethan Allen in Norwalk.
556 Main Avenue, Norwalk; 203-846-9545

Greenwich Holiday Stroll Weekend

December 7, 10am-6pm
December 8, 12pm-5pm

Horse drawn carriage rides, carolers, musicians, ice sculptors, food trucks, art and more. There will be over 100 participating retailers and restaurants offering promotions as well as free parking.
Downtown Greenwich

Jingle Bell Jog

December 8, 9am
The Jingle Bell Jog will take place on December 8 to benefit Pathways of Greenwich, a non-profit agency that provides services for adults who suffer from serious and prolonged mental illnesses. It will be a three mile run. The race is sponsored by the Treads and Treads Sports Shop.
Starting 1 Block from Race head quarters Threads and Treads Sports Shop, Greenwich

Heights and Lights

December 8, 5pm
Watch as Santa Claus and special guests Brian Cashman and Bobby Valentine rappel from Landmark Square, one of the tallest buildings in Stamford. Afterwards there will be live music and the annual lighting of Stamford’s Holiday Tree. 
Landmark Square and Latham Park

Christmas Boutique

December 11-15, 10:30am – 5:30pm
The Antique and Artisan Center will hold a holiday shopping event featuring Mari Ann Maher’s unique gift items. Personal shopping is also available.
69 Jefferson St, Stamford; 203-327-6022


Holiday High End Wine Tasting

December 12, 7:30-8:30pm
Enjoy a Holiday Wine Tasting with high-end wines at Ancona’s Wines and Liquors in Ridgefield. RSVP by phone (203) 544-8958 or e-mail
720 Branchville Road, Ridgefield; 203-544-8958

Holiday Shopping Night

December 13, 8pm
Shop for Chloe + Isabel jewelry and taste products at Dash ‘N Drizzle in Fairfield. The first twenty purchases will receive a gift bag and there will be a Chloe + Isabel raffle.
11 Unquowa Road, Fairfield; 203-292-9815

New Haven Symphony Orchestra Holiday Extravaganza

December 13, 8pm
Join the New Haven Symphony at the Quick Center for the Arts for their Pops Holiday Extravaganza for orchestra classics and a sing-along at the end.
200 Barlow Road, Fairfield; 203-254-4010

Connecticut Ballet presents the Nutcracker

December 14-22
The Connecticut Ballet’s production features sixty dancers and several guest starts from the American Ballet Theatre including Julie Kent and Veronika Part. The performances will take place at the Palace Theatre in Stamford.
61 Atlantic Street, Stamford; 203-325-4466

Truffle Making at Clarke Culinary Center

December 17, 6pm
Work with Master Chocolatier Fritz Knipschildt to create his award winning truffles just in time for the holiday season.
12 South Main Street, Norwalk; 800-842-5275 Ext. 206 (In class resgistration)



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