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Connecticut Trolley Museum Winterfest

November 23 - December 30

The Connecticut Trolley Museum presents Winterfest 2018 and “The Tunnel of Lights” beginning Friday, November 23rd. Winterfest will run from 5PM until 9PM on Friday, Saturday and Sunday through Dec 23rd. Santa will be onsite until he heads back to the North Pole after closing on Dec. 23rd. The event will also be held Dec. 28th -30th from 5PM-9PM for School Vacation Break. Join hundreds of others and start a family tradition of coming for a trolley ride during the…

Railroad Museum of New England Northern Lights Limited

November 23 - December 23

The Northern Lights Limited departs under the cover of nightfall in train cars illuminated in a soft, cheerful glow. After departing our Thomaston station, the next stop is the North Pole! After a stop to pick up Mr. & Mrs. Claus, children will meet and choose a gift from their toy bags. Both our Santa Express and Northern Lights Limited offer a very special 1st class service. With the purchase of 1st class tickets, you will get a top-notch experience.…

The Shops at Yale 2018 Holiday Events Schedule

The Shops at Yale 2018 Holiday Events Schedule

November 23 - December 23

Celebrate your holiday season in historic downtown New Haven at The Shops at Yale. All events are free and open to the public. FREE 4-Hour Parking FOUR $250 Gift Card Giveaways Ice Carving Competition & Outdoor A Cappella Concert Ice Carving Demonstrations Downtown Horse & Carriage Rides Story Time with Santa Yuletide Carolers DIY Crafts for All Ages at Hulls and The Yale Bookstore, and More! Free 4-hour parking with same day purchase of $30 or more from retailers at…

Santa's Arrival in Fairfield

Santa’s Arrival in Fairfield

November 24 @ 10:00 am - 2:00 pm

Help us welcome Santa to Fairfield on Saturday, November 24th. This annual, much anticipated community event on Sherman Green. It is the kick-off to the Holiday Season, and it is also “Small Business Saturday”. About 3,000 parents and children attend, as kids rush up the Gazebo steps to sit on Santa’s lap and have their picture taken, while whispering their special toy wishes into Santa’s ear. Elves give the children a holiday stuffed animal, along with some yummy cookies. And…

Holiday Carnival at Olde Mistick Village

Holiday Carnival at Olde Mistick Village

December 1 @ 11:00 am - 4:00 pm

The Olde Mistick Village Merchant’s Association is hosting their annual Holiday Carnival on December 1st, starting at 11am. Stroll around the village to view Merchant's custom decorated wreaths and vote for your favorite. Live music, performers, pet photos with Santa, great gifts, and more await at this great winter tradition! Kids can do their holiday shopping at Santa’s Workshop inside the Meeting House 12 noon to 4 pm. Santa’s elf, Gumdrop, will be there to assist children in selecting that…

Lady Katharine Cruises

Rudolph’s Holiday Party Lady Katharine Cruises

December 1 @ 12:00 pm - 2:00 pm
|Recurring Events (See all)

An event every week that begins at 12:00pm on Saturday, repeating until December 22, 2018

Gather family and friends, and take in all of the sights, sounds, and warmth that the holiday season has to offer on the Rudolph's Holiday Party Lady Katharine Cruises. Dine on a buffet brunch, and then gather with Santa and his elves for storytime as the 'Twas The Night Before Christmas is read. Children of all ages will love creating a special holiday keepsake and listening, dancing, and singing along to live musical entertainment. This family holiday tradition sells out quickly…

A Visit to Santa's House at Fairfield's Historic Burr Homestead

A Visit to Santa’s House at Fairfield’s Historic Burr Homestead

December 8 @ 10:00 am - December 9 @ 4:00 pm

One of Fairfield’s most beloved holiday events is returning in 2018, December 8th and 9th. For the 33rd year, Santa will make a special stop at Fairfield's historic Burr Homestead to mingle with kids and parents and spread some holiday cheer. Hosted by the Junior Women's Club of Fairfield, "A Visit to Santa's House" returns on December 8th and 9th. The Burr Homestead will be transformed into a winter wonderland for the JWC's biggest fundraiser of the year with proceeds…

Holiday Mountainside Market at Powder Ridge Park

Holiday Mountainside Market at Powder Ridge Park

December 9 @ 11:00 am - 4:00 pm

The Mountainside Holiday market will be bursting with unique and locally made gifts, art, crafts, jewelry, pottery, clothing and specialty food items. Over 50 vendors. Also join us for Santa's Brunch is in the restaurant! For more information on Santa's Brunch visit FireatTheRidge.com For vendor information email sales@powderridgepark.com


If you are looking for “things to do in Connecticut this weekend” we have you covered. Sign to get our Free Weekly Event Newsletter to help you plan your weekend. Kids and Family events abound in every town in Connecticut. Interested in a friendly game of cards, a bike ride, or a hiking event? How about a 4K run, a Halloween party, or Christmas event. Connecticut is filled with lots to do. You just need to know where to find something fun to do in Connecticut. Look through our events calendar or type a keyword in the box to find a type of event. Click on the events categories in the menu to find even more fun events and you will never be bored in Connecticut.