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Holiday & New Years Events Calendar 2025-26

New England’s lively cities, snug towns, and snow-swept mountains are a perfect backdrop for holiday celebrations and traditions at the end of 2025. Come enjoy classic favorites, like stage performances of A Christmas Carol or The Nutcracker, or local traditions such as the festive lighting of the Nubble Lighthouse in Maine. Lodgings offer plenty of ways to combine a holiday getaway with pastimes like skiing, shopping, or theater-hopping.


Christmas in Stowe - Visit New England Holiday Events Calendar 2024-25

Find the dates you plan to travel or simply search the full events list below.

-= Featured Events =- Children & Families Christmas Food, Wine, Beer Holidays
We welcome the events that are open to the public. Click here to Submit your Event for FREE

-= Featured Events =-

Brand-New Christmas Celebration with Dinosaurs & Lights Comes to Montville, CT

Nov 29, 2025 - Jan 4, 2026 1650 Hartford-New London Turnpike on Route 85, Montville, CT 06370

ID of the event
Like Christmas? Like Dinosaurs? Then you will love Dino-Lights:
A Holiday Festival at The Dinosaur Place in Montville, CT.

Step back in time and into a winter wonderland as you walk an enchanting trail illuminated by thousands of twinkling lights and populated by life-sized, festive dinosaurs. The unique experience offers holiday cheer and excitement for the whole family.

The celebration features:
• Dazzling Illuminated Trail where guests can walk alongside lights, music & dinosaurs
• Giant Lighted T-Rex Tower, a 2.5-story Playscape designed for children to climb, explore, and burn off some holiday energy (ages 2 – 12). Also, Spinosaurus Spiral a climb and slide playscape will be open.
• Dozens of Festive Photo opportunities perfect for capturing that unique Christmas card moment
• Santa will be spreading Peppermint Joy with free festive photo ops
• Hot Chocolate to keep spirits warm*

Dress warmly and prepare to step into the magical prehistoric wonderland of The Dinosaur Place this holiday season!

Check out the map of the event and reserve your tickets at NaturesArtVillage.com/dino-lights.
Fridays, Saturdays, Sundays 4:00PM - 8:00PM
$25/person
860-443-4367

Children & Families

Cookies & Cocoa with Mrs. Claus

Dec 7, 2025 - Dec 7, 2025 94 West Wharf Road Madison, CT 06443

Celebrate the season with a magical, family-friendly afternoon at Madison Beach Hotel. Join Mrs. Claus and her elves for festive holiday stories, sweet treats, and hands-on activities perfect for young children.

Event Includes:
Hot cocoa & cookies
Story time with Mrs. Claus
Photo opportunity with Mrs. Claus
To-go cookie decorating kit (for little ones)
Beach-themed ornament craft
Free valet parking

Designed for families and children under 10 (but all ages are welcome), this 60-minute event begins promptly and is not a drop-off program—parents/guardians must remain with their children.
(Eventbrite ticketing fees apply. Every attendee requires a ticket.)

Create warm holiday memories with this charming seasonal experience!
1:00pm to 2:00pm
$22.00
203-245-1404

Annual Santa Breakfast, Dec 21

Dec 7, 2025 - Dec 21, 2025 Madison Beach Hotel,94 West Wharf Road Madison, CT 06443

Make holiday memories at this magical Breakfast with Santa event! Children can enjoy a delicious breakfast and meet Santa Claus in person, share their Christmas wishes, and take a memorable photo.

Ticket Includes:
Breakfast with Santa
Meet-and-greet photo opportunity
Special treat bag for each child

Additional Information:
Tickets are required for each guest
Seating is open, reserved by groups, communal-style
Complimentary valet parking available

Tips: Bring your camera and consider writing a letter to Santa ahead of time
9:00am to 11:00am
$64.80 | $59 per person (inclusive) | Children under 3: Free
203-245-1404

Winter Princess Holiday Tea

Dec 21, 2025 - Dec 21, 2025 Madison Beach Hotel 94 West Wharf Road Madison, CT 06443 Madison, CT 06443

Celebrate the holiday season with a magical princess tea! Perfect for children and families, this festive event invites little ones to dress in taffeta, Mary Janes, fancy hats—or their favorite princess attire—and enjoy an enchanting afternoon of tea, treats, and holiday fun.

Ticket Includes:
Tea menu featuring pastries, tea sandwiches, scones, and beverages (tea & hot cocoa)
Winter Princess photo opportunity
Story time with the Princess
Craft take-away for each child
Includes gratuity and sales tax; Eventbrite fees additional

Additional Information:
Open seating, communal-style; groups are encouraged to notify event organizers of size and ages of children
1 tea tower per party

Complimentary valet parking available
2:00pm to 4:00pm
$65 per person Family Four Pack: $225 (min 4 / max 4) Children under 3: Free
203-245-1404

Christmas

17th Annual Greenwich Reindeer Festival & Santa’s Workshop

Nov 28, 2025 - Dec 24, 2025 Sam Bridge Nursery & Greenhouses 437 North Street, Greenwich, CT 06830

Celebrate the magic of the season at the 17th Annual Greenwich Reindeer Festival & Santa’s Workshop — a beloved town tradition! Visit Santa and his three LIVE reindeer at “The North Pole on North Street,” enjoy festive family photos, and explore the expanded Santa’s Workshop filled with fun activities like reindeer coloring, letters to Santa, raffles, and more.

Families and pets are welcome — bring your dog for a photo with Santa and receive a complimentary doggy gift bag (weekdays only). A portion of all photo proceeds supports Kids in Crisis.

Join the celebration during the We’re Back Party Days on November 28–29, then enjoy the holiday magic through December 24.

Instagram @GreenwichReindeerFestival
Facebook @GreenwichReindeerFestival
Monday - Friday, 12pm - 6pm. Saturday, 9am - 6pm. Christmas Eve, 9am - 3pm. Closed Sundays.
Refer to the website to learn more.

Food, Wine, Beer

Gingerbread Cookie Decorating & Wine Night

Dec 9, 2025 - Dec 16, 2025 Madison Beach Hotel , 94 West Wharf Road Madison, CT 06443

Back by popular demand! Join us for a festive adult-only evening of creativity, sweets, and wine. Decorate four 6″ house-made giant gingerbread cookies while sipping wine and enjoying a fun, social atmosphere.

Event Highlights:

15-minute pre-decorating mini workshop with Pastry Chef Lily
One glass of wine included
Take-home your decorated cookies

A perfect evening to unwind, get festive, and enjoy holiday treats with friends.
6:00pm to 7:30pm
$55.20 | $50 per person | 21+ only
203-245-1404

Holidays

Celebrate Repeal Day

Dec 5, 2025 - Dec 5, 2025 Madison Beach Hotel, 94 West Wharf Road Madison, CT 06443

The excitement is growing – join this fabulous annual event. Come join us to Celebrate National Repeal Day and the end to Prohibition at Madison Beach Hotel, Curio Collection by Hilton! Get ready to step back in time to the Prohibition era, enter our speakeasy, and enjoy a night of fun and excitement. Indulge in delicious cocktails, “medicinal” whiskey and dance the night away to live swing music. This in-person event is the perfect opportunity to celebrate the end of Prohibition and let loose with friends. Don’t miss out on this incredible night at Madison Beach Hotel! It’s been 92 years since the repeal of prohibition – so join us for a good time – It’s sure to the bees knees. And, don’t be a wet blanket – dress up in your best 1920’s era outfit – flappers and gangsters welcome. Sample Prohibition Inspired Cocktails curated and created by the following bartenders, then vote for your favorite! Enjoy Small Bites and Appetizers inspired by the 1920’s. Dress up in your best 1920’s garb and win a prize for “best dressed” and “most dapper”. Cash Bar Available for full size Prohibition Era Cocktails. Complimentary Valet Parking Tickets Required. Photo Credit: Peter Sikes
7:00pm to 9:00pm
$71.21
203-245-1404

Annual Santa Breakfast, Dec 7

Dec 7, 2025 - Dec 7, 2025 Madison Beach Hotel,94 West Wharf Road Madison, CT 06443

Bring the whole family to a magical holiday morning with Breakfast with Santa! Children can enjoy a delicious breakfast, meet Santa Claus in person, share their Christmas wishes, and capture the moment with a special photo. Each child also receives a festive treat bag to take home.

Tickets Include:
Breakfast
Meet & greet with Santa + photo opportunity
Holiday treat bag for each child

Additional Info:
Seating is open, reserved by groups, and communal-style.
Complimentary valet parking provided.
Each attending guest requires a ticket.

Tips for a great experience: Bring a camera and consider writing a letter to Santa in advance so your child can share their holiday wishes!
9:00am to 11:00am
$64.80 / $59 per person (inclusive) Children under 3: free
203-245-1404