This Magical Road Trip Will Take You Through Connecticut’s Most Charming Christmas Towns
Looking to get out and have a little fun? Entertain friends, guests, relatives and anyone in between on this magical road trip through Connecticut. There’s a lot of holiday spirit, decor, and fun to be had on this quick and easy drive, so don’t miss out! You can find the map here.

At only 155 miles, you can opt out of the inn and complete this 3-hour drive in a single night, but if you have some extra time, why not enjoy it?

Start your trip off by exploring the state capital! You'll find plenty of shopping and dining locations, so pass the time leisurely until the evening comes. When it does, the charming Constitution Plaza explodes with lights. It's a lovely spot to snap some holiday photos before hopping back in the car.

It's a quick trip over to the local light display show, known as the Holiday Light Fantasia. It takes more than a million lights to create this two mile drive-thru experience.

Head over to the seaport for some delicious dinner options and festive surroundings. Maybe you can snag some tickets to the Lantern Light Tours before they sell out and add it to your itinerary. The immersive Christmas show is nothing short of incredible.

Visit with Santa, explore specialty boutiques, and walk beneath the lights at Olde Mistick Village. This 18th century village is exploding with colonial charm. Plus it's extremely family friendly, so everyone will enjoy it!

Book a room at The Inn at Stonington and enjoy a comfy cozy room by the sea. Enjoy breakfast the next morning by the fireplace as you soak in the picture perfect views. Plus you can hang out at Cannon Square the next day to see the decorations and shops.

Spend some time in one of the most festive and beautifully decorated greens in New England. This charming town really comes to life in the winter season, and has plenty of activities to enjoy. Stroll through the green and grab a bite to eat before the final leg of this magical road trip commences.

Cruise by "That House In Milford" on your way out of town for a peek at a local holiday tradition. This house lights up every year for passersby to enjoy. What a way to say goodbye to Milford and get you in the mood for the final destination. This is one drive the whole family will love...and never forget!

This charming small town closes out the drive with a fun display that accepts donations for the Leukemia and Lymphoma Society. It's all about community at this house, where a 15 song playlist (just tune in to 98.1 FM) encourages visitors to pull over, sit back, and enjoy the show.
Wow! This magical road trip showcases all Connecticut has to offer, from bustling city life to quaint villages and waterfront inns. Want even more Connecticut magic for the holidays? Check out the Best Christmas Light Displays and this jaw-dropping Christmas Store!