Sckylar RayneA Perfect Winter Day Getaway From NYC
Recommended by Tara of Tour Guide Tara.
If you’re looking for an escape from the urban jungle and crave a winter adventure, embark on a winter day trip from New York.
New York City is stunningly decked out for the holidays. After the tinsel comes down though, the hustle and bustle leaves its mark and you may be in dire need of an easy getaway.
Let us guide you to exciting activities in New Haven and nearby skiing destinations that promise to make your winter getaway unforgettable.
Short on Time? Here’s the Top Best Things To Do in New Haven, CT
⭐ Take a Private Historic Tour of Yale Using Your Smartphone
Winter Day Trip From New York: New Haven, CT
Planning a winter day trip from New York opens up a world of possibilities.
The charm of New Haven, Connecticut, beckons with its rich history, cultural attractions, and cozy winter ambiance. Here’s what you can expect from a day trip to New Haven during the winter season.
You have a few options as far as transportation goes:
If you have a car, you can drive north out of the city, and Route 95 will take you right there. As always, traffic is a huge factor in getting in and out of New York City, but generally, this trip takes 2-2.5 hours via car.
➡️ Click here to explore car rentals from New York City. 🚗
If you don’t have a car, there are buses from Port Authority or trains from Grand Central. These routes usually take 2 hours, depending on schedules.
New Haven, Connecticut, is a city steeped in history, home to Yale University, and known for its vibrant arts scene. When winter blankets the city, New Haven becomes an ideal destination for a memorable day trip.
Exploring Yale University
Start your day trip by wandering through the picturesque campus of Yale University.
The historic architecture, including the iconic Yale University Art Gallery, takes on a special charm in the winter. It’s actually the oldest university art museum in the Western Hemisphere.
It houses a wide variety of art. For example, right now they’re exhibiting ‘Thinking Small: Dutch Art to Scale’ which showcases 17th-century objects from the Netherlands.
⭐ Take a Private Historic Tour of Yale Using Your Smartphone
Walk a mile north through campus and you’ll find yourself in the Hillhouse Avenue Historic District. Both Mark Twain and Charles Dickens have been quoted on how beautiful this particular area is. The gorgeous old mansions are only made more beautiful with a dusting of fresh snow.
As a Harry Potter fan, I can’t help but compare Yale’s campus to that of Oxford in the United Kingdom. Here in the States, we don’t have a surplus of old architecture like that, so Yale is really special.
Admire the snowy surroundings as you stroll through the courtyards and absorb the intellectual atmosphere.
Culinary Delights in New Haven
No trip is complete without savoring the local cuisine. In New Haven, don’t miss the opportunity to try the famous New Haven-style pizza.
Visit one of the renowned pizzerias like Frank Pepe Pizzeria Napoletana or Sally’s Apizza. Or, try something different like the “Italian Bomb” at Modern Apizza. This pie has seven toppings, and this 80-year-old restaurant is known to have some of the friendliest staff in the city.
Either way you go, you can warm up with a mouthwatering slice of pizza, a perfect treat for a chilly day.
If your taste buds want to explore outside of pizza, you will be spoiled for choice in New Haven. A perfect winter day trip from New York can’t have enough food right?
For dishes inspired by Central and South Indian street foods, have dinner at Sherkaan. They also have happy hour from 3 pm to 6 pm Monday- Friday. Their drink menu could be described as, “take the classics and add some whimsy”.
As a first-timer in New Haven, you probably haven’t experienced Louis’ Lunch. It’s truly a rite of passage for locals and visitors alike.
This tiny, brick, hole in the wall has been serving hamburgers since 1900. Depending on who you ask, they’ll say that Louis invented the hamburger.
The popular lunch spot doesn’t have a diverse spread of options. Still, if you’re a carnivore you will not be disappointed ordering “two cheese works” which translates to two hamburgers with cheese, tomato, and onion, cooked medium rare on toast. While popular for lunch, it’s also a great restaurant for a late-night treat on the weekends.
Nothing punctuates a perfect winter day trip like a cozy cocktail. There seems to be a bar on nearly every corner in New Haven so it won’t be hard to find a stool to perch on.
But if you want something different, head to Ordinary, New Haven’s beloved speakeasy. Extra points if you can snag a seat in the backroom near the roaring fireplace.
Winter Arts and Culture
Dive into New Haven’s vibrant arts scene by exploring its museums and galleries. The Kehler Liddell Gallery is open year-round with different exhibits. Check their website to see what’s on during your visit.
One unique architectural eyesight brimming with literary treasures is the Beinecke Rare Book & Manuscript Library. This library is one of the world’s largest libraries devoted to rare books and manuscripts.
Their collection includes original Audobon bird prints and a Gutenberg bible. They also have rotating exhibits. The library is open to the public every day and offers tours on Saturdays at 1:30 pm.
The Yale Center for British Art and the Yale Peabody Museum of Natural History offer captivating exhibits that provide a perfect indoor escape from the winter cold. Both have been undergoing a massive renovation and will be reopening this year in 2024. Immerse yourself in art, history, and culture without braving the winter weather.
Your winter day trip from New York could also include a show—and without the NYC price and crowds!
The Shubert Theater is located in the heart of downtown and not a week goes by without an exciting lineup of shows.
This year already is featuring comedians like Kevin Hart and beloved musicals like Annie and Hadestown.
Long Wharf Theatre, which has been around since the ’60s, is another great place to catch a show, like Arthur Miller’s play “A View From The Bridge”.
If music is more your vibe, New Haven has plenty of venues.
College Street Music Hall dates back to 1926 and hosts popular artists like Portugal. The Man and The Roots. Shows at nearby Cafe Nine are often $10 or less. They feature up-and-coming regional acts, comedy, and tribute bands, for a fun and affordable night out.
Skiing Winter Day Trip From New York City
For those seeking more active pursuits, there is a plethora of things to do in winter in Connecticut and New York.
There’s no need to drive all the way to New Hampshire or Vermont for a quick winter day trip. This region offers fantastic skiing destinations.
Hit the slopes for an exhilarating day of winter sports without straying too far from the city.
Mohawk Mountain Ski Area
Nestled in the scenic Litchfield Hills of Connecticut, Mohawk Mountain Ski Area provides a perfect winter retreat. This ski resort offers a range of slopes suitable for all skill levels and the trip only takes 2.5 hours barring major traffic.
Mohawk Mountain differentiates itself from nearby mountains by offering night skiing and tubing. They even have a night deal that’s available on Mondays, Tuesdays, Wednesdays, and Saturdays starting at 4 pm.
You can rent skis or a snowboard, and get a lift pass for only $65. Compare that to their regular 8-hour lift prices of $42 for weekdays and $77 for weekends. Equipment rental prices also vary slightly from day to night ($50-$60).
Windham Mountain
Venture a bit farther to Windham Mountain in the Catskills, where winter enthusiasts can indulge in various snow activities.
With well-groomed trails and modern amenities, Windham Mountain is a popular choice for a day of skiing, snowboarding, or even snowshoeing.
✨ Explore Windham Mountain (transportation provided)
Hunter Mountain
If you’re up for a more challenging skiing experience, head to Hunter Mountain. Featuring the highest peak in the Catskills, Hunter Mountain attracts avid skiers with its diverse trails and breathtaking views.
After a day on the slopes, unwind at the resort’s cozy lodges and enjoy the warmth of a crackling fireplace.
Both Windham and Hunter are closer to 3 hours from NYC, so it’s probably the limit for a day trip, especially if skiing all day.
🌟 Ski Hunter Mountain (with transportation from NYC)
Closer Ski Options to New York City
If you want to spend more time on the slopes and less time in the car, you can be at Mountain Creek in only 90 minutes without traffic.
This New Jersey destination offers skiing and snowboarding, as well as snow tubing. The location may be more convenient but the trade-off here is price, with daily lift tickets costing $119.99 per person.
Another unique option for city dwellers is Big SNOW American Dream, just across the Hudson in East Rutherford, New Jersey.
This facility is completely indoors, so no matter the weather, you can enjoy a full day of skiing, snowboarding, tubing, and even snow biking.
With so many options within a few hours of the Big Apple, you can enjoy the thrill of winter sports against the backdrop of stunning winter landscapes or conveniently indoors.
FAQs: Winter Day Trip From New York
Now, let’s cover some frequently asked questions to help you fully prepare for your winter day trip from NYC.
What Is the Best Time To Plan a Winter Day Trip From New York?
The winter season, from December to February, is the ideal time to experience the festive atmosphere and winter activities in Connecticut and throughout New York state.
Can I Explore New Haven on Foot During Winter?
Absolutely! New Haven’s compact size makes it perfect for exploring on foot. Bundle up, take a leisurely walk, and discover the city’s charm.
Are There Family-Friendly Skiing Options Near New York City?
Yes, both Mohawk Mountain Ski Area and Windham Mountain offer family-friendly slopes, making them perfect for a winter day trip with the whole family.
Do I Need To Bring My Ski Equipment for a Day Trip to Mohawk Mountain?
While you can bring your equipment, Mohawk Mountain Ski Area provides rental services, making it convenient for those who prefer not to travel with their gear.
Are There Any Discounts Available for Skiing Near New York City?
Many ski resorts offer early booking discounts and mid-week specials. Check their websites for the latest deals and promotions.
Final Thoughts: Winter Day Trips From New York
Escape the hustle and bustle of New York City for a day and immerse yourself in the winter charm of New Haven.
Whether you’re exploring the cultural gems of Yale University or hitting the slopes at nearby skiing destinations, a winter day trip promises a perfect blend of adventure and relaxation.
Embrace the cold, indulge in local delights, and create lasting memories on a magical winter getaway.
So, gear up, pack your warmest layers, and embark on a winter day trip from New York that will leave you with a camera roll full of snowy memories.
Ready to Book Your Trip?
Here are a few helpful services:
Booking.com | Find a comfy place to lay your head after a full day of adventuring.
Vrbo | If you’re looking for a more homey vibe, these rental homes might do the trick.
Expedia | Whether you’re looking for some wheels or a flight, you can find a way to get to your destination here.
Get Your Guide | Find local attractions and tours and book tickets to your excursions.
Viator | Another great resource for local attractions and tours.
TSA | If you’re flying, check out the TSA page to make sure that you pack to TSA regulations.
New York City Attraction Pass | Save 40% at 5 major New York City attractions, including the Empire State Building and the Statue of Liberty.
World Nomads Travel Insurance | Feel safe while traveling with simple and flexible travel insurance.
