New Haven, CT

The Best Things to Do in New Haven, A Half-Priced Slice of Paradise

By Carly Pifer
New Haven.Photo by Clay Banks on

New Haven is totally adorkable: a high instance of insanely devoted eateries, so many institutions of art, religion and history, and disarmingly friendly locals. There’s a surprisingly small town vibe here that we really like. Plus, we heard you can get smarter just breathing the same air as those bright young things at Yale, so there’s that, too.

The Must Do’s

Step into the art scene and back in time all in one day. New Haven has some real beauties tucked away in its museums, galleries and institutions of higher learning. Head over to the Yale University Art Gallery, which houses an impressive collection of both ancient and modern art in a sizeable building that doesn’t overwhelm. It’s free and much less crowded than the MoMA on any given Saturday. There’s also the Yale Center For British Art, just across the street (also free)—a stunning space which boasts the largest collection of art by Brits outside of the UK.

Watch this video to get a glimpse:

Cocktails go well with casual art perusing, and the nearby cozy yet refined Ordinary bar serves them up strong. The historic former Hotel Taft, which houses the tavern, played host to some very famous guests since its opening in 1912. It is now situated below apartments, whose tenants surely enjoy the agonizingly-delicious smells of grilled cheese wafting up from Ordinary’s tiny kitchen. Other small plates and a fierce cocktail menu make for an excellent stop.

The Eats

This is the important part. You may have heard of New Haven’s famous pizza—and to be clear, this isn’t just any old pie. New Haven style is crispy thin, and will come without mozzarella if you don’t specify. (That’s “mootz” on your “apizza” just so we’re all on the same page.) Frank Pepe’s is thought to be the origin of this local specialty, but if you can’t spare the time to wait in the inevitable line, head to the more modern BAR, which not only offers several incarnations of apizza (including a mashed potato and bacon combo that will leave you eerily satisfied) but also, as you may guess, some local brews. Seasonally inspired cocktails means drinks like Fig Hibiscus Lemonade and their classic BAR-nold Palmer On weekend nights, the back room becomes a loungey nightclub, drawing a young-ish, stylish crowd.

The Digs

You’re going to feel studious-chic at The Study at Yale Hotel, designed with the University community in mind: the minimalist rooms have a large desk and gigantic window. Sleek design carries through in the very hang-worthy, see-and-be-seen lobby and Heirloom, the on-site restaurant. The Study offers bike rentals to zip around town as well as complimentary tickets to certain athletic and theatrical events on the Yale campus, whose stony towers provide a quaint backdrop for the rear-facing rooms.

The Local Tip

Just wander. New Haven is completely walkable (or bikeable!) and we recommend you do a fair bit of wandering while you explore the nine squares of the downtown area. Meander to Wooster Square to take in some of New Haven’s oldest homes and stop by the Wooster Square Farmers Market for warm apple cider donuts. A Yale campus tour is both beautiful and enlightening, and a great way to experience New Haven from a lively student’s perspective.

If you’d prefer to have a day pre-designed try a self guided Walking Tour of New Haven Architecture (free). Or get in touch with Taste of New Haven Tours for informative and fun sightseeing jaunts from 11am-4pm that touch on a variety of New Haven attractions. A popular choice is the Pizza & Pints bike tour…what more could you ask for?

Take the Train from NYC

Ride Metro-North from Grand Central about two hours to New Haven. You should probably grab a cab from the station to your accommodations, but after that all you’ll need is your own two feet. Go to for more local travel tips and events like New Haven Restaurant Week.

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offMetro is a travel resource for city dwellers who want to get out of town–car-optional. oM reports on the best day trips and weekend getaways that are easily accessible via alternative modes of transportation, be it by bike, bus, subway, or boat. If you can’t make the weekends longer, strive to make them better.

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