Discover New Haven's Charm: A 4-Day Adventure

Discover history and culture in the charming city of New Haven.

22 April 2023

As a tourist in New Haven, one can experience the charm of a quaint New England town, while also indulging in the cultural offerings of a modern city. From the world-renowned museums and galleries to the stunning architecture of the prestigious Yale University, there is much to explore and appreciate in this small but vibrant city. A visit to New Haven would not be complete without sampling the famous New Haven-style pizza, which locals claim is the best in the world.

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Travel plan

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Day 1

Arrival and Exploring Yale

  • Check into the Study at Yale hotel, with its elegant library-themed decor
  • Stroll through Yale's picturesque campus, admiring the Gothic architecture and historic buildings
  • Visit the Yale Peabody Museum of Natural History and see the iconic dinosaur skeletons
  • Stop for a caffeine boost at Blue State Coffee, a cozy cafe with fantastic brews
  • Catch a show or concert at the Yale Repertory Theatre, a renowned theater company
Day 2

Art, History and Pizza

  • Have breakfast at Claire's Corner Copia, a beloved vegetarian eatery with a quirky vibe
  • Explore the New Haven Museum, learning about the city's rich past and diverse communities
  • Admire the art collections at the Yale University Art Gallery and the British Art Center
  • Grab a slice of New Haven-style pizza at Frank Pepe's, acclaimed for its thin crust and fresh toppings
  • Catch a movie at the unique Criterion Cinemas, featuring art-house films and gourmet snacks
Day 3

Beach Day and Craft Beer

  • Drive to beautiful Lighthouse Point Park, a scenic beach with a historic lighthouse and bird sanctuary
  • Visit the Yale Center for British Art, a fascinating museum showcasing British art and culture
  • Have lunch at the quirky and charming Anchor Spa, serving up delicious seafood and craft cocktails
  • Sample local brews at the Two Roads Brewing Company, a funky taproom with a hip vibe
  • Watch the sunset at East Rock Park, a stunning natural area with panoramic views of the city
Day 4

A Foodie Tour of New Haven

  • Start the day with a hearty brunch at Elm City Social, featuring farm-to-table cuisine and creative cocktails
  • Take a foodie tour of New Haven, stopping at iconic spots like Louis' Lunch (inventor of the hamburger), Sally's Apizza, and Libby's Italian Pastry Shop
  • Browse the eclectic shops and boutiques of Chapel Street, including the Yale Bookstore and Urban Outfitters
  • Have a farewell dinner at Union League Cafe, a chic brasserie serving French-inspired cuisine and fine wines
  • End the trip with a drink at the Owl Shop, a legendary cigar bar with a classy atmosphere and live music.

Length of stay

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Type of trip

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How to get there

Plane

The easiest way to get to New Haven is to fly to Tweed-New Haven Regional Airport. Airlines like American Eagle and Delta operate frequent flights to this airport from major cities in the US.

Car

Driving to New Haven from nearby cities is a good option. Major highways such as I-95 and I-91 connect to New Haven. It takes about 2 hours to reach New Haven from New York City and 2.5 hours from Boston.

Train

One of the best ways to get to New Haven is by taking the Amtrak Northeast Regional train. The New Haven Union Station connects to several major cities including New York City, Boston, and Providence.

Boat

Travelling by boat to New Haven is not recommended because the city doesn’t have a major port. However, nearby cities like Bridgeport have a ferry service to Port Jefferson, Long Island.

Bus

Taking a bus to New Haven is also a convenient option. Greyhound and Peter Pan Bus Lines have regular services to New Haven from major cities. The bus terminal is located at 50 Union Avenue, New Haven.

Destination

New Haven

New Haven is a city that takes its pizza seriously – like, “trying to create world peace through the perfect pie” seriously. But don't let the pizza dominance fool you, there's plenty of other reasons to visit this charming Connecticut town.

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Type of trip

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