The Ultimate Long Weekend Guide to New Haven

Discovering history, art, and culinary treasures in the vibrant city of New Haven.

22 April 2023

New Haven is a charming Connecticut city known for its picturesque architecture and rich cultural history. Visitors can explore the prestigious Yale University campus, marvel at iconic landmarks like the Yale Art Gallery and Peabody Museum of Natural History, and indulge in the city's famous pizza scene. With a bustling downtown and proximity to the coastline, New Haven offers a perfect blend of urban and outdoor experiences for tourists to enjoy.

Save and get deals

Travel plan

Getting latest place information
Day 1

Yale, Food, and Art

  • Start your day with a visit to the prestigious Yale University campus, take a guided tour and learn about its history
  • Hungry? Head to Louis' Lunch, the birthplace of the hamburger, for a legendary lunch experience
  • Walk off your lunch at the Yale Art Gallery, featuring stunning collections of paintings, sculptures, and artifacts
  • In the evening, grab a bite at Zoi's on Orange, a casual spot with delicious Mediterranean cuisine
  • Finish your night at Cafe Nine, a cozy and intimate venue with live music and a great selection of craft beers
  • Hotel recommendation: The Study at Yale
Day 2

Nature, Culture, and History

  • Start your day at East Rock Park, a scenic spot to hike and enjoy nature in the middle of the city
  • Craving coffee and a pastry? Stop by Koffee?, a quirky and cool cafe with a retro vibe
  • Next up, visit the New Haven Museum to learn about the city's history and culture
  • Grab lunch at Frank Pepe Pizzeria Napoletana, widely recognized as one of the best pizzerias in the country
  • Spend the afternoon at the Peabody Museum of Natural History, with impressive displays of dinosaur fossils and Native American artifacts
  • Hotel recommendation: Omni New Haven Hotel at Yale
Day 3

Theater, Food, and Beer

  • Start your day with a tour of the legendary Shubert Theatre, a historic venue that has hosted many famous shows and performers
  • Stop by Claire's Corner Copia for a vegan and vegetarian brunch with plenty of options to choose from
  • In the afternoon, take a Brewery Tour at the New England Brewing Company, sample craft beers, and learn about the brewing process
  • Enjoy a classic Italian dinner at L'Orcio, a cozy and romantic spot with a great wine list
  • End your night at Toad's Place, a legendary nightclub with live music, dancing, and a vibrant atmosphere
  • Hotel recommendation: New Haven Hotel

Length of stay

1 day 2 days 3 days 4 days 5 days

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

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.

 Save and get deals

Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

A Romantic Long Weekend in New Haven

A romantic trip to New Haven will take you to a charming coastal town in Connecticut, known for its Ivy League university and picturesque scenery. You can indulge in cozy and intimate dinners at the many top-rated restaurants and enjoy a stroll through the historic Yale University campus. For a truly romantic experience, take a sunset boat ride along the Long Island Sound and take in the scenic beauty.

New Haven on a Budget: Beaches, Burgers, and Art

A trip to New Haven, United States on a limited budget can still provide an enjoyable experience. With free attractions such as the Yale University Art Gallery and East Rock Park, visitors can explore the city's culture and natural beauty without breaking the bank. Affordable food options like Mamoun's Falafel and Louis' Lunch are also available for those on a budget.

Four Days of Family Fun in Vibrant New Haven

New Haven, located in Connecticut, is a fantastic destination for a family-friendly trip. Explore the prestigious Yale University campus and visit the Yale Peabody Museum of Natural History, which is home to fascinating dinosaur exhibits. Enjoy a relaxing day at Lighthouse Point Park, where kids can play on the beach, ride the carousel, and even spot some seals.

Fun and Flavor: A Family-Friendly Day in New Haven!

A family-friendly trip to New Haven, United States offers a perfect blend of education and entertainment. Explore the prestigious Yale University campus, visit the fascinating Peabody Museum of Natural History, or take a leisurely stroll along the picturesque New Haven Green. Round up the trip with a stop at the delightful Lighthouse Point Park, where kids can enjoy playgrounds, take a ride on the carousel, or have a picnic overlooking the Long Island Sound.