Romantic Weekend in Charming New Haven

Fall in love all over again in the charming city of New Haven.

22 April 2023

Escape to the charming city of New Haven for a romantic getaway filled with scenic walks, cozy cafes, and fine dining. Take a stroll through the historic Yale University campus and marvel at the stunning architecture. Indulge in some of the best pizza in the world at Frank Pepe Pizzeria Napoletana, or savor a romantic candlelit dinner at Union League Cafe.

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Travel plan

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Day 1

Exploring Yale and Finding Hidden Gems

  • Check into the The Study at Yale Hotel, a modern boutique hotel with a cozy fireplace lounge.
  • Begin the day with a tour of Yale University's campus, including the stunning gothic architecture of the Sterling Memorial Library.
  • Visit the quirky and eclectic collection at the Yale University Art Gallery, featuring everything from ancient Egyptian artifacts to contemporary art.
  • Take a stroll along the picturesque streets of East Rock, where you'll find charming boutiques, cafes and restaurants.
  • Find the hidden gem of New Haven's countryside by visiting the picturesque East Rock Park, offering incredible views of the city and the Long Island Sound.
  • End the day with a romantic dinner at Union League Cafe, savoring classic French fare with a twist.
Day 2

Immersing Yourself in Local Culture

  • Begin the day with a leisurely stroll through the historic Wooster Square neighborhood, home to the famous New Haven Pizza at Frank Pepe's.
  • Visit the Peabody Museum of Natural History, and see the iconic dinosaur skeletons and fossils.
  • Explore the artistic and culturally diverse neighborhoods of Wooster Square and Ninth Square, home to galleries, theaters and unique boutiques.
  • Take a leisurely walk through the stunning New Haven Green, a vibrant park that hosts various cultural events throughout the year.
  • Enjoy a romantic dinner at Zinc, a stylish bistro with a sophisticated ambiance, offering a menu of delectable fare using local and seasonal ingredients.
Day 3

Relaxing and Rejuvenating in New Haven's Natural Beauty

  • Start the day with a morning hike in the serene West Rock Ridge State Park, with its panoramic views of New Haven and the Long Island Sound.
  • Afterwards, soak up some sun on the sandy shores of Lighthouse Point Park, a peaceful and picturesque beach.
  • For a refreshing ale, visit the famous and historic Three Sheets craft beer bar, located near the edge of downtown.
  • Take a rejuvenating spa session at the nearby Luminous Day Spa, choose from their selection of massages, facials and body treatments.
  • End your romantic weekend stay with a late dinner at Heirloom, a farm-to-table restaurant located at the elegant Study Hotel, specializing in fresh and seasonal ingredients.

Length of stay

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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.

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Number of days

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Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

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.

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

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.

Romantic Weekend in Charming New Haven

Escape to the charming city of New Haven for a romantic getaway filled with scenic walks, cozy cafes, and fine dining. Take a stroll through the historic Yale University campus and marvel at the stunning architecture. Indulge in some of the best pizza in the world at Frank Pepe Pizzeria Napoletana, or savor a romantic candlelit dinner at Union League Cafe.

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.