Road.TravelRoad.Travel
    11 Activities

    City Slicker Loop: Boston to Springfield, New Haven, and Providence

    City Slicker Loop: Boston to Springfield, New Haven, and Providence
    Starts from

    Boston

    Transportation

    By Car

    Guidance

    Self-Guided

    Activities

    11

    Duration

    2 days

    Length

    242 mi

    Guide details

    Starts from

    Boston

    Transportation

    By Car

    Guidance

    Self-Guided

    Duration

    2 days

    Length

    242 mi

    • Natural Attractions
    • Lifestyle Experiences
    • Adventure
    Map preview
    Kelsey Perrett

    Kelsey Perrett

    Travel Expert

    • Dive into the wonderful world of Springfield Museums.
    • Hop on a vintage 1914 carousel for a nostalgic ride.
    • Visit the animals at the EcoTarium and the Roger Williams Zoo.
    Translated by
    Boston, Massachusetts, is New England’s largest city by far. However, for road-trippers who appreciate the energy and excitement of urban environments, this road trip offers a nice tour of New England’s smaller cities. You’ll visit Worcester and Springfield in Massachusetts, spend the night in New Haven, Connecticut, and then return via the Rhode Island capital of Providence. The journey features a variety of quirky museums, making it ideal for both children and adults.
    Given that the itinerary includes outdoor activities, it's best undertaken during the warmer months, from April to October.
    Translated by

    Categories

    • Natural Attractions
    • Lifestyle Experiences
    • Adventure
    Boston, Massachusetts, is New England’s largest city by far. However, for road-trippers who appreciate the energy and excitement of urban environments, this road trip offers a nice tour of New England’s smaller cities. You’ll visit Worcester and Springfield in Massachusetts, spend the night in New Haven, Connecticut, and then return via the Rhode Island capital of Providence. The journey features a variety of quirky museums, making it ideal for both children and adults.
    Given that the itinerary includes outdoor activities, it's best undertaken during the warmer months, from April to October.
    Translated by
    Kelsey Perrett

    Kelsey Perrett

    Travel Expert

    • Dive into the wonderful world of Springfield Museums.
    • Hop on a vintage 1914 carousel for a nostalgic ride.
    • Visit the animals at the EcoTarium and the Roger Williams Zoo.
    Translated by

    Travel itinerary

    Boston to New Haven: A Journey Through New England's Charm
    6 Activities

    Day 1

    122 mi

    Boston to New Haven: A Journey Through New England's Charm

    Embark on a captivating road trip from Boston, Massachusetts, to New Haven, Connecticut, discovering hidden treasures along the way. In Worcester, Massachusetts, visit a science and nature museum filled with engaging exhibits and interactive experiences. As you continue, delve into the rich culture of Springfield, Massachusetts, known for its residents like James Naismith, the inventor of basketball, and children's author Theodor Geisel, better known as Dr. Seuss. Don't miss the chance to take a spin on the vintage 1914 Stein and Goldstein carousel before settling into New Haven, Connecticut, for the evening.
    Homeward Bound: A Journey of Culture, Nature, and Fun
    5 Activities

    Day 2

    119 mi0.6 mi

    Homeward Bound: A Journey of Culture, Nature, and Fun

    On the second day of your road trip, you'll continue your journey from New Haven, Connecticut, to Providence, Rhode Island, before completing your circuit back to Boston, Massachusetts. While in Providence, make sure to visit the zoo and experience the joy of Carousel Village. After a day of exploration and enjoyment, you'll conclude your road trip by heading back to Boston, filled with wonderful memories of your adventure.
    Map preview
    Road.Travel

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