Road.Travel Road.Travel
    12 Activities

    New York City to Boston Route: History, Nature, and Gastronomy

    New York City to Boston Route: History, Nature, and Gastronomy
    Starts from

    New York

    Transportation

    By Car

    Guidance

    Self-Guided

    Activities

    12

    Duration

    13 hours

    Length

    201 mi

    Guide details

    Starts from

    New York

    Transportation

    By Car

    Guidance

    Self-Guided

    Duration

    13 hours

    Length

    201 mi

    History and CultureGastronomy
    Map preview
    Hamit Gokay Meric

    Hamit Gokay Meric

    Travel Expert

    • Have lunch in the oldest inn in America.
    • Admire the views from a historic castle mansion.
    • Ride the nostalgic carousel that belonged to a traveling carousel once upon a time.
    • Be inspired by the bright and creative murals in Downtown Providence.
    New York City, New York, and Boston, Massachusetts, are both well-known destinations, and there are many more to explore in between them. This epic road trip is a classic route, but you will discover some unusual spots and take in the beauty of the small cities.
    You'll stop by historic sights, have lunch in the oldest inn in America, visit an aquarium and explore the exquisite murals of Providence, Rhode Island. There is even a historic carousel awaiting you on the way! It's time to hit the road to create a great day filled with unique memories.

    Categories

    New York City, New York, and Boston, Massachusetts, are both well-known destinations, and there are many more to explore in between them. This epic road trip is a classic route, but you will discover some unusual spots and take in the beauty of the small cities.
    You'll stop by historic sights, have lunch in the oldest inn in America, visit an aquarium and explore the exquisite murals of Providence, Rhode Island. There is even a historic carousel awaiting you on the way! It's time to hit the road to create a great day filled with unique memories.
    Hamit Gokay Meric

    Hamit Gokay Meric

    Travel Expert

    • Have lunch in the oldest inn in America.
    • Admire the views from a historic castle mansion.
    • Ride the nostalgic carousel that belonged to a traveling carousel once upon a time.
    • Be inspired by the bright and creative murals in Downtown Providence.

    Day Itinerary

    12 Activities
    Map preview

    Day 1

    201 mi1 mi

    Coastal Road Trip With Fun Stops Along the Way

    On your way to Boston, Massachusetts, your first stop will be an interesting historic castle, after making a coffee break in the stylish town of Greenwich, Connecticut.
    Then, you'll take a leisurely walk on a picturesque boardwalk and admire the scenery and make your way to an amusing aquarium. Before arriving in Boston, you'll have the chance to ride on a historic carousel and discover the authentic murals of a vibrant town.
    By the Way Bakery
    08:3015 min

    By the Way Bakery

    Bakery
    Open Details
    This artisanal bakery is located on West Putnam Avenue and it offers the most delicious gluten free cakes and cookies. Take a snack and have a quick coffee here before you start the busy travel day ahead of you.
    47.9 mi
    1 hr
    09:455 min

    Parking Lot

    Parking
    Open Details
    Use this parking lot. The Stirling Memorial Library is located just a few steps away from here.
    0.2 mi
    5 min
    Sterling Memorial Library
    10:0015 min

    Sterling Memorial Library

    Library
    Open Details
    Sterling Memorial Library in New Haven, Connecticut, was built in 1930. It has a gothic architectural style, and it was designed by an architect, who is also a Yale alumnus. The building resembles the cathedrals in Europe with its dramatic nave. It has sixteen floors of stacks, while all the reading rooms are placed on the ground floor.
    Sterling Memorial Library makes a great Insta-worthy shot, so stop for a few minutes, admire the architecture and take some photos here before you continue your journey.
    45.6 mi
    1 hr
    Gillette Castle State Park
    11:151 hr

    Gillette Castle State Park

    Castle
    Open Details
    This interesting castle sits atop a hill above the Connecticut River. It was built in the beginning of 20th century and the masonry craftsmanship is admirable. The park has some great spots for taking pictures with a magnificent view in the background. Mr. Gillette had designed this mansion castle mostly by himself and would be very pleased to see that people are visiting this structure he put so much effort in. The mansion with 24 rooms offer great vistas.
    15.9 mi
    30 min
    The Griswold Inn
    12:4545 min

    The Griswold Inn

    Bar
    Open Details
    The Griswold Inn is the oldest operating inn in America, and its unique atmosphere is a reason alone to visit this place and have lunch. They offer delicious plates in a historic ambiance. You can have fish tacos here while learning and experiencing the early American history. It's a must stop when you are in Essex, Connecticut.
    13.5 mi
    25 min
    13:555 min

    Parking Lot

    Parking
    Open Details
    If you're going to visit the Niantic Boardwalk, you can park your car here.
    0.6 mi
    15 min
    Niantic Boardwalk
    14:1530 min

    Niantic Boardwalk

    Promenade
    Open Details
    Take a stroll along this peaceful boardwalk and take in the blue ocean views and fresh breeze. You'll re-energize while you stretch your legs in this quiet and peaceful part of town.
    Greet the sunbathers on the beach while you pass them by. It's a wide boardwalk with plenty of benches to seize the beautiful scenery of Niantic Bay and take cool photos. It's a great spot to take a walk after a hearty lunch. You may even hear some live music if the weather allows. Note that sometimes the next activity closes earlier, so you may have to walk at an accelerated pace to enjoy the Aquarium to the fullest.
    17.9 mi
    25 min
    Mystic Aquarium
    15:151 hr 30 min

    Mystic Aquarium

    Aquarium
    Open Details
    Stop by this unique and interactive aquarium and have a fun time visiting the beluga whales. Mystic Aquarium also has sea lions and African penguins, in addition to a dinosaur exhibit.
    You'll lose track of time while you watch the unique, marvelous sea creatures and discover interesting facts about sea life. There is also a part of the exhibit, where you can touch the sharks while they swim away.
    12.8 mi
    25 min
    Watch Hill Merry-Go-Round
    17:1530 min

    Watch Hill Merry-Go-Round

    Theme Park Ride / Attraction
    Open Details
    The Flying Horse Carousel in Watch Hill, Rhode Island, is a national historic landmark, which was originally built in 1876. It was part of a traveling carnival until 1879, and it has been in Watch Hill ever since.
    Enjoy the ride on the nostalgic merry-go-round and admire the craftsmanship of the horses, which were carved from single blocks of wood. It is the oldest carousel in US that has horses hanging from chains. You'll have a childhood nostalgia here before continuing your journey.
    48 mi
    1 hr
    18:455 min

    Parking Lot

    Parking
    Open Details
    After an hour of driving, park your car here and go out to explore downtown Providence, Rhode Island, which is famous for its murals.
    0.1 mi
    5 min
    Downtown Providence
    19:0015 min

    Downtown Providence

    City Centre
    Open Details
    Downtown Providence, Rhode Island, is a lively town with a river passing through it. It has so much to offer, but the most interesting thing to see here are the murals on empty walls of the downtown. There are many more murals around Providence, but you'll need almost 2 days to explore them all.
    Take a walk in the downtown area and take pictures of these brightly colored artworks, which were supported by the Avenue Concept Organization. The murals mostly concentrated around the Fountain Street and Empire Street.
    0.4 mi
    10 min
    Layali
    19:301 hr 30 min

    Layali

    Restaurant
    Open Details
    After a full day of exploring, it's time to refuel. Have an early dinner at this Eastern-Mediterranean eatery and relax before your drive to Boston. The pizzas and Rhode Island style calamari at this restaurant are loved by the locals, but the gorgonzola stuffed dates wrapped in bacon are to die for!
    You'll have a slightly longer than an hour drive to Boston, Massachusetts, so stock up on your energy and if you happen to sit at an outside table, do some people watching.
    Map preview
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