Planning a New York to Maine Road Trip Itinerary

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Planning a New York to Maine Road Trip Itinerary


Whether you’re going for the seashores and the lobster rolls, or making an attempt to hit peak fall foliage and all the things pumpkin and apples, May by way of October is the proper time to plan a New York to Maine street journey. While it’s tempting to hurry by way of Southern New England in your method from New York to Maine, take a while to cease and see the sights alongside the way in which. This New York to Maine street journey itinerary was designed for a one-week journey, however can simply be prolonged to incorporate extra time at every vacation spot or you possibly can proceed up the Maine Coast to see extra of Vacationland.

This street journey is designed to go from New York City to Portland, Maine. However, if you wish to embody extra stops between New York and Boston, additionally, you will need to take a look at my New York to Boston itinerary for added concepts. Or, if you wish to see extra of Maine, you possibly can proceed north on a Coastal Maine street journey or a street journey by way of the Maine Highlands. This itinerary will take you from New York City to Maine, with stops in Mystic, Connecticut; Newport, Rhode Island; Boston, Massachusetts; and ending in Portland, Maine.

Nubble Lighthouse in Cape Neddick Maine
Nubble Lighthouse

New York to Maine Road Trip

If you’re taking a New York to Maine street journey, the quickest route can be below six hours by way of Hartford, Connecticut. This makes the most effective return journey from Maine, however in your method, I’d suggest taking a barely longer and a smidge extra of a scenic route in your option to Maine.

From New York City, take Interstate 95 roughly 3.5 hours (visitors can differ) to the historic seaport city of Mystic, Connecticut. If you want a pitstop alongside the way in which, downtown Stamford and New Haven each provide nice eating choices, or seize some lobster rolls at Ford’s Lobster in Noank, Connecticut.

Stop #1: Mystic, Connecticut

Mystic harbor with boats on water and fall color on trees

Your first in a single day cease needs to be within the charming seaside city of Mystic. I’m undecided whether it is extra well-known for Mystic Pizza, the 1988 movie starring Julia Roberts, or the historic Mystic Seaport, a must-see household attraction. You will most likely need to keep right here for 2 nights, as there’s a lot to do on the town and close by.

Mystic Seaport is a recreated nineteenth Century seafaring village, full with ships, outlets, and workplaces staffed with costumed interpreters able to let you know about their craft and day-to-day life in a nineteenth Century city. The cooperage, print store, and common retailer are all widespread stops with youngsters. Visitors may step on board the Charles W. Morgan, the final wood whaling ship on the planet, or get out on the water on a Mystic River boat journey.

Downtown you possibly can seize an ice cream and watch the drawbridge go up and down as ships move by, browse the outlets, or get one thing to eat at one of many many seafood eating places. In addition to Mystic Pizza, I’m an enormous fan of the Engine Room for lunch or dinner, or Kitchen Little for breakfast.

Kids may even love watching the beluga whales on the Mystic Aquarium or exploring the paths on the Denison Pequotsepos Nature Center. If you’re visiting within the fall, it’s value ready in line at B.F. Clyde’s Cider Mill for some sizzling, recent apple cider donuts. See extra concepts on issues to do in Mystic with youngsters.

If you might have time to spend a few days, close by you possibly can get pleasure from a journey on the Essex Steam Train, a go to to the Pequot Museum on the land of the Mashantucket Pequot Nation, a lighthouse tour from New London, a day on the seaside in Misquamicut State Beach in Westerly, Rhode Island, or some wine tasting at Jonathan Edwards Winery close to Stonington, CT.

Where to remain:

Stop #2: Newport, Rhode Island

Outside facade of the Breakers Mansion in Newport RI
The Breakers

From Mystic, it’s about one hour drive to your subsequent cease in Newport, Rhode Island. You can probably simply go to for the day and proceed on to Providence or Boston, however staying in a single day gives you extra time on the Classic Coast.

Whether you’re visiting within the spring, summer time, fall, or winter, there’s all the time one thing to do within the historic city of Newport, Rhode Island. Once a summer time getaway for the rich New York industrialists, Newport nonetheless attracts the yachting crowd because the “sailing capital” and the traditional coast. You can do Newport in a day, as it is just an hour from Mystic, however if you wish to get pleasure from close by seashores, farms, or take a day journey to Providence, Rhode Island, plan on staying one to 2 nights.

Two must-do issues when you’re in Newport are paying a go to to at the least one of many well-known Newport Mansions and getting out on the water for a crusing tour. The Newport Mansions are former houses of the enterprise titans just like the Vanderbilts, which had been as soon as used as “summer cottages” however extra intently resemble palaces than a seaside home. The largest and most well-known is The Breakers, however I additionally get pleasure from visiting Marble House.

If you don’t need to tour the houses, take a drive down Bellevue Avenue to see them from the entrance after which stroll alongside the three-mile Cliff Walk to get a glimpse of a few of the backyards, together with attractive ocean views.

There are many crusing choices in Newport, from sundown schooner sails to seal-watching eco-tours (within the winter). Leave time to get pleasure from procuring and strolling alongside Thames Street and Broadway in downtown Newport. You may pop into the International Tennis Hall of Fame or certainly one of two automobile museums round city. There are loads of choices for an excellent meal, together with Bowen’s Wharf, the Black Pearl, Diego’s, and Midtown Oyster Bar.

In the night, remember to take a drive alongside Ocean Drive and attempt to catch a sundown from both Brenton Point, the Lawn at Castle Hill Inn, or Newport Island Harbor Resort on Goat Island. On your second day, both hit the seaside (my favorites in Newport are Gooseberry Beach and Second Beach) or take a drive over to the neighboring island of Jamestown to go to my favourite spot in Rhode Island, Beavertail State Park. If you favor an city outing (or in case you are visiting on a Waterfire night time), head as much as Providence for the day or afternoon/night.

Where to remain:

Stop #3: Boston, Massachusetts

Boston skyline
Boston Harbor

When it’s time to bid adieu to Rhode Island, drive two hours north to Boston. Now when you’ve got additional time, you’ll want to spend three days in Boston, particularly if you wish to take some day journeys to Gloucester, Rockport, or Salem, or cease at Plymouth alongside the way in which.

Boston is wealthy in historical past and attraction, and like all massive metropolis, it has its fair proportion of nice museums too. If you have an interest in historical past, taking a stroll alongside the Freedom Trail is a must-do. Of course, you might get extra out of it if you happen to join a tour with a costumed information.

To higher perceive Boston’s pivotal function within the Revolutionary War and founding of the nation, pay a go to to the Boston Tea Party Ships & Museum. Kids will particularly love tossing the tea into the Boston Harbor or a snack on the tea store.

Within a brief stroll of the Boston Tea Party Museum, you may also go to both the Boston Children’s Museum or the New England Aquarium. If you’re visiting in the summertime, I’d suggest reserving a whale-watching cruise upfront for a day on the water and a glimpse of some magnificent creatures. If you don’t have time for a whale watch, you possibly can nonetheless get pleasure from a while on the water with a harbor cruise or a ferry across the Boston Harbor Islands.

Make way for ducklings

Afterward, take a stroll alongside the Rose Kennedy Greenway and both get pleasure from a few of the meals vans congregated there, or stroll over to the North End, Boston’s “Little Italy” and decide up some cannoli at Mike’s Pastry. And whereas it’s touristy, the road performers round Fanueil Hall are all the time entertaining and there are many locations to seize a fast chew. For a extra upscale meals corridor, drop into the Boston Public Market or head throughout city to Eataly Boston.

Sports followers ought to attempt to e-book a tour of the “Green Monster” and Fenway Park or attempt to catch a Boston Red Sox recreation on this traditional stadium. If you recognize artwork, go to the Museum of Fine Arts, or the intriguing Isabella Stewart Gardner Museum close by (and be taught in regards to the well-known heist that befell there.)

While you’re on the town, take a stroll by way of the Boston Common and Public Gardens, and take a journey on a Swan Boat earlier than you go to the well-known “Make Way for Ducklings” sculpture. You may pop into Cheers on Beacon Hill and see if anybody is aware of your title. Movie and tv followers would additionally get pleasure from a tour with On Location Tours of widespread Boston filming websites from Good Will Hunting, Ted, The Departed, and others.

Where to remain: Boston is notoriously expensive, so for a household, you might need to think about one of many following choices:

Stop #4: Kennebunkport, Maine

Welcome to Kennebunkport sign

On your option to Portland, head two hours north of Boston to the charming coastal city of Kennebunkport, Maine. As quickly as you move into Maine, get off the freeway and hightail it to Bob’s Clam Hut for a few of the finest lobster rolls and fried clams in New England. Then meander up the coast, taking your time to cease into a couple of of the most effective cities within the Maine Beaches area.

If you could stretch your legs, cease in York for a stroll alongside the 1.5 mile Cliff Walk or top off your kitchen pantry on the Stonewall Kitchen firm retailer. Another must-stop vacation spot in your street journey to Maine must be in Cape Neddick on the Nubble Lighthouse. Located on an island simply off the coast, this is likely one of the most photographed lighthouses in Maine. If you’re hungry, you will get some recent lobster at Fox’s Lobster House proper subsequent door or Dunne’s Ice Cream down the road.

Just somewhat additional alongside you’ll arrive in Kennebunkport (you may need to drive previous the Bush Family compound alongside the way in which.) In city, you possibly can get pleasure from procuring and eating on the many eating places reminiscent of Federal Jack’s, Allison’s, Mabel’s, or the well-known Clam Shack. Pedro’s a great place for Mexican and Arundel Wharf gives an excellent view.

We additionally like to go out of city to Cape Porpoise Chowder House, which is widespread with locals and vacationers alike. Just be warned that parking is difficult to seek out so you might must stroll a bit. You can keep in Kennebunkport or drive one other 40 minutes to Portland, Maine. Your remaining vacation spot on this New York to Maine street journey.

Where to remain:

  • The Boathouse — this waterfront resort proper in Dock Square is ideal for while you need to be within the middle of the motion

Stop #5: Portland, Maine

Portland Head Light

Portland, Maine is likely one of the finest small cities on the East Coast. Plan to spend at the least a few days exploring Portland and the encompassing space. The park and space round Portland Head Light in Cape Elizabeth is an ideal spot for a picnic and to clamber over the rocks and watch the boats go by. When you’re there, remember to decide up a lobster roll from the Bite into Maine meals truck.

Back in Old Port, take a day to discover the boutiques alongside the harbor and wharves. There are so many superb eating places in Portland to strive together with Luke’s Lobster, Duckfat, Eventide, and Fore Street. There are additionally many craft breweries within the Portland space and you may board the Brew Bus for a tour if you happen to don’t need to threat driving.

On your second day, you possibly can take a ferry across the Harbor Islands or strive a lobster cruise the place you be taught all about lobster fishing and even get to maintain and prepare dinner what you catch. Or, spend a day procuring up in Freeport, dwelling of the flagship L.L. Bean retailer.

Where to remain:

While this New York to Maine street journey itinerary solely takes you into Southern Maine, it’s simple to increase this to go as much as the coast with a cease at both Boothbay Harbor or Rockland earlier than reaching Bar Harbor and Acadia National Park.

This street journey provides you an excellent introduction to Southern New England and contains a few of the area’s highlights. If you’re searching for extra street journey concepts and need to dig somewhat deeper into New England, I’d suggest:

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One week itinerary for a New York to Maine road trip

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