New York & New England Self Drive Holidays
Historic cities, coastal charm and scenic mountain drives define this unforgettable region from New York to Maine.
The New York & New England region offers one of America’s most compelling mixes of urban energy and pastoral serenity. Start your holiday amidst the towering skyscrapers, art galleries and world-class gastronomy of New York City or the historic harbourfronts and academic legacy of Boston. Then slip into the very soul of New England — Rhode Island’s elegant mansions, Massachusetts’ Cape Cod and Nantucket marshes, the rugged coastline of Maine with its lighthouses and lobster rolls, and the forested trails and gentle peaks of Vermont and New Hampshire. 
Seasonal highlights add unforgettable mood: in autumn the foliage explodes in a riot of reds and golds across the White Mountains, Berkshires and New England countryside.  Winter brings snow-covered hills and charming inns; summer offers coastal breezes, kayaking and fresh seafood tables.
Whether you’re driving along quiet byways from Boston down to New York via Rhode Island and Connecticut, or exploring Maine’s rugged islands and Craggy coastlines, there’s a route waiting to match your pace. Looking to soak up history? Visit Salem’s Witch Trials legacy or Boston’s Freedom Trail.  Want outdoor adventure? Hike in Vermont’s Green Mountains or cruise the scenic Kancamagus Highway in New Hampshire. 
From city lights to tranquil forests, from coastal breezes to mountain peaks, New York & New England blend culture, nature and timeless charm into a road trip holiday that stays with you long after the journey ends.
Can’t decide on the perfect route? No problem—Our UK based Travel Experts will craft a tailor-made road trip just for you, ensuring you experience the very best of this incredible region.
Why Route 66 through us?
We’re not just another tour operator offering Route 66 holidays. We know the road, the people, the buildings and the experience. We’re passionate about America's “Mother Road”… and once you’ve driven it, you will be too.
Historic Accommodation
We want you to experience the real feel of Route 66 and you’ll stay in restored historic hotels and motels in some locations. Should you prefer modern hotels we are happy to swap these for you.
Authentic Experience
Route 66 is not about driving on the interstate, it is about taking your time on the original route. We’ll tell you the best way to enjoy the trip by stopping at the best locations, diners and museums
We give back to Route 66
We’re active members of several state Route 66 associations and try to help those businesses which make the trip so special. You can help too by eating in a family run diner instead of a burger chain
Niagara Falls & The Great Lakes
Popular Trip!
Discover all five Great Lakes, Niagara Falls, Toronto, Chicago and New York City on this 16-night self-drive holiday. A remarkable journey through freshwater wonders, iconic cities and scenic landscapes across the USA and Canada.
16 nights from £2,699pp
including flights
Best of New England
Best Seller!
A route from Boston to New York taking in some of the best of New England including Cape Cod, Acadia National Park, White Mountain National Forest and the Finger Lakes. Best in the Fall, but beautiful throughout the Spring - Autumn months.
16 nights from £2,699pp
including flights
American Heritage Trail by Rail
Car-Free Holiday!
Journey through America’s historic heartland by rail, from Boston and Cape Cod to New York City, Philadelphia and Washington DC, discovering Revolutionary history, iconic landmarks, world-class museums and vibrant neighbourhoods along the way.
14 nights from £2,299pp
including flights
New York & Las Vegas
Twin Centre Holiday
Experience two legendary cities on this 8-night New York and Las Vegas holiday. Explore Manhattan’s iconic landmarks before flying to the bright lights of the Las Vegas Strip for world-class shows, dining, nightlife and unforgettable entertainment.
8 nights from £1,649pp
including flights
Lincoln Highway East
New for 2026!
Journey along the eastern section of the historic Lincoln Highway from New York City to Chicago, exploring Amish Country, Gettysburg, Pittsburgh, Ohio and Indiana — a perfect blend of American history, small towns and scenic highways.
14 nights from £2,199pp
including flights
Speak to a Travel Expert
Our team have travelled extensively across the USA & Canada to ensure that they can give first hand, unrivalled experience when discussing our holidays.
Call: 01234 938066Enquire NowBook Virtual AppointmentWhy choose RouteTrip USA?
Clients rate us 5/5 through Feefo
We’re multi-award winners
Your trip is fully ATOL Protected
Our support is second to none