Custom designed journey in partnership with Range Rover.
On this curated road trip through New England you’ll meet Maine lobstermen, local cheesemakers and brewers from Vermont, while staying in style at some of the region’s top hotels.
Kennebunkport
Days 1-3
Begin your adventure by driving up the coast into Maine. Along the way, you’ll pass salt marshes and tidal creeks, interspersed with rocky headlands and long beaches, and stop in the classic New England sea towns that hug the coast like Gloucester, Ipswich and Newburyport.
Your first stay at Hidden Pond is a bucolic escape tucked away on 60 acres of woodland on the edge of Kennebunkport. The series of cottages and bungalows are hidden throughout the property, adding a sense of coziness and seclusion to this luxury stay.
Pick up a bottle of wine and take to the waters of the Kennebunk River in a lobster boat, watching in anticipation as the crew haul their traps. The next day, you’ll head to one of Maine’s premier shellfish farms where you will board a small boat with the farmer to see how oysters are raised. Try your hand at shucking your own straight out of the water. After eating your fill, you are welcome to take kayaks or stand up paddleboards out on the estuary to enjoy a little more time on the water before heading back to Kennebunkport for another restful evening at Hidden Pond.
White Mountains
Day 4
Next, you’ll head inland and take the scenic back roads on your way to the stunning White Mountains– the highest range in the Northeast. Take a slight detour through the Lakes District of Western Maine, passing through picture-perfect small towns before climbing into the White Mountains and your destination, the grand Mount Washington Resort. For those interested, we can arrange passage up the mountain on the historic cog railroad.
You’ll spend one night at the Omni Mt Washington. The sparkling white and red-roofed Spanish Renaissance-style hotel, with its grand, colonnaded veranda, was built in 1902 and, with a backdrop of the Presidential Range, paints a truly spectacular picture. There are no end of fun things to do at this family friendly resort, from riding and golf to tennis and zip-lining.
Vermont Green Mountains
Days 5-7
To get to your next stay, take a leisurely road trip through the rolling hills and small dairy farms of Vermont’s remote Northeast Kingdom. This isolated corner of the state is wonderfully undeveloped and blissfully crowd free. Along the way, you’ll find maple syrup farms, local cheese producers, and tiny Vermont villages with iconic white-steepled churches and picturesque covered bridges.
Your home for the next three nights is Twin Farms, spread over 300 hilly pine-clad acres in Vermont. Twin Farms is a luxury rural retreat that’s been reimagined with a collection of museum-worthy artwork and 20 distinctly designed suites with globetrotting-inspired motifs from Morocco to Japan. The historic home of author Sinclair Lewis and his journalist wife Dorothy Thompson, this sanctuary offers no end of outdoor pursuits – guest-only ski runs, hiking trails and a private pond – and further charms with its nothing-is-too-much service and award-winning dining.
Head east to the historic village of Shelburne, home to Shelburne Museum and Shelburne Farms. Explore the trails on this 1,400 acre working farm, forest and National Historic Landmark, designed by famed landscape architect Frederick Law Olmstead, before embarking on a hands-on guided cheesemaking experience that begins with a visit to the pasture of the Swiss Brown herd and ends with your own brick of Vermont’s famous sharp cheddar.
On your last day in the Green Mountains, meet your captain at Lake Champlain to set sail on your private charter to take in your final Vermont sunset from the water. The only way to improve a sunset sail in Vermont is the option to add wine tasting on deck.
New York Berkshires
Days 8 & 9
At the far western edge of Massachusetts, the bucolic Berkshires, are a world away from the hustle and bustle of Boston and in many ways live up to their storybook image of rural New England, with wooded hills, narrow winding roads, and historic villages. The area is renowned for its fall foliage with the hills turning a vibrant mix of oranges, reds and yellows.
Wheatleigh will be your peaceful and secluded sanctuary in the Berkshires. One of the smallest Leading Hotels of the World, Wheatleigh has 19 guest rooms and suites and just eight tables at the acclaimed restaurant on site. The limited space means high attention shown to each individual component– each room artfully designed, each dish thoughtfully made. The hotel combines its historic Gilded Age architecture with contemporary style. Think: high ceilings, fine antiques and museum-quality art.
Spend the last day of your New England journey exploring the Berkshires before returning home. Beyond MASS MoCa, which you will explore with a private guide, the area is a bastion of arts and culture with world class museums like the Clark, Williams College Museum of Art, and the Norman Rockwell Museum. Scattered throughout the rolling hills you’ll also find stately historic homes such as The Mount, Edith Wharton’s home, and Chesterwood, summer home of Daniel Clark French, the sculptor of the Lincoln Memorial.
We are now accepting limited bookings for Winter 2022 and are welcoming all 2023 trip requests:
