Destinations
In-depth guides with real prices, honest opinions, and deep local knowledge from 25 years in New England.
Massachusetts
From Boston's historic Freedom Trail to the sandy shores of Cape Cod and the islands of Martha's Vineyard and Nantucket.
Berkshires
Tanglewood, Mass MoCA, Jacob's Pillow Dance Festival, the Clark Art Institute — the Berkshires have more world-class culture per square mile than any rural landscape in America, surrounded by excellent fall foliage
From $55/day
Boston
The Freedom Trail through 250 years of American revolutionary history, the North End with the best Italian food outside Italy, Fenway Park still selling the same fenway franks, and a college energy that makes this city perpetually young
From $80/day
Cape Cod
The arm of sand curling into the Atlantic — Provincetown at the fist is one of the most distinctive small towns in America, the National Seashore beaches are federally protected perfection, and the lobster roll quality is honestly competitive
From $70/day
Essex River Valley
Clam Shacks & Coastal Charm
From $50/day
Martha's Vineyard
Island of Presidents & Artists
From $70/day
Nantucket
The Grey Lady — 30 miles at sea with cobblestone streets, grey-shingled whaling captain houses, beaches in every direction, and a summer social scene so deliberately isolated that the wealthy have been choosing it for exactly that reason since the 1800s
From $80/day
Salem
The 1692 witch trials are the obvious history but Salem has evolved into something richer — the Peabody Essex Museum has a world-class maritime art collection, October is extraordinary, and the city has made peace with its dark past in interesting ways
From $60/day
Maine
Rugged coastline, lobster shacks, lighthouses, and Acadia National Park — the way life should be.
Acadia National Park
The only national park in New England — Cadillac Mountain catches the first sunrise in the United States from October through March, the carriage roads built by Rockefeller are perfect for cycling, and Bar Harbor is 5 minutes from the park entrance
From $50/day
Bar Harbor
Acadia National Park wraps the town on three sides — Jordan Pond House serves popovers at the end of hikes, whale watching boats leave from the town pier, and the summer sunset over Frenchman Bay from Bar Island is the best light show in Maine
From $55/day
Camden
Where Mountains Meet the Sea
From $50/day
Kennebunkport
Classic Maine Coast
From $55/day
Portland
The Old Port district has more restaurants per capita than any American city this size — the ferry system reaches the Calendar Islands, the Portland Head Light is the most photographed lighthouse in the country, and the lobster rolls are the standard all others are measured against
From $60/day
Route 1 Coastal Drive
Maine's Iconic Coastal Highway
From $50/day
Vermont
Rolling green mountains, covered bridges, maple syrup farms, and some of the best skiing in the East.
Appalachian Trail NE
2,000 Miles of Eastern Wilderness
From $30/day
Burlington
Queen City on Lake Champlain
From $55/day
Mad River Valley
Vermont's Hidden Valley
From $50/day
Manchester
Southern Vermont Elegance
From $50/day
Stowe
Vermont ski country at its most refined — Mount Mansfield is the highest peak in the state, the Stowe Mountain Lodge is impeccable, the village is genuinely charming rather than manufactured, and the maple syrup is on every table
From $60/day
Woodstock
Vermont's Prettiest Village
From $55/day
New Hampshire
The White Mountains, pristine lakes, and charming seacoast towns — live free or die.
Franconia Notch
New Hampshire's Alpine Pass
From $45/day
Lake Winnipesaukee
New Hampshire's Great Lake
From $50/day
North Conway
White Mountains Basecamp
From $50/day
Portsmouth
New Hampshire's Seacoast Gem
From $55/day
White Mountains
Mount Washington has the worst weather ever recorded outside of Antarctica — it is also one of the most accessible high summits in America via cog railway, auto road, or serious hiking, with views into four states on clear days
From $50/day
Connecticut
Maritime heritage in Mystic, world-class pizza in New Haven, and the quiet charm of the Connecticut River Valley.
Litchfield Hills
Connecticut's Hidden Countryside
From $50/day
Mystic
A working 19th-century seaport preserved in full operation — Mystic Seaport Museum maintains wooden sailing vessels, a ship chandlery, and a cooperage with living craftspeople, and Mystic Pizza is a 30-minute walk from the museum
From $55/day
New Haven
Pizza Capital of America
From $50/day
Rhode Island
The Ocean State — Newport's gilded mansions, Providence's food scene, and Block Island's windswept bluffs.
Block Island
New England's Best-Kept Island Secret
From $60/day
Newport
The Gilded Age mansions are the most concentrated display of American wealth ever assembled on one stretch of coastline — the Breakers, Marble House, and Belcourt Castle on a 3.5-mile Cliff Walk above the Atlantic
From $60/day
Providence
The Creative Capital
From $50/day
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