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Two for the Road

Hidden Pond in Kennebunkport, Maine.  

New York to Maine
Satisfy your culture, culinary, and outdoorsy needs by heading to Maine’s magnificent coastline via the scenic Hudson River Valley and the Berkshires.

Day 1: Hudson Valley, N.Y.
83 miles
Take the Taconic State Parkway north to the Hudson Valley. Shop in Cold Spring (pick up handmade natural products at Cold Spring Apothecary), see art at Dia:Beacon, and spend the night at Mohonk Mountain House (from $580 including all meals;

Natalie Jeremijenko’s Tree Logic at Mass MoCA in North Adams, Massachusetts.  

Day 2–3: Berkshires, Mass.
147 miles
Make your way to this cultural bastion and see exhibits at Mass MoCA or catch a show at the Colonial Theater in Pittsfield. Rest at the Kemble Inn (from $235 to $435;, a 125-year-old Gilded Age mansion known for its beautiful mountain views.

Days 4–5: Kennebunkport, Maine
212 miles
Splurge for a cottage at bucolic beauty Hidden Pond (from $364 to $740; Then start walking: Stroll around town and hit the Seashore Trolley Museum, which has a collection of over 250 streetcars and other vehicles. When lunchtime rolls around, make a beeline for the generously stuffed lobster rolls at the Clam Shack. Finally, complete the circle at celebrated Boston chef Ken Oringer’s “farm to fork” Earth (, the restaurant at Hidden Pond.

Days 6–7: Portland, Maine
35 miles
Grab a muffin at local favorite Standard Baking Co., then scan the rare vinyl collection at Strange Maine ( Have dinner at the critic’s favorite, Hugo’s (, then retire to a suite at Inn by the Sea (from $219;

Days 8–9: Rockland, Maine
85 miles
Hike around Wolfe’s Neck Woods State Park in Freeport, stop for the view and a bowl of fish chowder (served with a blueberry muffin) at Dolphin Marina restaurant in Basin Point, and slurp local palm-size oysters at Glidden Point Oyster Farm. In Rockland, check into a quaint room at the Limerock Inn (from $130 to $159; Visit the Farnsworth Art Museum downtown to see American painter Andrew Wyeth’s work and then head to dinner at award-winning farm-to-table restaurant Primo ( Rise early for the long drive (about six and a half hours) back to Manhattan.


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