Road and Water Trips for Leaf Peepers: New England, Upstate New York and the Big Apple Have Some of the Most Striking Colors This Fall

While this year’s climate vagaries of heavy rains mixed with droughts, fires and hurricanes have significantly changed weather patterns, the fall still offers a bounty of colors with deeply saturated hues that mix with bright greens.

The Beautiful Berkshires

Heading north along the winding Taconic Parkway will take you to some of the most vibrant fall foliage in New York and Massachusetts. As you head east along route 23 through Hillsdale, S. Egremont and Great Barrington, past numerous antique shops and farm settings, you’ll see the colors gradually intensify as you enter the Berkshires of Western Massachusetts. The hills here become a carpet of colors, perfectly framing the historic towns along route 7 including West Stockbridge, Stockbridge, Lenox, Lee and Becket.

Courtesy Bershires.org

Consider an overnight at the historic Red Lion Inn where the backyard is filled with bright red leaves, brilliantly set against the white hotel buildings. The outdoor porch has heated lamps for dining so you can comfortably absorb the fresh air and the rich colors.

Courtesy Red Lion Inn

Add a cultural foray with visits to the Norman Rockwell Museum, The Mount and Naumkeag to drift back into the lazy days of the Gilded Age.

Catskills Scenic Byways

If you’re a fan of Dirty Dancing and The Marvelous Mrs. Maisel, you’ll recognize the Catskills Mountains of Upstate New York. The Catskills have more than their fair share of scenic byways so you can plan a full day of driving, stopping and photo-indulging against a colorful, winding backdrop.

Upper Delaware Scenic Byway © Eric Rowe

The acclaimed Upper Delaware Scenic Byway is a 70-mile stretch of Route 97 offering impossibly beautiful riverside vistas, rolling hills and rock-cut landscapes.

Courtesy sceniccatskills.com

The Catskill Mountains Scenic Byway invites you to explore frozen-in-time towns like Bethel (think Woodstock Music Festival), Woodstock and New Paltz. Encircling the Shawangunk Mountains, The Shawangunk Mountains Scenic Byway is your go-to if you’re a rock climber.

Courtesy Audrey’s Farmhouse B and B

After a day of hiking, climbing or simply exploring, settle in at Audrey’s Farmhouse B and B, dating from 1740, at the foot of the ‘Gunks.

Courtesy Emerson Resort & Spa

If you prefer fly-fishing, check-in at the luxurious Emerson Resort & Spa. The staff will arrange an excursion or perhaps a massage to soothe away any driving-related kinks. Plan for a cocktail and dinner at the Woodnotes Grille by the Esopus creek.

Pawling

Two hours from New York City, Pawling is horse country with miles of open spaces, winding drives and magnificent colors. It’s relatively unknown to leaf peepers so you may find yourself with roads to yourself. Follow Route 22 to Pawling, where you’ll see the quaint train station and downtown area. Nearby Barton Orchards is the place for a selection of crisp apples, cider doughnuts and frosty cider from their onsite Tap Room. Before you leave, pick up some pumpkins, gourds and dried corn to decorate for Halloween and Thanksgiving. You can refresh at McKinney & Doyle for a substantive meal or stop at their Corner Bakery for a sweet treat.

Courtesy Barton Orchards

Hot air ballooning will give you a spectacular overview of the valley and the mountains. If you prefer a water-based vista, head to Candlewood Lake just 20 minutes away, rent a pontoon, or simply sit by the shore and marvel at the gorgeous trees. For some top-notch entertainment, check out the music schedule at Daryl’s House.

Courtesy Daryl’s House

This fall, Sonny Landreth from New Orleans, Jay and the Americans, James Montgomery Band and others are set to wow audiences eager for live music. And the venue is as intimate as they come. At the end of the day, tuck into a room at the Station Inn Pawling, an intimate B and B downtown.

The Hudson Valley

The stunning Hudson Valley is especially appealing during the fall. The area lies on either side of the 300-mile-long Hudson River, with Interstate 87 east of the river and Highway 9 to the west. You’ll pass through many small towns, with gorgeous foliage surrounding you and many dining choices and antique shops.

Courtesy travelhudsonvalley.com

Make a point of stopping in cute-as-a-button Hudson with lots of gallery hopping and antiquing possibilities like The Antiques Warehouse with more than 3000 items on offer. Rest up for the night at the exquisite Maker with its glass-enclosed restaurant or the more Bohemian Rivertown Lodge set in a former 1920’s movie theater.

Courtesy The Maker

Visit the 230-year old Tuthilltown Distillery (a.k.a. Hudson Whiskey) for a tasting before visiting Art Omi to admire the contemporary sculptures and architecture at the outdoor park.

Courtesy Art Omi

If you love art, plan a second day to tour Frederic Church’s eclectic villa Olana and the gorgeous grounds that inspired many of the painter’s scenes of the Hudson Valley.

Cooperstown

Affectionately nicknamed “America’s Most Perfect Village,” Cooperstown sits on beautiful Otsego Lake framed by trees transformed into a mosaic of colors. Baseball lovers will enjoy a reserved time slot at the National Baseball Hall of Fame, and everyone can wander charming Main Street where ice cream shops and baseball souvenirs abound.

Courtesy The Farmers’ Museum

Celebrate autumn with a stroll around the lake before heading to the Fenimore Art Museum, a repository of American folk art. The Farmers’ Museum is a favorite for families with its demonstrations and exhibits of rural life in the 19th century. Be sure to refresh with a donut or moon pie from Schneider’s Bakery, satisfying hungry visitors since 1887.

Courtesy Otesaga Hotel

For a stately dinner and stay, the Otesaga Hotel is the grande dame of the town, overlooking the lake with an elegance that befits its Historic Hotels of America affiliation. If you’re traveling with kids and your visit overlaps a weekend, ask the concierge to arrange a babysitter so you can visit Cooperstown’s Brewery Ommegang for a brew or hard cider made from local apples.

Cruises for All Seasons

Don’t feel like driving? Classic Harbor Line’s Fall Foliage Cruises & Sails on elegant 1920s-style yachts will take you from the Big Apple up the Hudson River.

Courtesy Classic Harbor Cruises

You’ll be surrounded by beautiful scenery on both the New York and New Jersey sides as you sail aside the Palisades Parkway. The cruise refreshes with Champagne, beer, wine or soft drinks. Choose a brunch or luncheon cruise to add even more foliage-filled celebration with a chef-designed meal.

Courtesy The Circle Line

A second cruise along the Hudson River travels to Bear Mountain State Park on The Circle Line. The 560-mile cruise has an Oktoberfest theme with German food specials, Oktoberfest beers and even a German polka band to get you moving. The cruise leaves from Pier 83 in Midtown and is available through October 31.

© Meryl Pearlstein

As the tree colors moves south, a cruise around New York Harbor and the city’s East and Hudson rivers will show off the foliage as well as the dramatic skyline. Bateaux New York Premier Dinner cruises leave early evening in time for viewing of the changing leaves and segueing into an elegant dinner cruise with music, fine dining and a luxurious sailing.

© Meryl Pearlstein

Leave your jeans and shorts at home – this is an evening that encourages dressing up on the European-inspired yachts.

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