Special Report

34 Fall Weekend Trips You Should Plan Now

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6. Boston, Massachusetts

The fall weather and foliage make it a good time to see Boston’s many historic sites, especially by foot. Visitors can walk the two-and-a-half-mile Freedom Trail, and take a step back in time through the Boston Massacre Site, Paul Revere House, Bunker Hill Monument, and more. If you are not up for all the walking, learn about these landmarks on an Old Trolley Tour. For a more seasonal option, learn about the city’s haunted history through a ghost tour. There are also things to do just outside of Boston’s urban landscape, such as apple picking at a local farm or a visit to Walden Pond.

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7. Niagara Falls, New York/Canada

Whether you choose to visit the American or Canadian side of the falls, autumn at Niagara promises beautiful scenery and fun activities. Starting in the U.S., visitors can stop by the country’s oldest state park, where there are easy hiking trails to take in the changing leaves. You can also ride the Niagara Scenic Trolley or splurge for a helicopter ride to get an aerial view of the falls and foliage. Later relax with a tasting on the Niagara Wine Trail or at a local brewery. Wine lovers can also have a good time on the Canadian side at the Niagara Wine & Grape Festival, the biggest event of its kind in the nation. The area is also home to the “most intimate and interactive horror festival in North America”–Frightmare in the Falls.

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8. Catskills, New York

The ideal fall destination for New Yorkers, the Catskills offer wonderful scenery whether driving or hiking. Fall foliage usually peaks around the second week in October, and for a more daring way to see nature, try a Zipline Adventure Tour at Hunter Mountain. The area is also filled with fun festivals, from the largest motorcycle festival in upstate New York in East Durham to an Oktoberfest at Hunter Mountain featuring a cider tasting event. Or try a speciality train ride in Arkville, featuring a twilight trip, “robbery” on the rails, mystery ride and more.

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9. Cooperstown, New York

Baseball season may peak in summer, but the real thrill is the fall, with the best teams competing in the playoffs. The same can be said for Cooperstown, located about 90 minutes north of New York City and home to the Baseball Hall of Fame. Beyond baseball, the area also offers fall foliage amid the mountains and Otsego Lake. Visitors can stay in the historic village at the Otesaga Resort Hotel, with water views. After checking out the Hall of Fame, there are also great seasonal activities, including the Farmers’ Museum Harvest Festival.

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10. New York City, New York

There is always a good excuse to visit New York City, but the fall weather is ideal for sightseeing, with the added bonus of seasonal events. The Big Apple is famous for its dining scene, but in autumn there are special events for foodies, including the New York Coffee Festival and Big Chocolate Show. During Open House New York weekend in October, you can check out 250 normally off-limits NYC sites, including architectural works and historic buildings. Entertainment options include the New York Comedy Festival and the city’s own Comic Con. And of course, New York is one of the best places to celebrate Halloween with the famous Village Halloween Parade. And for Thanksgiving there is the even more famous Macy’s Thanksgiving Day Parade.

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