A long day up the Hudson from Midtown: Franklin Roosevelt's Springwood home and presidential library, lunch cooked by students at the Culinary Institute of America, the Gilded Age Vanderbilt Mansion above the river, Eleanor Roosevelt's Val-Kill and a late-afternoon walk across the Walkway Over the Hudson in Poughkeepsie.
Time
12–13 hour day
Driving
About 4.5 hours of driving in total
Best time
Late September to October
Updated
$4 USD
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Juliancolton · Public domain. October 2010 photograph of the west bank at Highland from the Walkway Over the Hudson; resized and displayed with crop.
Suggested times, not bookings
Your day at a glance
7:30 amLeave Midtown Manhattan
9:45 amHome of FDR: Springwood
11:00 amFDR Presidential Library and Museum
12:30 pmLunch at the Culinary Institute of America
2:00 pmVanderbilt Mansion
3:30 pmVal-Kill, Eleanor Roosevelt's home
4:45 pmWalkway Over the Hudson
6:30 pmReturn to Midtown Manhattan
Highlights
Worth the trip
Guided tours of FDR's Springwood and the Vanderbilt Mansion
A student-cooked lunch at the Culinary Institute of America
Late light from the Walkway Over the Hudson, 212 feet above the river
What’s in the guide
Detailed stop guidance, rules, practical pitfalls, a route map, Google Maps, Waze and Apple Maps links and weather alternatives. Read it online any time, or keep it offline in the Greg’s Guides app for iPhone and iPad. See an example guide →
Plan for the conditions
Expected seasonal weather
From late September through October the mid-Hudson usually has cool mornings, sometimes with river fog that lifts by mid-morning, and mild, often sunny afternoons. Passing fronts bring rain every few days and gusty wind, which is felt most on the Walkway, 212 feet above the river. Fall color in the valley usually peaks around mid- to late October; check the I Love NY foliage report, issued on Wednesdays. Days shorten quickly through October. These are seasonal expectations, not a forecast for your travel date; check the NWS forecast the evening before and the morning of your trip.
Admission and parking are separate. Check current conditions before departure.
A driving day from Manhattan up the Hudson Highlands: the riverside lawn at Boscobel, Main Street and the waterfront in Cold Spring, an easy loop and cliff overlook at Little Stony Point, the big daylit galleries of Dia Beacon, and an early dinner on Beacon's Main Street.
10–11 hour day·About 3.5 hours of driving in total
Best: Mid-September to early November
$4 USD
History & heritage
Midtown Manhattan → Lyndhurst → Tarrytown → Philipsburg Manor → Old Dutch Church & Sleepy Hollow Cemetery → Rockefeller State Park Preserve
A driving day from Midtown up the Hudson to the Rivertowns: the Gothic Revival mansion at Lyndhurst, lunch on Tarrytown's Main Street, the working mill and manor house at Philipsburg Manor, Washington Irving's grave and the Old Dutch Church in Sleepy Hollow, and a late-afternoon walk around Swan Lake in the Rockefeller preserve.
9–10 hour day·About 2–2.5 hours of driving in total
Best: All year; best late September to early November
$4 USD
Farms, wine & waterfront
New York City → Orient Beach → Greenport → North Fork winery → Sound Avenue farm stand
A long driving day from Manhattan to the far end of Long Island's North Fork: a quiet bay beach and maritime forest at Orient Beach State Park, lunch and the antique carousel on the harbor in Greenport, one unhurried winery tasting on Route 25, and pies from a Sound Avenue farm stand on the way home.
12-hour day·About 5–6 hours of driving in total
Best: Mid-September through October
$4 USD
Scenic drive & Hudson Highlands
Midtown → State Line Lookout → Perkins Memorial Tower → Hessian Lake → Trailside Zoo → West Point → Lake Tiorati
A fall-color driving day up the Palisades Interstate Parkway from Manhattan: the cliff-top view at State Line Lookout, the summit road and stone tower on Bear Mountain, a walk around Hessian Lake, the Trailside Museums & Zoo beside the Bear Mountain Bridge, the West Point Visitors Center and a quiet lake in Harriman State Park on the way home.