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New York: Hudson Valley & Catskills

Northeast · Fly into New York City

New York: Hudson Valley & Catskills

Hudson Valley farm dinners, Catskills swimming holes, Finger Lakes Riesling at the source.

The route

Hudson Valley (Rhinebeck base)2n
Catskills (Woodstock / Phoenicia)2n
The Finger Lakes1n
5 nights total
New York

Two hours north of New York City, the Hudson Valley has quietly become one of the best food regions in the country — farm-to-table is not a trend here, it's the infrastructure. Rhinebeck for the Beekman Arms (America's oldest inn, operating since 1766), Gigi Market and Café for the farm dinner, and Hyde Park for the Roosevelt estate and the CIA culinary school lunch. Into the Catskills: Woodstock for the mythology and the weekly art galleries, Phoenicia for tubing the Esopus Creek (summer) and the excellent trout fishing. North-South Lake Campground for the best Catskills hike. West to the Finger Lakes for the day: Seneca and Cayuga for the Rieslings, the Watkins Glen gorge trail (arguably the best state park gorge in the country), and Dr. Frank's wine for the benchmark.

👨‍👩‍👧‍👦 Kids angle

Catskills creek tubing is a pure summer joy for kids. Minnewaska State Park has a lake with cliff jumping (for older kids) and swimming from a rock ledge. Watkins Glen gorge is a 2-mile paved trail through 19 waterfalls — accessible for most kids. Apple picking at Migliorelli Farm in the valley.

🚗 Rental car

Car essential — no public transit to most of this. Standard sedan fine. The Taconic State Parkway is beautiful but narrow — don't rush it. Finger Lakes is a full day's side trip — manageable but long.

Season by season

🌸 spring

Hudson Valley orchards in blossom. Wildflowers on Catskills trails.

🍂 fall

Peak foliage mid-October. Apple picking across the valley. Craft cider everywhere.

☀️ summer

Swimming holes in the Catskills (swimming in Peekamoose Blue Hole is a summer rite). Crowded on weekends.

❄️ winter

Catskills ski areas are modest. Ice climbing and snowshoeing in Minnewaska State Park.

Best months to visit

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

Vibes

Food & wineHiking & natureWellness & quietOff-the-beaten-path

Flights to New York City

Google Flights

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Rental cars

Kayak

Free to plan. Day-by-day itinerary, hotel picks, and packing list generated for your family.