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3-Day Scenic Road Trip from New York City to the Hudson Valley and Catskills

Viewed by 260 travelers

Day 1: Evening Departure

New York City, USA on August 7, 2025

8:00pm

Start Road Trip from NYC

Begin the scenic journey by car heading north from New York City towards the Hudson Valley region. Enjoy nighttime views and less traffic on this initial stretch.
CURRENCY0, N/A

9:30pm

Dinner at Blue Hill at Stone Barns

Stop for a farm-to-table dinner experience. Blue Hill features fresh local ingredients with a cozy ambiance. Note that this establishment requires reservations and is open until 10pm on Thursdays to Sundays, check availability as it may be closed on this date.
USD100, 1h

10:30pm

Overnight Stay in Hudson Valley

Check in to a local bed and breakfast or hotel in the Hudson Valley to rest before the next day of exploration.
USD150, Overnight
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Day 2: Hudson Valley Exploration

Hudson Valley, USA on August 8, 2025

8:00am

Breakfast at Woodstock Bread Company

Begin your day with freshly baked goods and coffee. This bakery is popular for its organic artisan breads and pastries.
USD15, 1h

9:30am

Walk the Walkway Over the Hudson

Explore this beautiful pedestrian bridge offering panoramic views of the Hudson River and surrounding landscape. It opens at 6am and closes at 10pm.
USD0, 1h30m

11:30am

Visit the Vanderbilt Mansion National Historic Site

Tour this iconic historic mansion with stunning gardens overlooking the Hudson River. Open daily from 9am to 5pm, tickets cost $15.
USD15, 2h

1:30pm

Lunch at The Culinary Institute of America’s Apple Pie Bakery Café

Experience lunch prepared by culinary students offering varied American dishes and excellent apple pie desserts. Open from 11am to 2pm.
USD25, 1h

3:00pm

Drive to Poughkeepsie to Explore

Visit the local shops and waterfront parks downtown to experience Poughkeepsie’s charm.
USD0, 2h

6:00pm

Dinner at The Amsterdam

Dine on farm-to-table New American cuisine in a relaxed, upscale setting in the heart of Poughkeepsie.
USD40, 1h30m

8:00pm

Overnight Stay in Poughkeepsie

Rest at a comfortable hotel in Poughkeepsie to prepare for the Catskill adventure tomorrow.
USD120, Overnight
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Day 3: Catskill Mountains Day

Catskill Mountains, USA on August 9, 2025

7:30am

Breakfast at Poughkeepsie Grind

Grab a coffee and light breakfast from this local favorite cafe known for great espresso and breakfast sandwiches.
USD12, 45m

8:30am

Drive to Kaaterskill Falls

Head to the famous two-tiered waterfall in the Catskills, perfect for hiking and scenic photography. Access is free and trails open at dawn.
USD0, 2h

11:00am

Visit Thomas Cole National Historic Site

Explore the home and studio of the founder of the Hudson River School of painting, providing insight into America’s art history. Open 10am - 5pm, admission $15.
USD15, 1h30m

12:45pm

Lunch at The Phoenicia Diner

Enjoy classic diner fare with a cozy mountain vibe. Open from 7am to 3pm for lunch.
USD20, 1h

2:00pm

Drive and explore the town of Woodstock

Walk through this iconic artists’ town filled with galleries, shops and historic sites, soaking in its famous bohemian atmosphere.
USD0, 2h

5:00pm

Dinner at Cucina Café in Woodstock

Taste Italian-inspired dishes made with local ingredients in a casual garden setting, open until 9pm.
USD35, 1h30m

7:00pm

Drive back to New York City

Return trip to NYC, approximately 2.5 hours by car, ending the refreshing 3-day road trip.
USD0, 2h30m
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Plan Your Transport for the trip by car. start the journey by 8pm on 7th Aug Trip

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