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Hikers find their happy place on the Dutchess Rail Trail, which connects Pleasant Valley to nearby Poughkeepsie. James Baird State Park offers excellent golf, picnicking spots, and seasonal events just a short drive from town.

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Top Pleasant Valley Hotel Reviews

Courtyard by Marriott Poughkeepsie
10/10 Excellent
More cheap stays in Pleasant Valley

SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
The price is Rp1.340.650 per night from 4 Jan to 5 Jan
Rp1.340.650
Rp1.501.528 total
4 Jan - 5 Jan 2026
includes taxes & fees
7.6/10 Good! (949 reviews)






