Hudson Roastery takes its coffee seriously, roasting small batches in-house and giving each blend a name with a local story behind it. Try the Rip Van Winkle signature blend or the Prison Alley dark roast, named after one of Hudson’s backstreet alleys. Pair your cup with a pastry or something from the breakfast and lunch menu, then take home a bag for your next morning brew.

Feast & Floret brings together two of life’s finer pleasures: Italian-inspired cooking with a Tuscanian twist and seasonal flowers. Set in a former 19th-century blacksmith’s shop and carriage house, the Hudson restaurant serves up handmade pasta, wood-fired vegetables and locally sourced produce. Before leaving, stop by the flower cart for a bouquet to take home – and perhaps a jar of honey from the restaurant’s own farm.

A 1796-built farmhouse tucked within 70 acres of land in Old Chatham has been lovingly restored by Dorian Grinspan into a three-bedroom B&B and creative retreat. From dips in the natural springs and skiing in the winter to a once-a-year, month-long art “in residence” program, this is a place made to slow down, switch off, and relax. With a fully equipped chef’s kitchen, curated locally sourced welcome treats, luxury bed linens, and impeccably whimsical design. Plus Dohm and Troy ceramics, Louie Isaaman-Jones light fixtures, and Talia Nidam Warshawsky table lamps. This is a place to stay awhile.

Painter Frederic Edwin Church clearly had a flair for the dramatic: his hilltop home, Olana, is a Persian-inspired fantasy of patterned interiors, intricate details and sweeping Hudson River views. The 250-acre grounds are just as carefully composed, with winding carriage roads, meadows and woodlands revealing fresh vistas of the Catskill Mountains around every bend.