Oriole 9

Good Night serves elegant Southeast Asian dishes and killer cocktails in a chic Woodstock spot perfect for dates or group celebrations.

Dixon Roadside, the brainchild of Phoenicia Diner's owners, serves up a delightful mix of locally-sourced comfort food, refreshing cocktails, and local brews in a relaxed, dog-friendly setting perfect for any occasion.

Nestled alongside a serene stream in Woodstock, Bearsville Theater is an intimate music hub featuring stellar acoustics, a stylishly renovated space, and three on-site dining options.

Yum Yum Noodle Bar offers laid-back, casual Asian fusion with generous Japanese noodle bowls, vibrant cocktails, and a sunny Woodstock patio vibe.

Wood-fired bagels, scratch-made pastries, and organic coffee meet rustic charm and cozy outdoor vibes in the heart of Woodstock.

Early Terrible is a magical, treehouse-inspired lounge in Woodstock serving creative mezcal cocktails, light tapas, and cozy fireside vibes.

Nestled in Woodstock, this rock 'n' roll boutique hotel offers quirky '70s-themed suites named after iconic female musicians, complete with modern amenities and a pet-friendly vibe.

Wood-fired American eats meet chic Woodstock vibes with seasonal, veggie-forward plates and standout cocktails on a cozy, plant-filled patio.

Woodstock’s Garden Cafe serves fresh, organic vegan eats—from tofu satay to veggie lasagna—in a cozy vintage space with a lush garden patio.

Tucked away in Ulster County, Willow boasts charming treehouses and scenic vibes, perfect for a cozy getaway in the Hudson River Valley.