Best for: A design and nature-forward couple looking to linger
A must: Breakfast in bed
The Eastwind Oliverea Valley Hotel is a 27-room, design-forward boutique hotel located in the heart of the Catskills—offering free-standing, A-frame cabins. The property offers a respite from reality— it’s ideal for couples looking for an upscale fairytale retreat to hunker down, deep into nature. Its wood fire-warmed lounge and sauna make for the perfect duo–and proximity to ski slopes make for ideal wintertime activity. Come summer, the pool opens up, outdoor yoga, and DJ sets will draw a gentle buzz to the property, too. Head to the on-site farm-to-fork restaurant and bar, Dandelion, inspired by cozy aprés-ski bars.
There’s additional amenities like creative seasonal workshops, guided foraging walks, complimentary bike and Hunter Boots rentals, and curated DJ sets. The central area of the hotel—a combined lounge, restaurant, and bar—is the property’s nerve center. Its vintage decor, a warm pastiche of texture, wood, and print, beckons you to get comfy with a book by day or a locally made brew by dusk. A huge plus: The property delivers a breakfast basket, like clockwork, to your room each morning. Inclusive of fresh pastries, muesli, fruit, yogurt, eggs, coffee, and juice—it’s just another testament to the hotel’s philosophy of repose and rest. So, linger longer in your rooms and stay cozy and content with your favorite person by your side. Once you’ve checked out, catch breakfast or lunch at Phoenicia Diner—a change of pace, crowd-favorite, wholesome dinner, just a 15-minute drive away.
