A Secret Worth Sharing: My Stay at Prospect, the Berkshires’ Most Serene Escape

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Advisor - Ryan Ali
Curated By

Ryan Ali

  • Nature Escapes

  • Weekend Getaways

  • Massachusetts

  • Hotel Spotlight

A Secret Worth Sharing: My Stay at Prospect, the Berkshires’ Most Serene Escape
Curator’s statement

Nestled in the serene Berkshire Mountains, Prospect is a rare blend of simplistic luxury, design, and nature that feels both timeless and alive. From its Scandinavian-style cabins perched along a glistening lake to immersive experiences like paddleboarding, guided walks, and creative workshops, every detail invites presence and discovery. What makes Prospect truly special is its ability to feel like a hidden retreat while still offering thoughtful design, world-class dining, and a deep connection to the surrounding landscape. It’s a place where simple pleasures—sunlight on the water, a quiet forest path, or a handcrafted meal—become extraordinary memories.

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Where to stay

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Just two and a half hours from Manhattan, Prospect Berkshires offers a peaceful lakeside escape that feels worlds away from the city. Nestled in the southern Berkshires, its Scandinavian-inspired cabins are tucked into the forest, each with serene lake or woodland views, handcrafted details, and floor-to-ceiling windows that invite you to slow down and reconnect with nature. The property strikes the perfect balance between luxury and simplicity, making it ideal for a relaxing weekend or an extended getaway.

While Prospect feels wonderfully secluded, it’s also just minutes from charming towns like Great Barrington and cultural destinations such as Tanglewood and Jacob’s Pillow. Guests can enjoy immersive activities like paddleboarding on the lake, guided nature walks, floral workshops, or simply lounging by the dock with a coffee or cocktail. The Cliff House restaurant offers elevated, locally sourced cuisine with sweeping views over the water, creating memorable dining experiences that pair perfectly with the tranquil surroundings.

Prospect is an ideal retreat for solo travelers, couples, or small families seeking quiet, nature immersion, and easy access to nearby cultural attractions. Whether you’re looking to recharge, explore the Berkshires, or simply savor a slower pace, Prospect provides a beautifully curated escape that’s as restorative as it is refined.

Need to know

The ideal time to visit is summer through early fall, when the lake and surrounding trails are at their most inviting and the foliage is at its peak. Weekend stays can be popular, so booking in advance is recommended for the best experience.

For more inspiration and insider recommendations, visit our Massachusetts page.

Advisor - Ryan Ali

Travel Advisor

Ryan Ali

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