All are internationally known for imaginative—even regal—architecture, locally sourced cuisine, and friendly, impeccable service. Ideal in summer, they are just as beautiful in autumn foliage and winter snows. Whatever you’re pining for—pure romance, communing with the outdoors, or just kicking back and recharging—read on.
First Stop: Winvian Farm in Morris, ConnecticutTucked into the Litchfield Hills at the foot of the Berkshires, Winvian has a charming history to go with its exquisite country setting. It began life in 1775 as a private estate; a century and a half later, it became a working family farm. A subsequent generation would reimagine Winvian as the world-class resort it is today, instilling a retreat-like sensibility with lovely views of nature, plenty of relaxing diversions, and gastronomical delights.
Guests at Winvian have 113 acres to wander at will. Though chilling out is highly encouraged, readymade activities abound, including hiking, swimming, horseback riding, spa treatments, hot-air balloon rides, and even race-car driving. Meanwhile, Winvian’s 18 uniquely designed cottages may be its most famous feature. Each one is appointed around a whimsical theme: imagine waking up in a musical conservatory, a posh helicopter, or a lodge built into a giant oak, all highly private spaces tucked into soothing meadows and woodlands. Huge, wood burning fireplaces add coziness and romance, even more so in the colder months.
Winvian’s 5-star, seed-to-table restaurant is a key factor in its success; both first-timers and repeat diners consistently give it top accolades. Imaginative menus revolve around the freshest seasonal offerings, and herbs and vegetables are sourced from Winvian’s own organic gardens or other local farms.
Second Stop: Blantyre in Berkshire Mountains, MassachusettsYour second oasis lies some 55 miles north Winvian in the heart of the Berkshire Mountains of Western Massachusetts. Situated on 110 acres of lawn and woodland, Blantyre reflects its beginnings in the Gilded Age, exuding both comfort and grandeur, starting with the historic main house, a sprawling, Tudor-style mansion from 1902, and resonating throughout the resort. The nearby town of Lenox, a nineteenth-century playground for the extremely wealthy, is a must-see in itself, with quaint shops, art galleries and wonderful restaurants.
As at all three resorts, Blantyre’s exceptional food is among its most powerful draws. Sumptuous breakfasts come with each room, and the 5-star restaurant, focused on fresh, locally grown ingredients, offers and inspired, innovative fare. Aficionados will appreciate the (literally) thousands of fine wine selections available.
Lodging at Blantyre includes rooms and suites in the Manor House and Carriage House as well as four self-contained residences, or The Cottages. Each was designed by a separate architect, evoking distinctive personalities while sharing a vibe both upscale and calming. And wherever you lay your head at Blantyre, expect amenities galore.
In good weather, activities include (but are not limited to) swimming, tennis, horseback riding and serious pampering at the onsite spa; in winter, guests enjoy ice skating, snowshoeing, and sleigh rides. The resort prides itself on outstanding, above-and-beyond service, with a touch of Old World charm.
Third Stop: Twin Farms in Barnard, Vermont
From Blantyre, you’ll head approximately 165 miles due north, landing at an even more spacious and off-the-beaten-path retreat. The quickest route is I-91 N, but for great scenery, take US-7 to VT-100N, nicknamed “Vermont’s Main Street” for its north-south path through the center of the state.
Seasoned travelers describe Twin Farms as among the best resorts in the world, and it was named Hotel of the Year by Forbes in 2020. Instead of crowds, you’ll find 300 acres to explore in a mesmerizing setting of hills, forests, fields, and ponds. Guests find it ideal de-stressing, getting healthy, and possibly learning a new activity or two
Twin Farms takes an all-inclusive approach, with room rates covering lodging; three daily meals from an award-winning chef; cocktails, and, with the exception of spa services, all onsite activities. In addition to standard summer and winter sports, you’ll find sweet touches like box-lunch picnics or a tour with the beekeeper behind Twin Farms’ homemade honey. For extra safety, guests have the choice of dining in the main house or in the comfort of their own cottages and suites.