There’s a thin line between overly curated and impeccably arranged. Tourists, a hotel with a sizable social following, sits staunchly on the side of great arrangements. A restaurant in the hotel worth the trip, unique guest rooms in muted palettes, and a compelling list of on-site activities, make this the perfect spot for the traveler in the mood to get social. Plus, it’s dog-friendly for those traveling with canine companions. From $249 per night.
City: North Adams, Massachusetts
Those looking to experience small-town living in the Berkshires should stay at The Porches Inn, located in North Adams. The hotel itself features distinctive, color-coded designs in every room, which were converted from 19th-century mill workers’ cottages. Sojourning at this hotel allows you to immerse yourself in the local arts scene as you’re posted right by the Massachusetts Museum of Contemporary Art (MASS MoCA) with its excellent programming: Sol Lewitt murals and exhibitions from the likes of James Turrell and Laurie Anderson. When you’re done taking in all the modern art, settle in for a brewski next door at the Bright Ideas Brewery which serves all sorts of craft beers, from open tap brews to full growlers of the stuff. From $278 per night.
City: Lenox, Massachusetts
In need of a detox? Whether it’s a physical or digital detox (or both) that you’re after, Miraval is the top choice. A stately Gilded Age mansion is at the heart of the property, which was originally landscaped by none other than Frederick Law Olmstead, but the rooms and suites have been redesigned by AD 100’s Ken Fulk with today’s modern travelers in mind. The rates are all-inclusive, with dining options that encourage mindful eating and a wide range of wellness-focused activities that include everything from equine therapy to beekeeping, not to mention Ayurvedic treatments at the 29,000-square-foot spa. From $899 per night.
Private Homes
City: East Nassau, New York
Sleek lines, a mix of dark and light woods, and floor-to-ceiling windows make for a contemporary rustic home that feels as it’s been transported from the Pacific Northwest. A huge butcher block-topped island provides a plethora of food prep space, while the open plan allows cooks to easily mingle with the rest of the guests. After dinner, take a dip in the cedar hot tub while taking in the mountain vistas. From $578 per night.
City: West Stockbridge, Massachusetts
Channel your inner Wes Anderson with a stay at this impossibly charming home filled with thoughtful details and design choices. The adjoining garden takes the charm factor through the roof. A renovated 19th-century rectory, we’ve already dubbed it “the coolest Airbnb in Massachusetts” for a reason. The Norman Rockwell Museum also resides in Stockbridge for a fun day activity. From $1,050 per night.
City: Otis, Massachusetts
Whether you’re visiting the Berkshires in the summer for a concert at Tanglewood, during the fall for leaf-peeping or in the winter to hit the slopes, the wrap-around windows of this midcentury-inspired cabin provide stunning views. After a day on the mountains, skiers can return to enjoy the cozy fireplace underneath the vaulted ceilings, while the expansive deck provides a place to grill, eat, or lounge while surrounded by the forest. Think of it as luxury living, just in a treehouse. From $348 per night.
City: Dalton, Massachusetts
