The Best Luxury Boutique Hotels in Massachusetts in 2026

Imagine a 1970s Days Inn off Main Street, heading north out of Lenox, MA. Besides the obvious charm of Lenox, and the Berkshires, it might not sound that inviting. But put the building in the hands of hotel magicians Life House and they’ll make you reconsider what you thought you knew about roadside motels. When dressed up in retro furnishings and kitschy decor, the motel remodel can read a bit gimmicky, but Life House has taken this entirely seriously. The lobby and cocktail bar are impeccably decorated with a plush… > Read Our Full Review

A far cry from the Cape’s typical historical house-turned-B&B, this hip, LGBTQ friendly, Provincetown boutique hotel’s laid-back modern elegance feels extra fresh surrounded by typical New England style. It also has a lovely expanse of wetland that stretches from the hotel to the sea. And with Scandinavian-esque minimalism, a style well-known for prioritizing natural beauty, the hotel is tailor-made for appreciating it. AWOL is from Lark hotels, a frequent choice for boutique outdoorsy tourism, and it works as well on the Atlantic Coast as it does in the Catskills or… > Read Our Full Review

While we’re sure actual Old Money might argue, this Harwich, Cape Cod boutique hotel feels like Old Money. Maybe it’s the golf, maybe it’s the boat charters, the tennis courts, the expanse of stately clapboard or the well-trimmed English garden. A bit bigger than your typical New England boutique, the resort has everything you need to enjoy the seaside to the utmost. You won’t have to leave the property, though the proximity to route 28 means that you can go exploring whenever you want. There are many activities that make… > Read Our Full Review

Lark Hotel’s Edgartown Collection is a group of five boutique hotels that offer different takes on Martha’s Vineyard hospitality. The Christopher makes our top three by feeling the most like the brand itself. Known for chic design that may or may not lean towards the twee, you can trust a Lark hotel for on-point design and attention to detail. This is no exception. It’s an elegant white building, registered historical, with gorgeous arches, top-floor balconies, and a sweet blue sign that hints at the charm of the interior. Inside, it’s… > Read Our Full Review

Sure, everyone loves an old ship captain’s house full of antiques, linen and wicker deck furniture, but we’re all happy that Edgartown has something a bit more contemporary. Another gem from Lark Hotels, this funky-chic boutique hotel from the brand’s Edgartown Collection is a breath of fresh air among the salty breezes of Martha’s Vineyard. There are plenty of places that manage to balance contemporary and historical flair, and we love that The Sydney doesn’t try. Forget reclaimed wood, white and blue, and antique botanical prints. Here, you’ve got colorfully… > Read Our Full Review

Variety is said to be the spice of life, and the collection of buildings that is the Faraway Hotel in Nantucket’s Downtown is another good example. The hotel’s buildings hail from the 1800s to the 20-teens, and all are connected by a central courtyard. They have varying levels of historical prestige, and a pretty consistent charm. The architectural flavor of New England is so strong on Nantucket, the five work together well. It’s clapboard, shingles, and breezy porches everywhere you look. The interiors also do a fantastic job of melding… > Read Our Full Review

The Eliot Hotel is one of Boston’s original boutique hotels; an elegant, late 19th-century building in the beautiful Back Bay neighborhood. It has an old-world European atmosphere, with its marble lobby, ornate décor, and welcoming staff. The Eliot is also home to Uni, one of the city’s top-rated restaurants, which attracts both locals and visitors alike.   What are the rooms like? 95 rooms and suites: Standard rooms as well as spacious one-bedroom and two-bedroom suites. Style: European-style décor with antique furniture and luxurious fabrics. Comfort: Cozy, traditional, and soundproofed… > Read Our Full Review

Downtown, historical and super-cool, The Merchant follows the same formula as the other Lark Hotels hotel in Salem, The Hawthorne. It’s not a historical hotel though, but rather a historical building turned hotel. To date, the 1784 building has served as a rum-merchant’s mansion, George Washington’s post-election party pad, a tavern, and a bookshop. It’s had long list of exciting endeavors, and has been renovated, in true Lark fashion, with the typical bold colors and modern decor. The result is a fairly swank, eclectic, stylish boutique hotel just daring us to ignore… > Read Our Full Review

On the border of Williamstown and North Adams, in a countryside that is a dream to drive around in, a roadside stop has a special type of appeal. Tourists Hotel is a newly-built, contemporary boutique hotel take on the theme, and it works beautifully. A lodge-style lobby and rooms that use wood grain as a decorative element strike a perfect balance of natural and design. With the Hoosic River in the backyard, you’ll enjoy Western Massachusetts’ gorgeous nature throughout your stay. The hotel property includes a suspension bridge that leads into… > Read Our Full Review

We revisit White Elephant Resorts for an absolutely classic boutique hotel in the center of Nantucket. Jared Coffin House, like many of the White Elephant properties, is a beautiful old home renovated to provide top of the range accommodation. This house, more than the others, is tailor-made for anyone interested in the history of the island. Built in 1845 for one of the area’s most successful whaling shipowners, the house is one of the central landmarks of the Nantucket Historical district. And you can stay there, within the strong brick… > Read Our Full Review

On the boutique hotel scene, Martha’s Vineyard is Lark Hotels territory, and their Edgartown Collection again shows why this brand has taken off throughout New England. The Edgartown Inn, top of the collection, offers everything you might want from a Cape and islands vacation. You’ve got the renovated whaling captain’s house, surrounded by historic buildings, and there’s even a lighthouse in walking distance. The hospitality is straightforward homely B&B, though the muted upscale decor feels like it belongs to your mom’s friend who’s on the board of the local environmental… > Read Our Full Review

Based on a group of classic New England cottages built in the 1920s, White Elephant is now one of the oldest hotels on Nantucket, having been transformed into luxury accommodation back in 1960. Perfectly weathered shingles add just a touch of historical charm to modern upscale furnishings, in a (no surprise there) blue and white color scheme that might be derivative if it wasn’t so classic. From the matching deck chairs to the views towards the boatyard, every inch of this property has been carefully designed for decades.   What… > Read Our Full Review

This Oak Bluffs boutique hotel is just the kind of nontraditional experience you want to make a trip to Martha’s Vineyard remarkable. Another supremely cute offering from New England hotel powerhouse Lark Hotels, Summercamp is a bright, sunny way to spend a vacation with your inner child. With a vision that is perhaps a little more convoluted than the occasion calls for, the idea is that, if the Methodists used to use Martha’s Vineyard as a summer camp, why can’t the Millennials? And even if we don’t want to be… > Read Our Full Review

Another offering from the folks at White Elephant Resorts (burgeoning monopoly of Nantucket hospitality), this Wauwinet Village boutique hotel brings high-class luxury to the Island’s east side. The residence is unmistakably Cape Cod and New England, a classic shingled manor house looking out over the great Atlantic. Nantucket might not be a bustling metropolis, but it’s certainly a vibrant center compared to Wauwinet’s seaside tranquility. Expect more general relaxation here. The property is romantic in every way, with grass and sand stretching towards the sea and absolutely stunning sunrises you’ll… > Read Our Full Review

Beacon Hill is one of the most classic of all New England neighborhoods, and the Whitney boutique hotel matches its surroundings in class and elegance. The red-brick façade and orderly rows of windows reflect classic Boston architecture, but there’s some more contemporary flair here too. The decor is sophisticated and unobtrusive, grays and whites in stylish fabrics and soft leather. There’s substance here too though and the final result is a quietly polished hotel supported by strong service and an excellent concierge team.   What are the rooms like? Room… > Read Our Full Review

This boutique hotel by the North End offers a different side of Boston, shaped by its marina setting. Boston isn’t the kind of city where seafront hotels are a dime a dozen, and waking up next to the Atlantic, but still in the city enter, is a bit of a luxury. The hotel is integrated into a working marina, with shared spaces used by both guests and yacht owners. All in all the hotel has a peaceful seaside feel but is also still very much connected to the city.  … > Read Our Full Review

Great Barrington may not be the heart of the Berkshires, but if you want a heaping slice of Americana with your gourmet breakfast, Granville House Hotel is the place. Whatever preconceptions you had about ‘mom and pop’ B&Bs, put them away. This boutique hotel inn, run by former managers of a top-tier roster of New York restaurants, offers world-class hospitality. This, complemented by an enchanting sense of home that could only be offered by a family living their dream, places Granville House a cut above even your Frette-linened luxury Inns…. > Read Our Full Review

This super-classic seaside resort is a Martha’s Vineyard stalwart, set on the edge of Edgartown spitting distance from the lighthouse. Sure, we’re suckers for a hidden gem or a homey boutique B&B, but sometimes you just want to stay somewhere that feels both intimate and solidly, unarguably luxurious. Harbor View Hotel is one of those. The turn-of-the-century building sits imperiously on a corner, very clearly the hallmark of local accommodation. It’s one of a few that stays open all year, which is a huge plus. If you’re willing to brave… > Read Our Full Review