TL;DR

Historic charm: Three boutique B&Bs—Constance, Whitlock, and Dewey—dating from the 1700s and 1800s, with centuries of stories.
Variety: Each property has its own personality.
Blends old & new: Rich colors, handmade furniture, plush linens, and contemporary comforts within colonial architecture.
Check prices here

This coven of boutique B&Bs populating the heart of Lenox, MA have perfected a harmonious blend of historical appeal and modern hospitality.

You’ve got the classic farmhouse, the Whitlock, and the old tavern, the Dewey, both built in the 1700s. They both have centuries of stories that the Lenox collection is happy to tell.

Our grandest option, the Constance, isn’t quite so old, but is the perfect selection for an inn, having hosted estate workers at the turn of the 19th century.

It’s the face of the three, the check-in area, and the perfect option to round off the collection, which reflects the deep history of the area and its famed gilded age.

We’ll admit, the three-inns-in-one setup can be a bit confusing, but when they’re all uniformly charming, does it really matter?

What are the rooms like?

Number of rooms: Constance: 24, Whitlock: 30, Dewey: 12
Variety: Queens, Kings, Double Queens, Deluxe, Suites, and shared Carriage House options.
Decor: Rich colors, handmade furniture, plush linens; architecture provides historical character.
Facilities: Accessible options, common areas with fireplaces, pianos, and scenic grounds.
Check out all the rooms in detail here

While they’re all stately whitewashed historical landmarks, each house still retains its own personality.

The Constance is the big sister, boasting a big wraparound porch and a pergola. It houses cozy Queens, Kings and Double Queens, some with accessibility features.

The Whitlock houses the Collection’s restaurant and bar. Perhaps the most obviously renovated, it has a sunny yellow exterior, inviting you to check out the multitude of common areas.

Rooms are Queens, Doubles, and Kings, with Deluxe and Suite options available.

Finally, the small Dewey has been an Inn for centuries, and it shows. It has Queens, Kings, Deluxe options and a shared Carriage House with a King Suite and Queen Room with a shared patio.

All the rooms are tastefully decorated with rich colors, handmade furniture and plush linens.

They’re not overtly historical, leaving the architecture to do most of the work, balancing the contemporary and the colonial quite cleverly.

What are prices like?

> Check prices here

And what’s the food like? Any facilities we should know about?

Breakfast: Continental breakfast at Constance, coffee/snacks at all locations.
Dinner: Whitlock’s seasonal localvore menu; draft beers and local options.
Common areas: Fireplaces, pianos, and scenic grounds for relaxation.
Events: Various happenings onsite or nearby—check property for schedule.

No matter where you stay, you’ll enjoy a continental breakfast at the Constance, allowing for full enjoyment of that lovely porch. Coffee and snacks are readily available at all locations.

The Whitlock is home to the dinner spot, a localvore’s dream of a restaurant that features a seasonal menu.

Draft beer from Berkshire Brewing Company is on tap, with other options from nearby breweries ready for you to taste.

Common areas in the different hotels offer plenty of relaxation options, many with fireplaces, some with pianos, and some beautiful grounds to enjoy as well.

Various happenings are held in and around the houses, you can check with the property to see what’s on during your stay.

How is the neighborhood? Anything interesting nearby?

Central location: Lenox center, walkable to galleries, cafés, and restaurants.
Cultural attractions: Edith Wharton House, Norman Rockwell Museum, Tanglewood Institute, theaters & performance spaces.
Nature: Scenic drives, Mount Washington State Forest, Alford Springs Reserve, Bousquet Mountain for winter and summer activities.
Day trips: North Adams (Mass MoCA), Williamstown, Pittsfield.

Situated in Lenox center, you’ll enjoy walking-distance attractions in the most lively of the Berkshires’ many small towns.

Art galleries, cafés, family restaurants and more will be less than a 20-minute walk away.

Heading outside of town, you’ll still not be far from historically significant spots like Edith Wharton’s House or the Norman Rockwell Museum.

The Boston Pop’s summer camp, Tanglewood Institute, is also close, and the influence is clear. Lenox has a wide variety of theaters and performance spaces.

It’s car country for sure, with some truly stunning drives to enjoy during every season. North Adams, home of Mass MoCA and the charming student destination of Williamstown are the perfect day trip.

Hiking and nature sports are also easily accessible. Wander around Mount Washington State Forest, or Alford Springs Reserve or spend some time by Bousquet Mountain, a ski resort in winter and water park in summer.

And what about the reviews? What did other guests think?

Some things guests liked:

”This hotel has three buildings in different parts of Lenox. We were in the “Whitlock” and its situation was perfect. It was quiet, even if it was on the Main Street, in walking distance and close to everything (shops, restaurants). We liked the garden, green and quiet. The room was well equipped and clean. The front desk man of this building was friendly and helpful. And the breakfast was offered in the other hotel “The Constance”, an 8-minute walk away. Breakfast was good, with fresh blueberries and several muffins, bagels, etc. Parking was easy….”

”Downtown location was great with plenty of parking. Beds were comfortable, shower was excellent, and rooms were spacious! The downstairs common areas had comfortable seating. Breakfast was a short walk from our building and offered good coffee, muffins, yogurt, granola, bagels, and fruit…..”

Some things guests didn’t like:

”The property was nice and as expected. However, we were surprised that mid-October was off season in Lenox so restaurants/bars were sporadically open. The Lenox Collection had some great facilities but they were also closed most of the time. We felt they should have been more accommodating to their guests especially considering the (strange) town acting as if it was off season in the middle of October….”

”Breakfast was a bit higgledy-piggledy. Need another toaster as we waited ages to toast a bagel….”

> Read all the reviews right here