When you book your stay at our top-rated Berkshires bed and breakfast, listed as the #1 Lenox hotel on Trip Advisor, you get to experience every aspect of the wonderful state of Massachusetts. Below we share our top recommendations for planning your trip to the popular destinations, along with sharing some of the renowned awards the Berkshires Lenox and our neighboring city, Stockbridge have won.
The Unforgettable Berkshires

A quick reference for those who may not know, the Berkshires is a rural mountain destination located in western Massachusetts rolling into the Connecticut region. This gorgeous location sets the stage for outdoor activities, farm-to-table dining, sightseeing, the arts and more! Here are just a few recommendations and awards to keep in mind.
- Boston Symphony Orchestra & Tanglewood
If you are a lover of music and art you will not want to miss out on the opportunity to see the Boston Symphony Orchestra & Tanglewood during your trip to Massachusetts. As our city was recently recognized as the #1 Medium Sized Metro Area for Arts & Culture in the US by the National Center for Arts Research, it’s only fitting to put this attraction at the top of your vacation bucket list. - Art, Nature, Comfort
When you vacation in the Berkshires you will be immersed in a world of art, nature and picturesque towns. National Geographic rated the Berkshires as one of the top destinations to visit in the world, as it checks all the boxes in historic preservation, sustainable tourism, travel writing, food, photography, and archaeology.
Seasonal Lenox 
Known as the place for all seasons, Lenox has a wide variety of activities for every visitor to appreciate. From seeing the gorgeous autumn foliage, snowshoeing in canyon ranch, and exploring historic sites around town in the summer, each person can fall in love with Lenox. If you’re planning a vacation, weekend getaway or anniversary trip we recommend thinking about the following.
- A Perfect Winter Getaway in MA
Sited as the #1 Prettiest Winter Village by Yankee Magazine, visitors from around the world can relish in the beauty of snowcapped mountains while participating in a variety of winter adventures, including Lenox skiing! After a long day of snow-filled fun, our guests can indulge in a warm and cozy stay at our inn! - Romantic MA Retreat
If you’re looking for a cozy Lenox, MA getaway then you’re in luck! Recognized as the #1 Small Town in the Northeast by USA TODAY, we pride ourselves on knowing the area inside and out. Outside of relaxing in your comfortable and romantic cottage or suite, our staff can offer you amazing insight and recommendations for the top things to do in the area, such as shopping, music, theater, museums, and history. Get a jump start on planning your Berkshire, MA trip today!
Beautiful Stockbridge 
Located just 10 miles from our inn, guests can venture to the neighboring town of Stockbridge, home to the Norman Rockwell Museum. Aside from visiting the number of historic sites in the area, individuals can roam around the Berkshire Botanical Garden, take a tour of Naumkeag estate, or hunt for Daniel Chester French’s rotating outdoor sculpture exhibitions.
- Explore the Town
This amazing town may be small but is mighty as it was recognized as the Best Small Town in America by Fodor’s and the Most Beautiful Small Town in Massachusetts by House Beautiful Magazine. With its classic New-England charm and its historic ties to painter Norman Rockwell, who wouldn’t want to take a day trip to this beautiful place?
So, what are you waiting for? Book your award-winning vacation and enjoy everything the Berkshires, Lenox, and Stockbridge have to offer!