Top Reasons to Visit the Berkshires in September

You may call it September, but we call it the insider’s secret to a perfect vacation in the Berkshires. If you’re looking for a relaxing escape from the city or planning a romantic getaway, then the transition from summer to fall is a wonderful time to visit our bed and breakfast near Lenox, MA. Not only will you be greeted with exceptional accommodations, a delicious daily breakfast, and gracious hospitality – but you’ll get to enjoy all of the top attractions our area has to offer. It’s the perfect time to squeeze in a trip between the crowded summer season and fall color craziness.


Discover the Joys of the Berkshires this September

We’re always sad when Tanglewood season ends, but just because it’s over doesn’t mean that the Berkshires aren’t still a fantastic place to visit – you’ll even find a few perks! Not only do the perfect temperatures still allow you to enjoy the outdoors, but September in the Berkshires is far less crowded; allowing for more space at local restaurants, shops and attractions, plus you’ll even find lower rates at our Lenox area hotel. There’s plenty to look forward to during a late summer getaway near Stockbridge, so start planning your relaxing Massachusetts vacation today.


Couple shopping in Stockbridge

Visit Shops and Museums Without the Crowds

The location of our romantic inn is conveniently close to all of the fun places to go near Lee, MA. It offers easy access to all of the upscale shops, specialty stores, antiques malls and galleries in our quaint town. Nearby, you’ll also find botanical gardens, historic homes, as well as first-class museums – all of which are much easier to maneuver through without so many tourists in town.


Couple having a romantic dinner in Lee, MA

Dine at the Best Restaurants Without the Wait

Whether you’re looking for a casual pub to enjoy with friends, or a fine dining restaurant for a romantic rendezvous – you’ll find it in our historic town. Check out our recommended restaurants in Lee, MA and the surrounding areas. We’re always happy to personally recommend a great place to eat and help with reservations if necessary!


Berkshire theater in Lee MA

Enjoy Live Entertainment from Great Seats

Even though Tanglewood events will be over, there will be still plenty of options to enjoy local live performances at Berkshire theaters. So as the Boston Symphony Orchestra heads back home from their summer stint, you can get out of the city for a little quality entertainment and a lot of relaxation.


Couple hiking in the Berkshires top trails

Get Outside for Fun Activities

September is the perfect time to experience all of the outdoor things to do in Massachusetts – especially with the beauty of the leaves just starting to turn in the backdrop. Hiking or biking through any of the several state forest areas is ideal because it’s not too hot, though it’s still warm enough to be on the water to enjoy canoeing, kayaking or fishing. September is truly that sweet spot between Tanglewood and the fall frenzy for outdoor lovers.


Top hotel with pool in the Berkshires

Soak Up the Sun and the Stars

Since the days are still warm, you’ll be able to get some time in by the pool at our English-Style country house. We keep it heated for those who feel compelled to go for a dip. And with evening temperatures starting to cool off, it’s a wonderful time to soak up the night sky by the outdoor fire pit. It’s best enjoyed with either our complimentary cookies and hot chocolate or with the cognac and cordials available to all guests in our living room.


Clean room at Berkshire bed and breakfast

Take Advantage of Our Low Rates

Not only is September the most relaxing time of the year to visit, it’s also the most affordable one. Skip the regular hotels in Massachusetts, and opt to stay at our affordable bed and breakfast during your midweek escape from Boston, New York, or Philadelphia. If you’re planning to celebrate a special occasion, we offer a variety of specials and packages to help make planning easy.

We look forward to hosting you during your visit to the Berkshires this September!

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