Kemble Inn – Berkshires Gay Bed & Breakfast

Author: , February 27th, 2019

Kemble Inn - Berkshires Gay Bed & Breakfast

A casually luxurious boutique hotel set in an historic mansion and tastefully decorated with Ralph Lauren contemporary design, the Kemble Inn has been under gay-ownership since 2010. We are changing the scene in Lenox and the Berkshires with choice lodging, dining, and entertainment options for year-round visitors. We regularly update and renovate we prepare for an ultimate re-branding of the product to be known as The Frederick.

In the meantime, though, we offer quality services and comfort-oriented experiences in the world-class destination of Lenox, Massachusetts, which is easily reachable from the Boston and New York areas either by a short drive or by public transportation.

From our veranda, patio, and dining room guests can enjoy an every-day all-season panoramic view of the Berkshire Hills on Western Massachusetts. On summer evenings when fireworks are light the sky after a Tanglewood concert we have the ultimate view looking down the hill to the Stockbridge Bowl where they take place.

See the Kemble Inn Expanded Listing on Purple Roofs Here

Berkshires Gay Friendly Bed and Breakfasts, Hotels, and Vacation Rentals

Gateways Inn – Berkshires Gay Friendly Bed & Breakfast

Author: , October 8th, 2018

Gateways Inn - Lenox

The Gateways Inn & Restaurant, located in the heart of Lenox, MA, will take you to another time and place with its incomparable charm. The elegance of the Procter Mansion, paired with the hospitality of Innkeepers Michele & Eiran Gazit, will surely make your stay more enjoyable. Our eleven luxurious guestrooms seamlessly join the charm of the past with the conveniences of modern amenities.

To ensure your privacy, each of our guestrooms have private en-suite bathrooms. All of our rooms feature telephones, cable TV, complimentary WiFi, central heat and air conditioning, hair dryers, irons & ironing boards and plush bathrobes & slippers. A full, European style breakfast is included in the room rate and is served daily in our elegant private dining room or in our sun drenched enclosed terrace.

See the Gateways Inn Expanded Listing on Purple Roofs Here

Berkshires Gay Friendly Bed and Breakfasts, Hotels, and Vacation Rentals


Gay Travel: Dream Time In The Berkshires

Author: , July 27th, 2015

Berkshire Hills

This April, my first return visit to the Berkshires of Western Massachusetts in nearly 25 years began with me, my belle Beth and local friends Dr. Tom Kaegi and Kathy Corkins being chauffeured in a limo up a remote mountain road to find a former bordello and speakeasy recommended to me by an insider as “the center of the universe in the middle of nowhere.” If that sounds like a strange coordinate for your Berkshires family trip, rest assured, the all-welcoming, kid-friendly, gay-owned Dream Away Lodge is your definitive off-the-beaten path beacon.

Hidden on a mountaintop above historic Becket (best known for pioneering dance school and performance center Jacob’s Pillow), the Lodge–or “Brigadoon” as owner Daniel Osman calls it–is not for overnight stays (yet), but certainly for dreaming with eyes wide open.

While attending Williams College in the mid-1980’s, an hour north of Becket in Williamstown, I romped the Berkshires far and wide, but never knew of the Lodge. That’s probably a good thing. Given my psylocybic proclivities back then, I’d likely have squatted there permanently, penning incoherent poetry while fathering a pack of wild animals.

By Jeff Heilman – Full Story at Passport | Berkshires Gay Travel Resources

Massachusetts – The Gay Berkshires

Author: , January 14th, 2013

Matthew WexlerI am abandoning it all–the work, the dog, and the heavy air of city life and heading for the Berkshires. This land of dance and drama, art and architecture, is like nowhere else in the United States. Bucolic hills give way to villages dotted with boutiques and cafes, and sequestered amid the lush fields and restored mansions I am about to discover a gay culture that manages to seamlessly blend into the fabric of everyday life.

For this New Yorker, getting to the Berkshires is a vacation in and of itself. It’s just Edith (the name I have given to my GPS, christened after turn-of-the-century novelist and local resident Edith Wharton), me, and the highway. First settled by the English after the French and Indian War in the mid-18th century, the Berkshires later blossomed as a respite for the elite during the Gilded Age. Summer cottages like Ventfort Hall (if you consider 28 rooms and 17 fireplaces a cottage) and The Mount were constructed as summer homes. It was an era of lavish recluse, but also of industrial turmoil–one that has echoed through the decades. Meanwhile, the arts established a regional identity that keeps second homeowners and tourists coming back regardless of the political or economic climate.

Edith calls it Route 20, but she really means Jacob’s Ladder Scenic Byway, the winding rural road that leads to the nation’s premier dance festival and my first stop, Jacob’s Pillow. A visit to “The Pillow,” as it’s commonly referred, offers performances from an international array of companies in a breathtaking natural setting. Director of Preservation, Norton Owen says, “From the 1930s until today, the Pillow has been reaching out to individuals. Shawn would talk about his dance, then move into the realm of a lecture or demonstration without the formality–there was a spirit of welcoming people in and we want to keep this alive. It’s the secret to what people respond to.”

Authored By Matthew Wexler – See the Full Story at Passport Magazine

Click here for gay travel resources in Massachusetts.