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

 

Journeys End Lodge – Berkshires Gay Lodge

Author: , November 4th, 2017

Journeys End Lodge - Berkshires gay lodge

Many reasons will bring you to the Berkshires:

  • study
  • work
  • reunions at Williams or MCLA
  • the appreciation or practice of arts
  • business
  • adventure tourism comprising motorcycling, bicycling, kayaking or hiking, skiing,
  • and golf

Journeys End Lodge can be your home base in the Berkshires from which you comfortably pursue your objectives. Each morning, you’ll enjoy a fresh, homemade breakfast following which you can fulfill your day’s calendar and return to the warmth and comfort of the Lodge.
An Adirondak Great Camp log home with modern-day amenities, Journey’s End Lodge provides an intimate venue for business and social meetings; where artists can display and musicians can rehearse their art; and, where any tired traveler can rest.

We’re 20 minutes from Jiminy Peak and Mount Greylock in the Berkshires, and 40 from Mount Snow and the skiing, mountain biking, hiking and spectacular views each affords. Journey’s End Lodge is ideally situated for motorcycle tours tracing Vermont or Berkshire mountain roads and we are but a brief drive to your choice of golf or kayaking experience.

At the end of your day and at home at Journey’s End Lodge, relax with your family and friends in our Great Room and enjoy the coffee, hot chocolate and homemade pastries we provide.

Amenities include:

  • Queen or full size bed suites, each with its private bath
  • A Master bed-room suite with heated Jacuzzi tub and Wi-Fi enabled TV
  • Wi-Fi throughout
  • Complimentary tea, coffee and hot chocolate with homemade pastries
  • Wine glasses/bottle opener
  • Ceiling fans in each room
  • Hairdryer
  • Iron and ironing board

When you visit the Berkshires, come stay with us at and enjoy Journey’s End Lodge in Williamstown.
Visit our website to see a detailed description and photographs of Journeys End Lodge and to make your reservation.

See the Journeys End Lodge Expanded Listing on Purple Roofs Here

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

Kemble Inn – Lenox Gay Bed & Breakfast

Author: , August 11th, 2017

Kemble Inn - Lenox Gay Bed & Breakfast

Periodically we’ll feature one of our properties here to let our readers know about some great gay friendly places to stay:

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.

Half of our rooms have working fireplaces, which makes for romantic winter experiences.

Table Six Restaurant, located within the Kemble Inn, is led by Chef Ron Reda, who ran the White House kitchen while Bill Clinton was in office. Drawing inspiration from legendary restaurants in renowned hotels, you will enjoy our newly restored dining room that evokes memories of a grand parlor.

Linger over cocktails on the covered veranda. Share a romantic dinner or entertain colleagues at the center table, which happens to be the restaurant’s namesake. Savor the pleasures of dining on world-class locally-inspired dishes. The restaurant specializes in prix fixe evening dining experiences in a casually elegant style.

Table Six Restaurant also provides full daily breakfasts for Kemble Inn guests (included in the room rates) which the New York Times has called “the best in the Berkshires.”

We are located about 3 hours north of New York City and 2 hours west of Boston.

See the Kemble Inn Expanded Listing on Purple Roofs Here

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

Wainwright Inn B&B – Gay Friendly Bed & Breakfast in Great Barrington, Massachusetts

Author: , May 11th, 2016

Wainwright Inn B&B

Periodically we’ll feature one of our properties here to let our readers know about some great gay friendly places to stay:

We Welcome You to the Wainwright Inn B&B … the Berkshires Bed and Breakfast originated in 1766, offering personalized service and fine home cooking by the owners; Chris and Barb . Nestled in the heart of the Southern Berkshire region in the town of Great Barrington. Walking distance to the town’s best restaurants, shops, theatres and other attractions.

The Inn is a four season getaway easily accessible from Boston and New York. We invite you to relax in our gracious setting and enjoy the hospitality of a true New England Country Our house was originally built by Captain Peter Ingersoll in 1766 on the site of an older house built in 1720s by his father Moses Ingersoll, and was known as the Troy Tavern and Inn. The colonists undoubtedly met right in our living room, planning their participation in the siege of the British troops in Boston. During the American Revolution, our house served as a fort and colonial armory.

In 1790 the house was bought by David Wainwright, a statesman and state representative. The house became known as Wainwright Hall, and later became home to his daughter Electra and son-in-law Ebenezer Pope. One of their sons, Franklin Pope, remodeled and added our porches.

Franklin Pope was an engineer, inventor, and patent attorney who did extensive work on the telegraph and electrical systems in Great Barrington, assisted by his brothers Ralph and Henry Pope. Franklin Pope with Thomas Edison was co-inventors of the ticker tape. Wainwright Hall, as it was known at the turn of the century, was a tourist destination featuring the best amenities of its day.

Successive owners have added to the charm and the diversity of the Wainwright Inn B&B, keeping it a well maintained Great Barrington Landmark. Come see the Wainwright Inn as it once again serves the traveling public.

See the Wainright Inn B&B Expanded Listing on Purple Roofs Here

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

Wainwright Inn – Gay Friendly Great Barrington, Massachusetts B&B

Author: , May 7th, 2016

Wainwright Inn

Periodically we’ll feature one of our properties here to let our readers know about some great gay friendly places to stay:

Wainwright Inn is a Berkshire Bed and Breakfast nestled in the heart of the southern Berkshire region. Our historic home was originally opened as an Inn and Tavern in 1766.

The Inn is easily accessible from Boston and New York. We invite you to relax in our gracious setting and enjoy the hospitality of a real New England country Inn!

See the Wainwright Inn Expanded Listing on Purple Roofs Here

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

Featured Gay Friendly Accommodations: Staveleigh House Bed & Breakfast, Sheffield, Massachusetts

Author: , June 21st, 2015

Staveleigh House Bed & Breakfast

Periodically we’ll feature one of our properties here to let our readers know about some great gay friendly places to stay.

Rated the number one B&B in Sheffield by Tripadvisor, Staveleigh House Bed & Breakfast is conveniently located on Route 7 in historic Sheffield, Massachusetts. It is the perfect place from which to explore the rich history, natural beauty, and cultural venues of the Berkshire region.

See the Staveleigh House Bed & Breakfast Expanded Listing on Purple Roofs Here

Gay Friendly Bed and Breakfasts, Hotels, and Vacation Rentals in Massachusetts

Featured Gay Accommodations: B&B at Howden Farm, Sheffield, Massachusetts

Author: , April 9th, 2015

B&B at Howden Farm

Periodically we’ll feature one of our properties here to let our readers know about some great gay friendly places to stay.

Located three miles below the village of Sheffield Massachusetts, in the Berksires, the Bed & Breakfast at Howden Farm is convenient to the many enriching outdoor and cultural activities that the Berkshire Hills area of southwest Massachusetts is famous for. From the symphonies of Tanglewood to the antique shops, from hiking the mountain trails and fishing on the nearby Housatonic River to the abundance of fine dining throughout, the B&B at Howden Farm and the Berkshires offer a rich palette of opportunities for every visitor.

See the B&B at Howden Farm Expanded Listing on Purple Roofs Here

Gay Friendly Bed and Breakfasts, Hotels, and Vacation Rentals in Massachusetts

Featured Gay Friendly Accommodations: Berkshires Shirakaba Guest House, New Ashford, Massachusetts

Author: , March 8th, 2015

Berkshires Shirakaba Guest House - New Ashford, Massachusetts

Periodically we’ll feature one of our properties here to let our readers know about some great gay friendly places to stay.

Gay Friendly Guesthouse in New Ashford, Massachusetts – 21+ private acres, gazebo, indoor swimming pool, Saunatech sauna, hot tub, only 2 suites on property optional 6 course Japanese dinner events, optional massage services.

See the Berkshires Shirakaba Guest House Expanded Listing on Purple Roofs Here

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

Featured Gay Friendly Accommodations: Garden Gables Inn, Lenox, Massachusetts

Author: , September 24th, 2013

Garden Gables Inn - Lenox, MassachusettsPeriodically we’ll feature one of our properties here to let our readers know about some great gay friendly places to stay.

Gracious Lenox B&B with 4-Star Amenities: The charm of colonial New England set back on five quiet acres, yet just steps from Lenox Village and Tanglewood. 15 guest rooms and suites – many with fireplace, porch, jetted tub – updated with the 4 star amenities of today. Personalized service. Dedicated massage and facial treatment room. Swim (in summer) in the 70-foot heated pool.

See the Garden Gables Inn Expanded Listing on Purple Roofs Here

Gay Friendly Bed and Breakfasts, Hotels, and Vacation Rentals in Lenox

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.