Seven Hills Inn

Guide to Gay Friendly Hotels in Berkshires, MA (2024 Updated)

Search and book Lesbian and Gay friendly hotels Berkshires, MA.

Lesbiangaybisexual and transgender (LGBT) rights in the United States have evolved in recent decades. However, LGBT Americans may still face some legal and many social challenges not experienced by non-LGBT residents, particularly in states with large conservative populations, such as in the Deep South; in rural areas; and in some Native American tribal nations.

U.S. federal law does not explicitly include protections against discrimination on the basis of sexual orientation or gender identity. In June 2020, the U.S. Supreme Court ruled that sexual orientation and gender identity are included under “sex” as a prohibited ground of employment discrimination in the Civil Rights Act of 1964.

Lesbian, gay, bisexual, and transgender (LGBT) people in the U.S. state of Florida may face legal challenges not experienced by non-LGBT residents. Same-sex sexual activity became legal in the state after the U.S. Supreme Court’s decision in Lawrence v. Texas on June 26, 2003, and same-sex marriage has been legal in the state since January 6, 2015.
Lesbian, gay, bisexual, and transgender (LGBT) persons in Massachusetts have the same rights and responsibilities as cisgender heterosexuals. The U.S. state of Massachusetts is one of the most LGBTfriendly states in the country.
Berkshires has a long history of being a  gay friendly town and in downtown we can find a few gay friendly bars as well as Waterworks Pub Clinton Street Pub &  Oh Bar are the most famous gay friendly bars in Berkshires, MA
The Berkshires is a rural region in the mountains of western Massachusetts dotted with villages and towns. A popular vacation destination, it’s known for outdoor activities, fall foliage–viewing, a farm-to-table food scene and thriving arts institutions. Renowned annual festivals include the Boston Symphony Orchestra’s residency at Lenox’s Tanglewood Music Center.

Top attractions to visit in Berkshires

1. Birchwood Inn 4* – Gay Friendly Hotels Berkshires

Birchwood Inn
Birchwood Inn

This bed and breakfast in the scenic Berkshires boasts uniquely styled guest rooms, each with a private bathroom. Hiking and bicycle trails in Kennedy Park are just 1.6 km away.

Rooms at the Birchwood Inn feature free Wi-Fi access and a seating area. They are decorated in bright colours, wood floors, and plush bedding. Select rooms have a fireplace or a TV.

Guests can relax on the large terrace or in the library at the Birchwood B&B. Concierge services and daily newspapers are also available.

Enjoy a full country breakfast, including dishes like apple pancakes, fresh fruit, and homemade breads, served in the dining room. Afternoon tea and pastries are also offered.

In an 18th-century building amid trees, this relaxed inn with an English theme sits along Route 45. It’s 2 miles from Temple Mountain and 4 miles from the Sheldrick Forest Preserve.

The 3 homey, individually decorated suites come with Wi-Fi access, TVs and DVD players, as well as mini fridges, Keurig coffee makers and private bathrooms; 1 adds a microwave, a fireplace and a private entrance, while another has a separate living room.

There’s a British-style restaurant with a pub.

Escape your everyday worries at our Romantic Berkshires bed and breakfast. Relax by a fire in the Library or on our porch in one of our rocking chairs and then stroll down the hill to the Historic Lenox Town Center where you will find a variety of high quality restaurants for lunch and dinner and a boutique shopping experience.

Complimentary afternoon tea and “the best breakfast in New England” await you every day at The Birchwood Inn. The rooms are individually appointed at different price points, but all rooms have cable TV and climate control. Our Lenox bed and breakfast is that romantic getaway you’ve been waiting for and we are waiting to welcome you!

My partner and I chose to stay here and we were very pleased. Our large suite on the second floor was very comfortable and homey with a wood burning fireplace. The grounds were nicely landscaped, and the house was warm and inviting. The breakfasts were delicious, and the staff was welcoming and attentive. The innkeeper, Dave, was especially solicitous and helpful.

The Berkshires has very limited accommodations for gays, but we found this Inn to be very friendly and accommodating, and recommend it to everyone.

The ‘Dewey’ room we stayed in was absolutely beautiful. It was a very large room with every amenity. We ate breakfast each morning in our room, in order to distance from others. Breakfast was so delicious and every detail was thought of!

The location of the inn is outside of busy Lenox, but just up the road. A perfect location. We hiked in Kennedy Park (more of a walk than a hike) and enjoyed everything that Lenox had to offer.
We cannot wait to visit the Birchwood again! What a gem.

Debbie and Tom were the most accommodating of innkeepers and made our stay so comfortable and pleasant, starting with upgrading our room because the cable wasn’t working in the room we had originally booked. They provided amazing breakfasts, sensational sweet treats at tea time and beyond, and were on hand for small talk and suggestions as needed.

Gay Friendly Hotels Berkshires
Gay Friendly Hotels Berkshires

How much does a room costs at Birchwood Inn ?

Prices start 255$/night for Classic King Room. The Deluxe King Room is  360$/room per night with breakfast included – if coming on a honeymoon this is the perfect choice for gay couples.

This room features a seating area, mountain views, and a private bathroom. Some accommodations have a bathroom opposite the room.

Where to book online– Birchwood Inn – Gay Friendly Hotels Berkshires MA  – you can find the best hotels deals in Birchwood during Provincetown Pride Parade   which is celebrated with much enthusiasm in Birchwood on or or and see more reviews on TripAdvisor.


2. Courtyard by Marriott Lenox Berkshires 3* – Gay Friendly Hotels Berkshires

Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires

Located in Lenox and with Tanglewood reachable within 5 km, Courtyard by Marriott Lenox Berkshires provides express check-in and check-out, rooms, a fitness centre, free WiFi throughout the property and a bar. The property is around 5 km from Tanglewood Musical Center, 7 km from Kripalu Center for Yoga and Health and 5 km from Tanglewood Musical Center. The hotel features a hot tub and a 24-hour front desk.

Guest rooms will provide guests with a microwave.

Guests at the hotel can enjoy an American breakfast.

In a leafy area off US-20, this contemporary hotel is 2 miles from the Pleasant Valley Wildlife Sanctuary, 3 miles from Bousquet Ski Area and 6 miles from The Mount, author Edith Wharton’s estate.

Bright rooms feature free Wi-Fi and flat-screen TVs, plus microwaves, mini fridges, and tea and coffeemakers. Upgraded rooms and studios add sofabeds.

Parking is complimentary. There’s a casual restaurant/bar; breakfast is available. Other amenities include a BBQ area/fire pit and a convenience store, along with a gym, an indoor pool and a hot tub.

Centrally located in the heart of the Berkshires! Courtyard Marriott Lenox Berkshire was built in 2017 and features mountain and forest views, The Bistro restaurant, bar, Starbucks, free wi-fi, patio, fire pit, indoor pool with Jacuzzi, spacious lounge, fitness center, in-room micro fridge and microwave, electric car charging station, laundry room, event space and catering!
Join us in the heart of the Berkshires Close to historic downtown Lenox, Tanglewood, Jacob’s Pillow, Norman Rockwell Museum, performing arts centers, hiking trails, skiing and much more!
This is a fairly new hotel and was very nice. It is a very convenient location to see all the sights in Lenox, Stockbridge, Lee and Pittsfield. There is a cafe where you can get meals and also a shop to pick-up things to make in your room with the microwave.
The hotel location is extremely convenient for getting to Tanglewood. Since it is off a major highway, the location is also convenient for getting to other Berkshire attractions.
The location was very convenient to our weekend activities – museums, a little hiking, and just general getting a taste of the Berkshires. There is a full breakfast available (for a price) in the morning, and a bar and limited dinner menu in the evening. (We did not use the area in the evening, but our breakfast was delicious!)
Our room was very large – something I appreciate when you have several sharing a room because it allows a little reading space, a little tv space, etc. I would like to see another chair and/or a little table off to the side for snacks. There was plenty of room for the extra rollaway bed we requested.
We were there in cooler/dampish weather, so did not make use of the fire pit/ outdoor seating, but I bet this is popular in warmer seasons.
The front desk gave us a list of local restaurants and one of the groupings is includes vegan / vegetarian friendly offerings.
We enjoyed spending three nights here in the Berkshires. It was a nice hotel and convenient location to tourist attractions and walking trails. A bonus was a fire pit outside the hotel where you could light the fire and relax. The housekeeping staff was good, right on top of things. We thought the room had an odd layout, and did not like the half shower door because water splashed on the bathroom floor.
But for a place to sleep, it was fine. Our only disappointment was their Bistro. We thought we might actually eat breakfast or dinner there, but the selection was very poor. We ended up finding a good breakfast place right across the street, called On A Roll Cafe. We found good dinner places nearby as well.
Gay Friendly Hotels Berkshires MA
Gay Friendly Hotels Berkshires MA

How much does a room costs at Courtyard by Marriott Lenox Berkshires ?

Prices start 130$/night for King Room with Sofa Bed. The Deluxe King Guest Room is  159$/room per night with breakfast included – if coming on a honeymoon this is the perfect choice for gay couples.

This double room has a microwave and air conditioning.

Where to book online – Courtyard by Marriott Lenox Berkshires – Gay Friendly Hotels Berkshires MA  – you can find the best hotels deals in Berkshires during Massachusetts Fairs and Festivals  which is celebrated with much enthusiasm in Berkshires on or or and see more reviews on TripAdvisor.


3. Seven Hills Inn 4* – LGBT Friendly Hotels Berkshires

Seven Hills Inn
Seven Hills Inn

Featuring a seasonal outdoor swimming pool, garden and views of pool, Seven Hills Inn is located in Lenox, 5 km from Tanglewood. With free WiFi, this 4-star inn offers a concierge service. The property is non-smoking and is set 5 km from Tanglewood Musical Center.

All units are equipped with air conditioning, a flat-screen TV with satellite channels, a fridge, a coffee machine, a shower, a hairdryer and a desk. At the inn every room is fitted with a wardrobe and a private bathroom.

A à la carte breakfast is available daily at Seven Hills Inn.

n a Victorian manor house set on 27 acres of landscaped gardens and lawn, this sophisticated B&B is less than a mile from The Mount, Edith Wharton’s Home, and 2 miles from the Ventfort Hall Mansion and Gilded Age Museum. Highway 7 is less than a mile away.

The rooms range from warmly decorated to sophisticated and offer cable TV and sitting areas. Some have garden views, kitchenettes, and/or antique furniture.

Hot or continental breakfast is served. Other amenities include an outdoor pool, a patio with seating, and a polished sitting area with an ornate fireplace.

Seven Hills, set on 27 acres of lush lawns and stunning gardens, is ideal for year round vacations, romantic getaways, destination weddings, family reunions and corporate events. This Gilded Age Mansion, located in the heart of the Berkshires, invites you to enjoy the luxuries of a time long since passed. With a comprehensive renovation underway, we look forward to introducing the re-imagined Seven Hills in the late winter of 2019.
Escape to the country, stroll down wooded lanes, bask in the sun, lounge at our pool, enjoy a delicious breakfast and vistas from our expansive blue-stone patio, watch leaves turn magnificent colors, snuggle up by our fireplace during the cooler months, picnic on Tanglewood’s lawn just across town, tour Edith Wharton’s estate, The Mount, right next door, gaze at star-crossed lovers at Shakespeare & Company, just down the road, wonder at dancers floating in air at Jacob’s Pillow Dance Theatre, just minutes away, or marvel at the master’s works at the Norman.
Just returned from a wonderful weekend at the Seven Hills Inn in Lenox. Stayed in the Terrace Building which has kitchenettes, which is so beneficial right now. The inn does a good job with health & safety – with PPE at the front desk, grab & go breakfast and no housekeeping during your stay. I would have liked to see hand sanitizer in the room, but luckily we brought with us.
The grounds are beautiful and the public rooms in the Manor House provide a lovely spot for sitting to have coffee in the morning, relaxing in the afternoon or a perfect pre-dinner place for a cocktail. The front desk manager, Kiley, is great – very attentive and helpful. So many outdoor activities in the Berkshires, foliage is gorgeous, wonderful restaurants nearby.
We had a very nice stay at Seven Hills. We stayed in the Carriage House; our room was pleasant and the bed was very comfortable. We loved that the windows in the room opened, and on hotter days, the window A/C unit served us well. There wasn’t a closet so I couldn’t hang up my dresses, and the toilet could have used a more thorough cleaning, but the overall feel of the room was comfortable, contemporary and clean.
They are leanly staffed, but the staff members we interacted with were friendly.
This is a charming, comfortable, classy inn – the price when we stayed over a holiday weekend was unbelievably low. I absolutely recommend.
The inn and grounds are splendid – beautiful sitting and dining room, guest rooms with comfy beds and ample space, manicured grounds perfect for a walk. The location next to Edith Wharton’s beautiful home is great. Staff are also super friendly. The only odd thing is that for certain guest rooms, heat is controlled by a different room so you can’t guarantee your climate. But otherwise it was perfect – clean, refurbished and in great shape. If you’re headed to the Lenox area this is a great place to stay.
Gay Friendly Hotels Berkshires MA 
Gay Friendly Hotels Berkshires MA

How much does a room costs at Seven Hills Inn ?

Prices start 112$/night for Standard King Room. The Deluxe King Guest Room is  130$/room per night with breakfast included – if coming on a honeymoon this is the perfect choice for gay couples.

Where to book online – Seven Hills Inn – Gay Friendly Hotels Berkshires MA  – you can find the best hotels deals in Birchwood during Massachusetts Fairs and Festivals  which is celebrated with much enthusiasm in Birchwood on or or and see more reviews on TripAdvisor.


by Sorin

Sorin is a freelance travel writer. He is an experienced travel writer and traveller. Since 2012 he explored more than 60 countries on 4 continents: Asia, Europe, Africa and North America. Currently is based in Romania after spending the last 7 years in Myanmar.