
Back by popular demand, the Gatsby weekend returns to our annual calendar. Come join us in the Berkshires February 28 – March 2nd in the charming town of Lenox MA. This will be a Winter Experience like no other! It will be a weekend filled with live jazz, Glided Age venues and plenty of fun to transport you back to the Prohibition Era.
We will be staying at the Hampton Inn & Suites in Lenox. Each room has two queen beds. This weekend will be packed with lots of activities. During the daytime you have the option to go skiing at Catamount resort, located just over the border in Hillsdale NY. Not interested in the slopes? We will have a scavenger hunt planned that will empower you to explore all the places to see in Lenox.
What makes this trip different than previous ones? We are renting out a Gilded Age Mansion for our exclusive Saturday night party… Ventfort Hall! This building is listed on the National Register of Historic Places! What makes this trip even more exclusive? We can only accommodate 75 people in the mansion. The building is a living museum, and they can only allow so many people into it. Its ongoing renovations only allow a small quantity of people in. As a result, space is limited. Not sold on this weekend yet? See the weekend itinerary below.
You coming….old sport?


Friday – February 28, 2025
Private “Welcome to the Prohibition Era” Party at the Lion’s Den. Located as the “speakeasy” underneath the historic Red Lion Inn in Stockbridge, the Lion’s Den will be entertaining us with classic cocktails, live jazz and plenty of games to be had in their hotel. Dress up and get ready for a fun night!


March 1, 2025
Daytime: Hit the slopes or explore Lenox, you choose! Skiers & riders can enjoy the slopes at Catamount (added fee), just 30 minutes away from Lenox. Never been to the Berkshires? Don’t miss our Scavenger Hunt to explore all the sites!
Nighttime: Get ready for a night to remember as we transform Ventfort Hall into our exclusive Saturday night party! This will be epic!
Cocktails start at 6pm, with a dinner buffet at 7. After dinner, dance instructors Jennifer & Roman (above) will lead the group in a group dance lesson before our live Jazz band comes on stage for the rest of the night where you can dance the night away! Don’t want to dance? Come see your future with our Tarot card reader. Want to explore the Mansion? Take pictures in all it’s glory with fellow party goers!

Gilded Age Mansion Ventfort Hall will be our exclusive private party location Saturday night. |

Your Gatsby Weekend Includes:
* 2 nights hotel lodging at the Hampton Inn in Lenox MA.
* Friday night party entrance at the Lion’s Den speakeasy
* Free Saturday buffet dinner
* Group jazz dance lesson
* Saturday night party entrance to Ventfort Hall with live jazz band
* Free Saturday night van transportation to/from the Marriot.
* On site staff to assist your needs
* All taxes
** Catamount lift tickets are available at an additional cost.
Pricing:
Quad (Two queen beds): $360 per person
Triple: $380 per person
Double: $425per person
There are only 75 spaces available on this trip. So do not hesitate! Click the button below to book your weekend now!