Fall has officially arrived with all her glory. It’s simply the best season for all things style and fashion.
We’re excited to share 5 inspirational events open to anyone in our community. Some are in-person, others are being held on Zoom.
All are being led by authors and style experts and are designed to help you embrace the days ahead with more confidence, energy and joy.
Please choose what works for you. Enjoy!
— The Dressing Well Team
The Art of Dressing Well with Mary Lou Andre
Needham Community Education Special Event
September 29th
6:30-8:00 PM ET
Join Mary Lou on Tuesday, September 29th from 6:30-8:00 pm at Wingate Residences in Needham, MA for a special celebration of our highly effective Dressing Well Method.
Get into a fall state of mind with a high-energy demonstration of our 5-step system. Discover how easy everyday style can be with these timeless principles.
We’ll gather in the beautiful library of Wingate’s newest property, Wingate East. Appetizers and cocktails will be served courtesy of Wingate. Everyone who attends will receive a signed copy of Mary Lou’s book, Ready to Wear: An Expert’s Guide to Choosing & Using Your Wardrobe.
The all-inclusive fee is $35. We look forward to a motivational and uplifting evening!
Dressing Well Insiders
Annual Fall Closet Jam
October 3rd
10 AM-12 PM ET
Live On Zoom
Our Fall Closet Jam with Senior Stylist Sarah Zengo returns on Saturday, October 3rd from 10–12 ET on Zoom.
It’s one of the most popular benefits of our Dressing Well Insiders program for good reason. It gives you dedicated time on your calendar to step into your closet and reset for the season ahead with Sarah guiding you every step of the way in real time. Join from anywhere in the world—all you need is Zoom!
The results—and the positive and welcoming energy of this community—will wow you.
Not an Insider yet? Join today and jam with Sarah and your new fashion besties on October 3rd. Your closet (& spirit!) will thank you.
The LifeStyle Collective:
The Science Behind Your Best Fashion Colors
October 15th
12 PM – 1 PM ET
Live On Zoom
Now in its second year, The Lifestyle Collective is a unique monthly group mentorship experience personally led by Mary Lou Andre, blending personal style with wellness, beauty, and empowered living.
Each month we invite a top expert in fashion, beauty, wellness, or lifestyle to lead a masterclass. We’re excited to welcome Color Me Beautiful certified colorist Tara Dufour as our October guest speaker.
This is more than a program—it’s a lifestyle shift. Members also receive priority access to special events, including our annual retreat at Canyon Ranch in Lenox, MA.
If you’re looking for a community to explore living your best life right now, this is the place for you.
Dressing Well Speaker Series:
An Evening with Hank Phillippi Ryan
October 29th
7 PM-8 PM ET
Live on Zoom
Many of you know Hank as an award-winning investigative reporter at WHDH-TV, Channel 7 here in Boston. Her work has resulted in new laws, felons sent to prison, homes removed from foreclosure, and millions of dollars in refunds and restitution for victims and consumers.
She’s also been a radio reporter, a legislative aide in the United States Senate and an editorial assistant at Rolling Stone Magazine.
Yet it’s Hank’s pivot into writing crime mystery thrillers 20 years ago that has given her a serious dose of next chapter fun and accomplishment.
Join Mary Lou for an intimate conversation with Hank while also celebrating her 17th novel, Mother, Daughter, Sister, Stranger. Purchase your copy wherever you get your books. It is also available as an audible download.
Note: Members of all our group programs attend for free and will receive the Zoom link the week of the event. Anyone can join the conversation by donating $35 to The Dressing Well Charitable Foundation. You will be registered for the event upon donating. A great night for a great cause!
Dress for Success Boston
25th Anniversary Gala
Featuring Special Guest
Elin Hilderbrand
Mandarin Oriental Hotel, Boston
November 10th
6 PM-9 PM ET
Finally, celebrate 25 years of empowering 20,000+ women at Dress for Success Boston’s gala, an inspiring evening of impact, connection, and purpose.
This milestone event will bring together community leaders and supporters for a night of inspiration, connection, and celebration.
Guests will gather at the luxurious Mandarin Oriental, Boston for an elegant evening featuring a cocktail reception, live entertainment, a seated multi-course dinner, and an inspiring program that includes a fireside chat with bestselling author Elin Hilderbrand.
Tickets are available for $250/each. We’ll be there. Hope to see you too!
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