Presented by Marcus Anderson

THE ENCORE EXPERIENCE

January 22-24th 2027

Experience a New Class Of Relaxation & Elegance

*Invite Only*

Tickets for an all-inclusive weekend.

Encore Experience 2027

Encore Harlem Gatsby Formal Dinner

Step into a lavish Harlem Gatsby–inspired evening where Jazz Age glamour meets modern luxury inside the grand estate. Guests will enjoy a decadent formal dining experience complemented by a premium open bar, surrounded by timeless elegance and sophistication.
The night comes alive with soulful jazz performances by Marcus Anderson, alongside a curated lineup of world-class artists—creating an atmosphere of opulence, rhythm, and unforgettable style.

The Venue

The Graylyn Estate

A Masterpiece of History & Luxury

Just moments from downtown Winston-Salem, The Graylyn Estate stands as one of America’s most enchanting historic properties. Originally built in the late 1920s as the grand country home of Bowman and Nathalie Gray, the Norman Revival manor evokes the sophistication of a European estate while remaining deeply rooted in Carolina warmth and tradition.
Today, Graylyn operates as a premier boutique hotel and executive retreat, known for its exceptional service, architectural beauty, and discreet luxury making it the perfect setting for an elevated musical and cultural escape.

What Distinguishes Graylyn

Every detail at Graylyn reflects a commitment to comfort, tranquility, and understated luxury the ideal environment for an immersive artistic retreat.
1900 Reynolda Rd, Winston Salem, North Carolina, United States, 27106

THE EXPERIENCE

Included Guest Experiences

Over the course of three days, guests will enjoy a carefully curated blend of music, culture, cuisine, and connection, including: Exclusive performances from the best and most distinguished jazz/soul artists all from the Carolinas.

Intimate unplugged sessions around the firepit, designed for conversation, storytelling, and raw musical expression.

All-inclusive culinary offerings featuring elevated Southern cuisine and curated beverages.

Late-evening social lounges and after-hours hangs that encourage genuine connection.

A boutique gathering of just 80 guests, ensuring privacy, intimacy, and exceptional service.

Intimate unplugged sessions around the firepit, designed for conversation, storytelling, and raw musical expression.

A refined, immersive atmosphere designed to nourish creativity and restore the spirit.

and more…

Weekend Highlights

The Itinerary

Approximately 5 performances across the 3-day weekend.

Friday, Jan 22

Feel free to arrive early on Friday and take in the beauty of the Estate or explore the local area before check-in. The Estate will notify you if early check in options become available while you enjoy the Estate.

3:00 pm

Graylyn Estate Butler Tour

Enjoy a guided tour of Graylyn Estate’s historic manor house and discover the rich history and legacy preserved within its walls.
Tour for first time Encore Guest (or those who missed the 2026 tour).
4pm-6pm

Encore Weekend Welcome Reception

The evening begins with a welcome with music, accompanied by passed hors d’oeuvres with open beer and wine bar. Please join us as we raise our first welcome toast.
6:45 PM – 10:00 PM

Encore Welcome Dinner and Casino Night

Accompanied by a Musical Backdrop
10:00-11pm

Acoustic Set

An intimate setting with a live acoustic set with Marcus Anderson and Guest.

Live Jazz Performance by Marcus Anderson and Guest Performer

“S’more AND More” – Intimate outdoor gathering blending live acoustic sounds, warmth, and conversation.

Fireside Acoustic Set (heaters provided)

11:00 PM – 1:30 AM

Late Night Experience

A refined after-hours gathering featuring a cash bar, a limited small-bites menu, curated conversation, and a relaxed, upscale lounge ambiance.

Saturday, Jan 23

8:30 AM

MORNING Soul Meditation

Start your morning with AND Coffee and a peaceful, mindful activity to relax and free the soul.
10:30 AM – 12:30 PM

Encore Brunch

An elegant, thoughtfully prepared brunch-one Mrs. Gray herself would surely approve of.
Brunch with unlimited Mimosas and Bloody Marys, accompanied by a live performance by live Jazz Music.
1:00 PM – 1:45 PM

Artist Q&A

An intimate conversation with Marcus Anderson featuring a Surprise Guest.
2:00 PM – 6:00 PM

Leisure at Graylyn Estate

Guests are invited to explore all that the Graylyn Estate has to offer—relax with friends, enjoy your accommodations, or take advantage of the estate shuttle to visit Reynolda Village for shopping, dining, and local experiences.
6:45 PM – 10:00 PM

Encore Harlem Gasby Formal Dinner

A decadent formal dining experience set within the elegance of the estate, featuring a premium open bar.
The evening is highlighted by jazz performances from Marcus Anderson and a lineup of world-class performers.
10:00 PM – 11:00 PM

After-Hang DJ Social

Featuring DJ
A high-energy after-party with great music and an easy, fun vibe.
11:00 PM – 1:30 AM

Saturday Late Night Experience

A refined after-hours gathering featuring a cash bar, a limited small-bites menu, curated conversation, and a relaxed, upscale lounge ambiance.

Sunday, Jan 24

9am-10:30am

“FAREWELL” Breakfast

Send-off Performance with Marcus Anderson
Schedule Notice: Programming, performance times, and event details may be adjusted as needed to enhance the overall Harlem Gatsby experience.

European Touch Spa Package

Pairing dining and day spa pleasures, our European Touch Spa package features a $150 gift certificate to be used on your choice of services at European Touch, a charming day spa in Reynolda Village. (available for purchase, not included).
Cigar smoking is permitted throughout the estate grounds and Manor house, with designated heated outdoor areas available for comfort.
AND Cigars are available for purchase and enjoyment throughout the weekend.

Encore 2026 Photos

Your Weekend Includesj

Artist Panels, Meet and Greets, Meals, Encore Mystery Gifts.

Bottle of Wine

A bottle of wine will be delivered to each guest room on Friday and Saturday for your enjoyment.

Friday Night

Premium open bar service is included during the Welcome Reception and designated Friday evening events.

Saturday Morning

Soul Meditation with a Certified Meditation Practitioner.

Saturday Brunch

Unlimited Mimosas and Bloody Marys included with brunch.

Saturday Night

Premium open bar service is included during designated Saturday evening events.

The ENCORE Speakeasy

After-hours gathering following both Friday and Saturday evening events, featuring cocktails, late-night bites, laughter, and conversation.
Cash bar applies during Speakeasy hours.

Door Butler & Estate Transportation

Enjoy Graylyn’s signature Door Butler Service and complimentary estate shuttle transportation throughout the property.

ENCORE Surprises

Surprise performances, special moments, and ENCORE gifts throughout the weekend.

Premium Suites

Preferred seating
Bottle of wine delivered Friday & Saturday
Two additional Premium Level surprises
ENCORE SWAG
ESTATE SUITES

Estate Suites (Next level under the Premium Suites)

Bottle of wine delivered Friday & Saturday
One additional Estate Level surprise on Friday
ENCORE SWAG
ESTATE ROOMS

Estate Rooms

Bottle of wine delivered Friday & Saturday
ENCORE SWAG
Premium open bar service is available during designated ENCORE events and service hours. At all other times, a cash bar will be available.

Encore Harlem Gatsby Welcome Dinner & Casino Night

Kick off the weekend with a high-energy Harlem Gatsby–inspired welcome night where style, sound, and spirited play take center stage. This immersive evening blends a curated dinner experience with a lively casino atmosphere, set to a dynamic musical backdrop. Guests are invited to mix, mingle, and test their luck in a Jazz Age–inspired setting—bold, glamorous, and designed to spark connection and excitement from the very first night.

Unlimited premium liquor is available only during designated events and designated service hours. At all other times, a cash bar will be offered.

The Harlem Gatsby – Attire Guide

Harlem Gatsby is an elevated musical weekend where style is part of the experience. Guests are encouraged to dress with intention, embracing timeless elegance inspired by the Jazz Age.

Friday Attire Guide

Saturday Attire Guide

Color Palette (Strongly Encouraged)

Men’s Attire

Jazz Age Elegance | Black-Tie Inspired

Optional Accessories

Fedora, newsboy cap, or wide-brim hat
Cufflinks
Vintage or classic timepieces

PLEASE AVOID :Sneakers for formal events, casual jackets, denim, graphic tees (Conservative casual attire is appropriate for Saturday Morning Meditation)

Women’s Attire

Glamorous Jazz Era Chic

Accessories & Styling

Statement jewelry, pearls, or beaded accents
Gloves (optional)
Headbands, feathers, or hair adornments

Hair & Makeup

Bold lips with soft smoky eyes
Waves, curls, or sleek vintage-inspired styles

PLEASE AVOID : Casual sundresses, sneakers for formal events, athleisure, or overly modern casual looks. (Conservative casual attire is appropriate for Saturday Morning Meditation)

Piedmont Triad International Airport (GSO)

An Invitation to Indulge

The Encore Experience is reserved for those who appreciate the finer things — exceptional music, distinguished hospitality, culinary excellence, and moments shared in an extraordinary setting.

This is where elegance meets soul, where history meets artistry, and where every experience feels like a special moment worth repeating.

Welcome to the Encore Experience.

A weekend designed to be savored. A memory designed to last.

Recommended International Airport

Piedmont Triad International Airport (GSO)

Located approximately 26 miles from The Graylyn Estate, GSO is the most convenient international airport for guests traveling to Winston-Salem. The airport offers smooth connections, easy ground-transportation access, and a short, comfortable drive to the estate.
Guests may choose rental cars, black-car services, or rideshare options upon arrival for a seamless transfer to the property.

Frequently Asked Questions

ENCORE 2027

1. What is included in my ENCORE 2027 package?
Your ENCORE experience includes accommodations Friday through Sunday, scheduled meals and brunch experiences, live performances, premium open bar service during designated events, Saturday brunch cocktails, ENCORE programming and activities, estate transportation, in-room wine deliveries on Friday and Saturday, and ENCORE SWAG.
Additional surprises and preferred seating vary by package level.

ENCORE is designed as an all-inclusive luxury weekend experience. Your package includes your accommodations and scheduled ENCORE meals, entertainment, activities, and designated beverage service.

Cash bar purchases, optional food or beverages outside scheduled ENCORE events, Thursday early arrival, Sunday Reprise, and other personal expenses are not included.

All package levels include the core ENCORE weekend experience.

Premium Suite guests receive: Preferred seating, bottle of wine delivered Friday and Saturday, two additional Premium Level surprises, and ENCORE SWAG.

Estate Suite guests receive: Bottle of wine delivered Friday and Saturday, one additional Estate Level surprise on Friday, and ENCORE SWAG.

Estate Room guests receive: Bottle of wine delivered Friday and Saturday and ENCORE SWAG.

Premium open bar service is included during designated ENCORE events and service hours. Friday’s Welcome Reception includes an open beer and wine bar, and Saturday brunch includes unlimited Mimosas and Bloody Marys.

At other times, including the ENCORE Speakeasy, a cash bar will be available.

Please refer to the two ENCORE attire picture guides for inspiration, ideas, and guidance for our Friday and Saturday evening experiences.

During the daytime, we encourage you to stay within the weekend’s suggested color palettes, but remember—ENCORE is luxury with a laid-back feel. Feel free to be comfortable and cozy as you move throughout the Estate and enjoy our various daytime events.

And pack for a little leisure time, too. Graylyn offers beautiful spaces to walk or run, places to exercise, and bicycles for exploring the Estate.

Friday evening features Jazz Age Elegance, while Saturday evening is Black & White — Upscale Gatsby-Inspired Formal Attire.

Yes. Graylyn provides complimentary estate transportation throughout the property, including transportation between ENCORE event locations.

Guests may also check with the Graylyn Concierge about arranging transportation to nearby Reynolda Village for shopping, dining, and other experiences, as well as information and arrangements for spa services.

Absolutely. Many ENCORE guests arrived early, stayed late, or did both in 2026—and many are already planning to do so again in 2027.

Guests may add Thursday for Arrive & Unwind and/or extend their stay Sunday for Sunday Reprise, based on room availability. Additional room nights are booked through your dedicated Graylyn Concierge and are at the guest’s expense.

These are intentionally unscheduled leisure days—no agenda, no programming, just more time to enjoy Graylyn and your ENCORE jazz family.

Yes, but payment-plan options become more limited as we get closer to ENCORE.

At this time, new package purchases are eligible for a three-month payment plan. October 15 is the final day to begin a payment plan. After October 15, all new ENCORE packages must be paid in full at the time of purchase.

All ENCORE sales are final and non-refundable. Guests using a payment plan must complete all agreed installment payments or their package may be forfeited without refund.
Packages may be transferred to another person up to two weeks before the event, subject to approval and confirmation from the Marcus Anderson team.

The complete ENCORE 2027 itinerary and artist lineup will be released by the end of fall before you head into the holiday season.

Until then, we’ll continue sending our monthly ENCORE newsletters with exciting updates and important information. Registered guests will also be contacted directly regarding any important updates or information they need to know.

Copyright © 2026 The Encore Experience . All Rights Reserved.