The exquisitely renovated 19th-century Rogers House, now known as The Crest, offers versatile indoor and outdoor event spaces showcasing historic preservation and modern amenities. The Crest offers a charming outdoor setting for events, featuring lush gardens and a stately brick patio covered by twinkling lights, complemented by a selection of charming indoor gathering spaces. 

The main house offers 4,500 square feet for preparation space or hosting smaller and more intimate events, as well as a full bridal suite for weddings that encompasses the entire second floor of the beautifully restored historic home. The adjacent Carriage House offers an open 3,000 square feet of space to completely customize for your needs.

Key highlights for corporate events include its prime downtown location, private meeting rooms, and audiovisual services. The Crest also offers in-house catering through Mint & Magnolia and on-site parking for up to 70 cars. 

Located in the eclectic Industry Hill neighborhood, Robert Hall is a multipurpose event space and catering kitchen steeped in history. Its high ceilings, exposed brick walls, and ornate fixtures create a warm and inviting atmosphere. Robert Hall features five boutique Airbnb rooms, "The Huntley House," for overnight guests and three distinct event spaces: 

• A 2,500-square-foot space on the second floor, Capone’s Bar features natural lighting, a period-inspired tin ceiling, and an authentic 1920s mahogany bar said to be from one of Al Capone's hangouts. It’s perfect for 60 seated guests or 100 guests in a cocktail-style setting.
• Encompassing a 2,500-square-foot first-floor space, The Vault highlights an original industrial aesthetic with gray block walls, brick columns, and an exposed sawmill plank wood truss ceiling. It connects to a 700-square-foot fully equipped commissary kitchen and can host up to 120 guests for seated events.
• The Garden features a 2,100-square-foot outdoor patio with two outdoor fireplaces, lush landscaping, and entertainment areas. It can also accommodate up to 120 seated guests. 

Downtown Winston-Salem also boasts the grandeur of the Millennium Center, a Neoclassical architectural gem built in 1906. This former post office and federal building features captivating elements, including original mailboxes, a former federal courtroom, and even old jail cells. 

Currently undergoing a multimillion-dollar renovation, this elegant three-story, 72,000-square-foot venue in the Downtown Arts District serves as a stunning backdrop for larger events, boasting ornate detailing and vast halls that can house up to 1,500 guests. 

The venue also offers event planning, on-site catering, extensive decor options, and audiovisual services. Its Grand Ballroom can host up to 350 seated guests and boasts 20 crystal chandeliers, maple hardwood floors, and original brick columns. 

Exuding rustic charm and modern amenities, WinMock at Kinderton is a beautifully restored 1920s dairy farm perfect for events. Featuring nearly 5,000 square feet of flexible space, The Loft evokes the sensation of being in the inverted hull of a great vessel with its soaring wooden beams that make a statement. 

Complementing its historic charm, the property also offers captivating outdoor spaces – the East and West Terraces – with seating for up to 300 guests.

Built upon historic tobacco warehouses, Innovation Quarter houses iconic meeting spaces. Bailey Power Plant boasts several innovative meeting spaces inside a redeveloped landmark building. The Crane Room at Turbine Hall features a large, open area that accommodates up to 300 people, as well as four meeting rooms. This eye-catching venue also incorporates two shipping-container like-pods with flexible seating for up to 25 people. 

Bailey Park's 1.6 acres of dynamic urban green space are popular for outdoor events and team-building activities, featuring a natural amphitheater and a covered stage. Located just around the corner, Wake Forest Biotech Place offers a dedicated conference center featuring 15 rooms, including a 120-person auditorium, five meeting rooms, six boardrooms, and a four-story, 7,500-square-foot atrium with a 14-foot video screen. It is ideal for gatherings of up to 500 guests, but is even bigger and better when paired with nearby spaces. Together, Innovation Quarter and Bailey Park come together to co-host many medium and large citywide events like the annual Juneteenth Festival and Gears & Guitars Festival and Cycling Classic. Other smaller events in the park include summer movie screenings, Summerlark Music Festival, and the Sunset Salutations yoga series.

The Arts Council of Winston-Salem and Forsyth County operates a dynamic 75,000-square-foot campus, which includes the Milton Rhodes Center for the Arts. It’s home to the 300-seat premier black-box Hanesbrands Theatre, featuring a jaw-dropping two-story mirrored mural by Jimmy O'Neal in its lobby. 

The 250-seat Reynolds Place Theatre and the 125-seat Mountcastle Forum also add dramatic event backdrops. These versatile spaces boast state-of-the-art lighting and audio systems that are configurable for a wide range of events. 

The main gallery offers a welcoming space for receptions, showcasing curated exhibitions and the intriguing "ArtisTree" installation. This wide-open space is bright and airy, welcoming guests into an inspired event venue.

The juxtaposition of modern art exhibits and the historic Hanes House creates a truly unique setting at the North Carolina Museum of Art (NCMA) - Winston-Salem. Host a reception in the lobby (seating 100, standing 150) overlooking the 32-acre grounds, conduct a presentation in the McChesney Scott Dunn Auditorium (up to 300 guests), or hold an intimate meeting in the historic Hanes House rooms – accommodating up to 80 guests. 

NCMA Winston-Salem offers a truly stunning outdoor backdrop with its expansive, picnic-perfect back lawn overlooking a spring-fed lake. The terrace also provides a spectacular view of the grounds and the lake, accommodating up to 120 people. 

Discover the pristinely preserved 55-acre grounds of The Graylyn Estate. This historic property offers 15,000 square feet of flexible meeting and event space across 25 unique rooms. Built in 1932 by Bowman and Nathalie Gray, Graylyn is now a captivating blend of modern conference center and historic hotel boasting 85 distinctive guest rooms and suites. 

Named #4 Best Boutique Hotel by USA Today, this award-winning estate provides luxurious accommodations and exceptional dining. In addition, a dedicated team curates tailored experiences, from "Taste of Winston" themed breaks featuring Moravian cookies and Krispy Kreme doughnuts to elaborate Casino Nights. 

Graylyn’s sprawling grounds present endless possibilities for outdoor events and team building activities. Inside, nearly all event spaces are bathed in natural light and thoughtfully combined with adjacent outdoor areas. Overnight guests are treated to complimentary Mrs. Gray's Butterscotch Cookies and unlimited ice cream, a sweet homage to Mr. Gray’s favorite indulgence. 

Step back in time at the Historic Brookstown Inn, a beautifully restored 1837 textile mill-turned-70-room inn. The property features several distinctive meeting and event spaces characterized by exposed brick walls, original wood beams, and historic charm. With over 2,500 square feet of flexible space, including the Arista Mills Room, Cotton Mill Lounge, and an outdoor courtyard, it’s ideal for meetings, retreats, and corporate events. From on-site accommodations and catering services to audiovisual setup and event coordination, the Historic Brookstown Inn checks all the boxes for planners. Located just steps from downtown Winston-Salem, guests enjoy walkable access to restaurants, shops, and cultural landmarks. 

Housed in the historic 1929 R.J. Reynolds Tobacco headquarters building, which was the architectural muse for New York City’s Empire State Building, the present-day Kimpton Cardinal Hotel is a centerpiece of Winston-Salem history. This luxurious boutique hotel offers 6,375 square feet of inspired meeting space and a unique amenity: an expansive, one-of-a-kind Recreation Room complete with a basketball court and a bowling alley – the ultimate space for team-building activities, informal gatherings, or simply letting loose with games like pool and shuffleboard. The hotel features 174 elegantly decorated rooms and suites, a fitness center, and The Katharine Brasserie & Bar, serving French-inspired cuisine.

Home to the Winston-Salem Dash, Truist Stadium is an award-winning downtown ballpark featuring 5,500 stadium-style seats, 16 luxurious suites, and a new $2 million state-of-the-art LED video board. Beyond traditional stadium use, the ballpark offers unique indoor and outdoor spaces to accommodate 10 to 5,500 guests. The Flow Club, a 5,000-square-foot space featuring a bar area and a view of the downtown Winston-Salem skyline, can accommodate up to 300 seated guests or 500 guests in a cocktail-style setting. 

Party Decks, with skyline views, hold up to 75 guests. The concourse offers flexible capacity zones for up to 900 guests, featuring both uncovered and covered spaces, as well as concession stands. Professional catering, audiovisual services, special event lighting, and entertainment vendors are all available, along with complimentary parking for up to 480 guests (excluding non-gameday events). 

ROAR – a four-story, 42,000-square-foot dining, entertainment, and event space – embodies a sophisticated Roaring '20s vibe. Amenities include boutique duckpin bowling lanes, digitized mini golf (The Twisted Putter), golf simulators, an arcade, and a 90-tap, self-serve beer wall. Event packages can include private bars and VIP Rooftop Cabanas. The Mayfair Club boasts a massive dance floor, stage, and private bar, accommodating up to 500 guests. The Rooftop at ROAR features two luxury, private cabanas and ample space for guests to mingle while taking in the Winston-Salem skyline. 

Kaleideum offers a truly one-of-a-kind setting and engaging hands-on experiences for meetings and special events. Boasting 70,000 square feet of versatile event space, Kaleideum can accommodate up to 1,200 guests and offers scalable options for smaller meetings or private parties. 

Designed to spark creativity and exploration, the museum will captivate attendees with its interactive exhibits and panoramic views of downtown from the rooftop terrace. Customizable packages are available for catering, bar service, audiovisual support, and decor. 

The Digital Dome Planetarium utilizes state-of-the-art technology for multi-media presentations. Kaleideum also offers a prime downtown Winston-Salem location, complete with convenient parking options and dedicated event support from start to finish.

Winston-Salem’s events landscape continues to flourish, with several exciting developments underway. Robert Hall is expanding its offerings with a multipurpose event space and museum, The Nash, scheduled to open in late Fall 2025. The Nash will breathe new life into the historic Win Cup Museum building. 

This new venue, inspired by the automotive history of the space (formerly a Nash Motors dealership), aims to fill a need for larger-capacity private event venues, comfortably seating 250-plus people. The Nash will seamlessly blend its rich automotive past with modern elegance, featuring unique cars from the Nash era within a museum-inspired atmosphere.

Whether gathering indoors or out, Winston-Salem’s unexpected event spaces consistently exceed the expectations of meeting planners and attendees. Events of all shapes and sizes will discover their meeting muse in Winston-Salem. Explore more unique meeting venues that are bound to both surprise and delight your organization. 

Do you need help finding the perfect venue to enhance your next meeting? Contact our team to start planning.