Cavalier Resort Events Calendar

Late nights, high energy. Craft cocktails, decadent bites, and skyline views—only at O Bar After Hours at Orion’s Roof.

Make plans to attend our Garden Parties—an elegant outdoor soirée with live music, drinks, and chef-crafted bites.

Discover the craft behind award-winning spirits with an immersive grain-to-glass tour at Tarnished Truth Distilling Company.

Sip, socialize, and shine every Thursday in the Raleigh Room at The Historic Cavalier Hotel for champagne and live entertainment.

Afternoon Tea at The Raleigh Room is a tradition reimagined—one steeped in charm, flavor, and effortless sophistication.

Handcrafted cocktails, bold flavors, and the soulful sounds of local performers. Only at the Hunt Room.

Experience the perfect blend of sophisticated ambiance and live local music every week at The Raleigh Room.

Join us for a summer filled with cinematic fun on The Cavalier Great Lawn.

Bring your blankets and lawn chairs and prepare for an unforgettable summer night under the glow of the moon.

Sundays never looked so good. Lawn lounging, DJ grooves, and chilled rosé.

Dress to impress and watch the Kentucky Derby with mint juleps, live horses, prizes, entertainment, and more!

Treat Mom this Mother’s Day! Indulge in special menus at our top-rated restaurants or a grand buffet in the Crystal Ballroom.

The Great Lawn sets the stage for this evening tradition as the Virginia Symphony Orchestra performs live!

Yelloween is taking over The Historic Cavalier Hotel – with fresh pours of Veuve Clicquot, featured cocktails, live music, and spirited costumes.

Join us at the 7th Annual Virginia Bourbon Invitational! Enjoy an afternoon of exclusive distillery tastings from Virginia and beyond along with live entertainment and chef-curated bites.

Gather with loved ones and enjoy Thanksgiving at the Cavalier Resort. Reservations will be available at our top-ranked restaurants for special menus.

Bring your best holiday cheer to the Cavalier Resort for an official kickoff to the season at Virginia Beach’s go-to holiday destination.

Alongside spectacular holiday decorations throughout the resort, enjoy Christmas Eve or Christmas Day dinner with special menus.

Ring in 2026 at the Cavalier Resort, with resort-wide hotel stay and dining packages, and a grand themed party complete with live entertainment, photo ops, resort-wide bars and MORE.

Spring awakens at our resort, bringing ocean breezes, blooming gardens, and Easter festivities for all.