UP on the Roof presents
Blenheim Vineyards
Wine Dinner
Thursday, April 30 | 6:30 pm
$80/person plus tax + gratuity
An Evening Above It All with Blenheim Wines
Join us at UP on the Roof for a unique multi-course wine dinner featuring Blenheim Vineyards – where elevated cuisine meets unforgettable views and perfectly paired pours.
Four thoughtfully curated courses. Four exceptional Virginia wines. One unforgettable evening.
Experience a guided tasting journey with Blenheim Vineyards, led by winemaker Kirsty Harmon, where each pour is paired with chef-driven dishes designed to complement, contrast and completely delight. From bright, seasonal starters to a rich and savory entrée – and a sweet ending worth lingering over – this is more than dinner. It’s an experience.
Seats are limited. Reservations are required.
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wine dinner menu
Welcome Wine
Blanc de Blenheim
first course
Baby Arugula + Watercress Salad
burrata, toasted sunflower seeds, savory almond tuile, balsamic macerated strawberry vinaigrette
Paired with Blenheim Sauvignon Blanc
second course
Lump Crab Napoleon
local heirloom tomatoes, english cucumber, jicama slaw, corn velouté
Paired with Blenheim Rosé
third course
Bacon Wrapped Beef Tournedo
braised rainbow carrots, arugula, red wine reduction
Paired with Blenheim Cabernet Franc
dessert course
Alfajores
shortbread cookies, vanilla bean + mezcal-infused caramel, espresso sugar
Coffee + Tea service
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A Wine Dinner in Charlottesville Unlike Any Other
Looking for a unique wine dinner in Charlottesville? UP on the Roof invites you to experience an elevated evening featuring Blenheim Vineyards, one of Virginia’s most celebrated wineries. Set against sweeping rooftop views of Virginia Wine Country and beyond, this exclusive event combines rockstar wines (literally, Dave Matthews owns the place) with a multi-course, chef-curated menu designed for perfect pairings.
Whether you’re a seasoned wine enthusiast or simply looking for a memorable night out, this Charlottesville wine dinner offers a one-of-a-kind opportunity to explore the depth and character of Virginia wines in a refined, social setting.
Featuring Blenheim Vineyards
Located just outside Charlottesville, Blenheim Vineyards is known for crafting expressive, terroir-driven wines that highlight the best of Virginia viticulture. This special event brings Blenheim’s portfolio to the rooftop, offering guests the chance to experience a range of varietals – from crisp whites and refreshing rosés to bold reds – each thoughtfully paired with seasonal dishes.
Throughout the evening, guests will enjoy a guided tasting experience that showcases how food and wine interact to enhance flavor, texture, and aroma.
An Elevated Rooftop Dining Experience in Charlottesville
UP on the Roof is Charlottesville’s premier rooftop dining destination, offering panoramic views, a vibrant atmosphere, and a menu that blends elevated comfort with culinary creativity.
This wine pairing dinner transforms the rooftop into an intimate, immersive experience – perfect for date nights, celebrations, or anyone looking to enjoy Charlottesville dining in a new and exciting way.
Perfect for Date Nights, Celebrations + Wine Lovers
Searching for things to do in Charlottesville? This wine dinner is ideal for:
- Romantic date nights
- Special occasions and celebrations
- Wine lovers and enthusiasts
- Unique group dining experiences
- Visitors exploring Charlottesville’s food and wine scene
With limited seating available, this exclusive event offers a more intimate alternative to traditional restaurant dining.
What to Expect at the Wine Pairing Dinner
Guests can expect:
- A multi-course, chef-curated dinner
- Expertly paired wines from Blenheim Vineyards
- A guided tasting experience
- A relaxed yet refined rooftop atmosphere
- Stunning sunset and evening views over Charlottesville
Each course is designed to highlight seasonal ingredients and complement the unique profile of each wine, creating a cohesive and memorable dining experience.
Reserve Your Seat
This exclusive Charlottesville wine dinner is expected to sell out. Advance reservations are required. Secure your spot today and experience one of the best wine pairing dinners in Charlottesville – only at UP on the Roof.

