Whether you’re planning a Valentine’s dinner, a cozy friends night out, or just a winter-weekend treat, our area delivers! Think candlelight on the Downtown Mall, intimate prix-fixe menus, and wine country views that feel like a getaway. Break the winter blues and get out there!

1) Tavola (Belmont, Charlottesville)

Tavola is one of those dependable favorites that still feels special every time, with warm lighting, a lively room, and Italian comfort food that pairs perfectly with a lingering glass of wine. It works just as well for a date, a double-date, or a celebratory “we made it through January” dinner. They’re hosting a Valentine’s Day prix fixe dinner Feb 13–14, 2026 ($85/person), which is great if you want something elevated without feeling too formal.

2) Marigold by Jean-Georges (Keswick Hall, Albemarle County)

If you’re in the mood for something polished and memorable, Marigold brings the kind of refined warmth that makes a February outing feel like a real occasion. The Keswick Hall setting is beautiful, and the experience feels intentionally paced, perfect for lingering over conversation and dessert. For Valentine’s, they’ve listed a special tasting menu on Feb 14-15 ($178 per person) so it’s a smart pick if you’re looking for a splurge meal during the month.

3) C&O Restaurant (Water Street / Downtown Mall)

C&O has that classic Charlottesville charm with cozy rooms, a strong wine list, and a vibe that encourages you to slow down and enjoy the evening. It’s a great choice for a mid-winter catch-up with someone you love, whether that’s your partner or your favorite dining companion. For Valentine’s weekend, they’re offering a 3-course prix fixe experience Feb 13–14 ($125/person).

4) Fleurie Restaurant (Downtown / Near the Mall)

Fleurie is ideal when you want a quieter dining room and a more intimate pace, making it a lovely option for a calm February night out. The experience feels thoughtful and elegant without being showy, and it’s the kind of place where the meal becomes the activity. Fleurie is known for a nightly multi-course prix fixe (currently listed at $115) with optional pairings, which keeps planning simple.

5) Orzo Kitchen & Wine Bar (West Main)

Orzo is reliably cozy with great wine, shareable dishes, and a comfortable energy that works for couples, friends, or a small group. It’s romantic if you want it to be, but it also feels like a fun “let’s go somewhere nice” outing any week in February. They publish a Valentine’s menu, and they note reservations are available up to 30 days in advance through Resy.

6) Ivy Inn Restaurant (Near UVA)

Ivy Inn feels like a tucked-away retreat just outside town, perfect when you want a cozy night that’s a little removed from the Downtown Mall bustle. The setting leans classic and warm, and it’s easy to see why locals have loved it for years. In cooler months, they note their patio can be enclosed and warmed with heaters, which is a big win for February. There is a five-course prix-fix menu on Feb 13-14 ($100pp).

7) Veritas Vineyards & Winery (Afton / near the 151 trail)

Veritas is a go-to when you want the outing to feel like a getaway, even if you’re only a short drive from home. Between the scenery and the wine-country atmosphere, it’s a natural fit for a winter weekend plan. They’ve listed a Valentine’s Day Dinner on Feb 14, 2026 (7–11pm), $150/person, with dancing and sparkling wine noted, which can be a great anchor for a full evening.

8) Birdhouse (Charlottesville)

Birdhouse is a Rose Hill neighborhood gem with a cozy, “locals know” feel that makes an ordinary weeknight feel a little more special. The menu centers around heritage chicken, seasonal sides, and natural wine, and it’s the kind of place that’s perfect for sharing plates and staying awhile. 

9) Hazy Mountain Vineyards (Afton / near the 151 trail)

Hazy Mountain is a great pick when you want more than just dinner, especially if you’re planning a daytime outing that turns into an evening. The views do a lot of the work for you, and the overall vibe is relaxed and fun. They’ve listed a Valentine’s Dinner + Comedy event (Friday, Feb 13, 2026, 6–9pm), which is a great option if you want something festive and different.

A simple February outing tip:

Choose a vibe or one anchor activity, then keep it easy. Dinner plus a short walk on the Mall, or a winery stop paired with a scenic drive, is often the perfect winter reset.

If February always seems to fly by or if you need to change up your scenery, consider this your reminder to put something on the calendar. Save this list, share it with whoever you want to get out of the house with, and book early if you’re eyeing a prix-fixe menu or special event.