Tuesday nights just became your best friend
Downtown · Winston Salem · Contemporary American Steakhouse and Grill · Visit Website ↗
Reviewed June 25, 2026
Wingman Metrics
The wine list at Jeffrey Adams on Fourth reads like a greatest hits album you've heard a thousand times — Meiomi, 14 Hands, Gnarly Head, Veuve Clicquot. It's comfortable and crowd-friendly, built for a lively downtown crowd more interested in a good steak night than debating appellations. That's not a knock, exactly, but it does set expectations.
The list clocks in around 40-70 labels with a heavy California lean and a few Washington state stops — think Chateau Ste. Michelle and Stags Leap anchoring the more serious end of things. France shows up mostly in the bubbles category with Veuve Clicquot doing the heavy lifting. Don't come hunting for anything from Burgundy, the Rhône, or anywhere in Italy beyond a Villa Pozzi Pinot Grigio. The Stags Leap Cabernet is the one bottle that actually justifies a closer look on an otherwise safe and predictable list.
There are 10-16 pours by the glass, which is a respectable range for a casual-polished spot like this. The selections mirror the bottle list — approachable, brand-name familiar, and unlikely to surprise anyone. Tuesday's half-price by-the-glass deal is genuinely where this program shines brightest.
Chateau Ste. Michelle Riesling — null
One of the most reliable off-dry Rieslings in the American market, and it's almost certainly the least-ordered thing on a list full of Cabs and Merlots. At a steakhouse, that means it probably moves slowly — ask your server if it's fresh. When it is, it's the smartest pour on the menu for the price.
Stags Leap Cabernet Sauvignon
Surrounded by grocery-aisle Cabs like 14 Hands and Hahn, the Stags Leap is the one bottle on this list with actual pedigree. Napa's Stags Leap District produces some of the most structured, age-worthy Cabernets in California, and this one is worth the step up — especially alongside a ribeye.
Sutter Home White Zinfandel
There is no version of this that makes sense at a $$$-range restaurant. White Zin from Sutter Home retails for under $7 a bottle. Whatever they're charging for it here, it's too much.
Stags Leap Cabernet Sauvignon + Hand-Cut Ribeye
Stags Leap Cab brings dark fruit and firm tannins that cut right through the fat of a well-marbled ribeye. It's a classic pairing for a reason — this is the one moment on this list where the wine and the kitchen are genuinely working together at the same level.
Tuesday — Half price on all wine by the glass and half price on select bottles every Tuesday.
✔️ The Bottom Line
Jeffrey Adams on Fourth isn't a wine destination, but it's a decent place to drink familiar wines with a great steak — and on Tuesday, that half-price deal makes the whole thing a lot easier to love. Come for the ribeye, drink the Stags Leap, and don't overthink it.
Reynolda / North Winston-Salem · Winston Salem · Upscale American
Graylyn Estate is a genuinely beautiful place to have dinner, but the wine list is an afterthought in a room that deserves intention. Order the sea bass, grab the La Crema, and try not to think too hard about what this list could have been.
Grocery Store
Steep
Basic Stemmed
Willing but Green
Set & Forget
Acceptable
Clemmons · Winston Salem · New American
Sixty Vines is a solid, reliable wine stop in Winston-Salem — the by-the-glass breadth is real and the staff knows their stuff, but the list reads like a greatest hits album rather than anything adventurous. Come for the volume, stay for the pizza, but don't expect to have your mind changed about wine.
Crowd Pleasers
Steep
Basic Stemmed
Knowledgeable & Friendly
Set & Forget
Proper
Downtown · Winston Salem · Indian
Oh' Calcutta's wine list is unremarkable on its own — but Tuesday nights flip the script entirely, and a $19 Pinot Noir with lamb vindaloo is a genuinely good time. Come for the food, plan around Tuesday, and don't overthink it.
Crowd Pleasers
Steep
Basic Stemmed
Willing but Green
Active Program
Acceptable
Downtown · Winston Salem · American
Cin Cin isn't a wine destination, and it doesn't pretend to be — but Wednesday half-price wine all day on bottles and glasses turns a generic list into a genuinely good deal with a burger in hand. Show up any other night of the week and order a beer.
Crowd Pleasers
Steep
Basic Stemmed
Willing but Green
Seasonal Rotation
Acceptable
Brookstown · Winston Salem · Italian
Quanto Basta punches above its weight for a mid-size Southern city Italian spot — the Italian-focused list is thoughtful, the prices are fair, and Thursday half-price bottles make it one of the best weekly wine deals in Winston-Salem. Come hungry, come on a Thursday, and order the Falanghina.
Small but Thoughtful
Fair
Basic Stemmed
Willing but Green
Seasonal Rotation
Acceptable
Silas Creek Pkwy · Winston Salem · Japanese / Sushi
Umi is a fun hibachi night out, and the wine pricing is honestly fairer than it has any right to be — but the list itself is an afterthought, and no amount of fair markup fixes a selection that's two bottles deep in personality. Order sake, or a cocktail, and come back to us when they add a Grüner Veltliner.
Grocery Store
Fair
Basic Stemmed
Rotating Cast
Set & Forget
Acceptable
One wine list review, one adventure pick, one quick tip, and a personal note. Every week. Under 500 words.