Sir Winston Restaurant

04/01/2026

Join us on Sunday, April 5th for a delicious Easter Brunch Buffet 🐣

From 11 AM - 9 PM, enjoy a full spread of brunch favorites, carving station, fresh selections, and more!

$49.99 Adults | $29.99 Children (5-12)

Reservations are highly recommended so book now through OpenTable to save your spot!

https://www.opentable.com/booking/experiences-availability?rid=1045357&restref=1045357&experienceId=665334&utm_source=external&utm_medium=referral&utm_campaign=shared

02/26/2026

🇮🇹 Italy. Five Courses. Perfect Pairings.

On Sunday, March 1st at 5PM, our Chef presents an exclusive Italian wine dinner — a curated five-course experience where every dish is intentionally crafted and thoughtfully paired with exceptional Italian wines.

From elegant tableside moments to beautifully balanced flavors, this evening is all about precision, tradition, and care.

The Evening’s Menu

Antipasto
Wild Mushroom Crostino
Vermentino

Second Course (served tableside)
Linguine alle Vongole
Costa d’Amalfi Bianco

Third Course
Cernia alla Puttanesca
Amarone della Valpolicella

Fourth Course (carved tableside)
Porchetta Tradizionale
Montepulciano d’Abruzzo

Dolce
Cannoli Siciliani
Francesca Moscato D’Asti

Seats are limited.

Book your tickets and view the full five-course experience here:

https://bit.ly/4s4ybXI

🍷 Sunday, March 1st | 5PM

02/23/2026

🇮🇹🍷 Vini & Cucina d’Italia
An Evening of Italian Wine & Cuisine

Join us on Sunday, March 1st at 5:00 PM for a five-course Italian wine dinner thoughtfully curated to celebrate the richness of Italy’s culinary traditions.

✨ Five-Course Menu & Pairings

Antipasto
Wild Mushroom Crostino
Sautéed wild mushrooms, rosemary focaccia, whipped ricotta
Paired with: Vignaioli di Morellino “Vigna Fiorini” Vermentino

Second Course (served tableside)
Linguine alle Vongole
House-made linguine, fresh clams, extra-virgin olive oil, white wine, garlic
Paired with: San Francesco Costa d’Amalfi Bianco

Third Course
Cernia alla Puttanesca
Roasted cernia, slow-simmered tomato, capers, olives, grilled bread
Paired with: Marchesi Biscardo Amarone della Valpolicella DOCG

Fourth Course (carved tableside)
Porchetta Tradizionale
Herb- and fennel-stuffed pork loin & belly, mustard cream sauce
Paired with: Vigna Madre “Becco Reale” Montepulciano d’Abruzzo

Dolce
Cannoli Siciliani
Sweet ricotta, chocolate chips, pistachio
Paired with: Francesca Moscato D’Asti

An elegant evening of fine wine, elevated Italian cuisine, and warm hospitality awaits.

🍷 $110 per guest
✨ Limited seating available

Reserve your seat now on OpenTable.
📲 Scan the QR code on the flyer to book your table.

02/05/2026

Super Bowl is almost here!

Reserve now via QR code.

Game Day menu with special pricing • 50% off all beers
Live music from 5:00-6:30 PM

Parties of 8+ may enjoy semi-private loft seating with a dedicated TV & remote. Limited availability.

Secure your spot - see you on game day!

02/02/2026

🏈 Super Bowl at Sir Winston Wine Loft & Restaurant 🍻

Kick off your Super Bowl Sunday with an elevated game-day experience starting at 5:00 PM. Enjoy a stylish pre-game warm-up with live saxophone music from 5:00 PM until kickoff, then settle in for the big game in a comfortable, upscale setting.

🍺 Game Day Drink Special:

50% OFF all draft & bottled beers during the Super Bowl

🍴 Game Day Menu — Game Day Prices:

• Wings — 6 for $7 | 12 for $13
• Bowl of Chili — $9
• Nachos — $11
• Hot Dogs — 2 for $6
• Bratwurst — 2 for $8
• Meatball Sub Sliders — $10
• Margherita Flatbread — $12
• Smashburger — $14
• Warm Cast Iron Cookie — $7

📍 104 W 4th St, Winston-Salem, NC

📲 Scan the flyer to reserve your table — limited seating available!

01/25/2026

01/25/2026

Stop in and stay warm! We’re open until 10PM! ❄️☃️

11/05/2025

An Evening of South African Elegance 🇿🇦✨
This Thursday, November 6th at 6 PM, join us at Sir Winston Wine Loft & Restaurant for an exquisite Five-Course South African Wine Dinner — a culinary journey through the bold flavors and refined wines of the Cape.

Begin with caviar and crème fraîche on toasted brioche, complemented by a crisp Brut Nature Blanc de Blancs.
Enjoy a pear and walnut salad with creamy bleu cheese, followed by South African meatloaf — the nation’s cherished dish of spiced beef topped with savory custard.
Savor wild boar sausage with African grits and tomato-onion gravy, then indulge in a Durban-style curried duck leg with morogo.
The evening concludes with Malva pudding — a delicate apricot-jam cake, rich in flavor and perfectly balanced.

Each course is thoughtfully paired with estate wines from Noble Hill and Backsberg, showcasing South Africa’s artistry and winemaking heritage.

📍 104 W 4th Street, Winston-Salem
💵 $120 per guest | Reservations via OpenTable

Seats are limited — reserve your place and experience an unforgettable night of fine wine, exceptional cuisine, and South African charm.

https://bit.ly/4onAOCr

10/22/2025

✨ Crafted with Heart at Sir Winston ✨

At Sir Winston, every drink is a story — crafted with care, passion, and a deep love for the art of fine cocktails.

Meet the Toasted Blondie — our drink of the season.
A perfectly balanced blend of vodka and coffee liqueur, finished with cinnamon maple cold foam and a graham cracker rim. Each sip is warm, velvety, and just sweet enough to feel like fall in a glass. 🍂

10/21/2025

🌍 South African Wine Dinner at Sir Winston Wine Loft & Restaurant 🇿🇦
Thursday, November 6 | 6:00 PM

Embark on an unforgettable culinary journey through the heart of South Africa.
Join us for an elegant five-course dinner perfectly paired with exquisite wines from Noble Hill and Backsberg Estates, where tradition, spice, and modern refinement come together in every bite and sip.

Experience the warmth of shared stories, rich aromas, and refined hospitality in the intimate setting of Sir Winston. From the first pour to the final course, each detail is thoughtfully crafted to transport you to a place where food, wine, and culture intertwine.

🍽 Five-Course Menu

Starter
Caviar with crème fraîche on toasted brioche
Paired with Brut Nature Blanc de Blancs, Noble Hill

First Course
Pear salad with walnuts and blue cheese
Paired with Chenin Blanc Sur Lie, Simonsberg–Paarl, Noble Hill

Second Course
South African meatloaf — national spiced dish with savory custard topping
Paired with Estate Reserve White Wine, Simonsberg–Paarl, Noble Hill

Third Course
Pap and boerewors: wild boar sausage, African grits, and onion-tomato gravy
Paired with Syrah Mourvèdre, Simonsberg–Paarl, Noble Hill

Fourth Course
Durban-style curried duck leg served with Morogo
Paired with Cabernet Sauvignon, Simonsberg–Paarl, Noble Hill

Fifth Course
Malva pudding — warm apricot jam pudding cake
Paired with Pinotage Rosé, Paarl, Backsberg

Guests will also have the opportunity to purchase featured wines during the evening.

✨ Limited seating — reservations required.
Reserve your experience now through OpenTable:
https://bit.ly/47gZIwj

10/10/2025

🌾✨ Thanksgiving at Sir Winston ✨🌾

A feast worth gathering for. 🍂

From Roasted Turkey with Gravy to Sweet Potato Pie, every bite is crafted to celebrate comfort, family, and flavor.

🥧 Sir Winston Thanksgiving Dinner
$49 Adults | $29 Children

Join us for a delicious Thanksgiving feast filled with:
🦃 Carving Station favorites
🥗 Fresh seasonal salads
🍠 Traditional sides
🥧 Homemade desserts

Limited seating — Booking Link Coming Soon!
📍Hotel Indigo Downtown Winston-Salem
📅 Thanksgiving Day

10/03/2025

You loved it so much in September, we couldn’t take it off… so Bubbles & Live Jazz Brunch is here every Sunday in October! 🥂🎶

Enjoy a complimentary glass of bubbles with your brunch entrée, our gourmet Bloody Mary & mimosa station, and live jazz to set the perfect Sunday vibe.

📅 Every Sunday in October | 11 AM – 2 PM
📍 Sir Winston Wine Loft & Restaurant – Hotel Indigo, 104 W 4th St, Winston Salem

Reserve your table now through OpenTable by scanning the QR code.

Guests must be 21 years of age or older to receive the complimentary bubbly.

☀️🍳🥐🥞