Middleburg is a charming historic town and a top winery destination in northern Virginia. It is located about 25 miles from Fairfax County and 45 miles from Washington, D.C. which makes it a convenient spot for a lovely weekend visiting some of the best local wineries in the heart of Virginia wine country.
You can learn more about some of my favorite wineries near Middleburg, VA, and plan the perfect winery weekend!
After a long day of visiting wineries, one of my favorite activities is to have a relaxing meal at a nearby restaurant. Whether you’re in the mood for American, Sushi, Thai, or Oysters, there are a number of excellent Middleburg, VA restaurants to visit!
Below are my top recommendations for the best restaurants near Middleburg, VA.
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Top photo by Eugene on Unsplash. Karolina Grabowska from Pixabay.
Table of Contents
- Red Fox Inn and Tavern
- Red Horse Tavern
- Harrimans Virginia Piedmont Grill
- Gold Cup Wine Bar
- King Street Oyster Bar
- Hunter’s Head Tavern
- Thaiverse Restaurant Middleburg
- Red Bar Sushi
- Side Saddle Bistro
| Places to Stay in Middleburg, VA |
| Red Fox Inn & Tavern – Great for historic charm * * * Salamander Resort and Spa – Great for a luxurious getaway |
Red Fox Inn and Tavern
Location
2 E Washington St, Middleburg, VA 20117
Hours
- Monday to Friday: 5:00 pm – 8:30 pm
- Saturday and Sunday: 4:30 pm – 8:30 pm
- Wednesday: Closed
Description
Red Fox Inn and Tavern is one of the best hotels and restaurants in Middleburg, VA. The historic setting features a Tavern that serves a fabulous four-course meal with wine pairings.
The dishes are seasonal. Some of the plates include such creative dishes as Golden Squash and Sage Wontons, Bison and Blue Chees Meatballs, Spiced Butternut Squash and Apple Bisque, Apple Cider Glazed Fried Rabbit, and Pecan Curry Crusted Salmon.
For dessert, they offer delicious selections such as Orange Dark Chocolate Torte and Espresso Creme Brulee.
You can find a full menu online.
Red Horse Tavern
Location
118 W Washington St, Middleburg, VA 20117
Hours
- Sunday to Thursday: 11:30 am – 9:00 pm
- Friday and Saturday: 11:30 am – 10:00 pm (Bar: 11:30 am – Close)
Description
Red Horse Tavern is one of the best Middleburg, VA Restaurants. They serve up delicious food in the heart of Middleburg. They feature appetizers like Brushetta, Mussels, Quesadillas, and Mozzarella Sticks. They also have Salads plus Special Burgers like the Irish Burger and Alpine Burger. You can also choose from a wide range of Sandwiches and Wraps.
Red Horse Tavern also offers a number of favorite tavern entrees, including Beer Battered Fish And Chips, Grilled Atlantic Salmon, and Shepherds Pie.
They have a great selection of dessert options, like Key Lime Pie, Caramel Apple Cheesecake, Raspberry Chocolate Cake, and my personal favorite Reese’s Peanut Butter Pie.
You can find a full menu online.
Harrimans Virginia Piedmont Grill
Location
500 N Pendleton St, Middleburg, VA 20117
Hours
- Breakfast: 7:00 am – 10:30 am
- Dinner: Wednesday to Sunday: 5:00 pm – 10:00 pm
- Sunday Brunch: 10:30 am – 2:00 pm
Description
Harrimans Virginia Piedmont Grill is one of the top restaurants in the Middleburg area. It is located at the Salamander Resort and Spa, which is one of the premier hotels in the area. They serve a fabulous breakfast, dinner, and Sunday Brunch featuring fresh local ingredients, poultry, and seafood.
Harrimans is a great choice for breakfast in Middleburg, VA. Their breakfast menu includes Monkey Bread, House-Made Buttermilk Biscuits, Avocado Toast, French Toast, Brioche French Toast, Pumpkin Spiced Pancakes, Eggs Benedict, Omelettes, and Healthy Smoothies.
For dinner, you can order such delectable seafood entrees as Grilled Octopus, Maine Diver Scallops, Island Creek Oysters, and Maine Lobster Thermidor. They also serve Braised Short Rib and Maple Leaf Farm Duck.
The Sunday Brunch features a multi-course meal with a choice of such dishes as Miniature Avocado Toast, Baked Pastries, Stuffed Chai Brioche French Toast, Pumpkin Spiced Pancakes, and a dessert of miniature sweets.
You can find a full menu online.
Gold Cup Wine Bar
Location
500 N Pendleton St, Middleburg, VA 20117
Hours
Open Daily: 11:00 am – 12:00 am
Description
Gold Cup Wine Bar is also located at the Salamander Resort and Spa. As the name implies, their specialty is wines and specialty cocktails, though they also serve delicious dishes for lunch and dinner.
They have an extensive wine list featuring Virginia Wines. They also feature a special event called Winery of the Month. It takes place on Saturdays between 1:00 pm and 3:00 pm and includes a wine tasting from a local winery.
For lunch, you can order a wide range of dishes like Butternut Squash Soup, Virginia Stone Fruit Salad, Crispy Mahi Sandwich, Aged Cheddar Mac n Cheese, and Caribbean Curry Snapper.
For dinner, you can get Seven Hills Meatballs, Tempura Sesame Cauliflower, Hand Tossed Pizzas, Shellfish Linguini, and Mushroom Ravioli.
You can find a full lunch and dinner menu online.
They also have a sushi menu that is available from Thursday to Sunday.
King Street Oyster Bar
Location
1 E Washington St, Middleburg, VA 20117
Hours
- Sunday to Wednesday: 11:00 am – 9:30 pm
- Thursday: 11:00 am – 10:00 pm
- Friday to Saturday: 11:00 am – 11:00 pm
- Sunday Brunch: 11:00 am – 2:00 pm
Description
King Street Oyster Bar is your destination for fresh seafood and, of course, oysters! They have additional locations in Leesburg, Washington, D.C., and Potomac, MD.
They feature Happy Hour every day from 3:00 pm to 6:30 pm with $7 drinks and $1 oysters. They have a raw oyster bar plus a wide selection of specialty salads and sandwiches.
You can also choose from a number of seafood entrees like Seared Salmon, Fish and Chips, Crabcakes, Grilled Sea Scallops, and much more.
Sunday Brunch takes place every Sunday from 11 am to 2 pm and features Berries and French Toast, Crab Benedict, and Lobster Omelet, plus a wide variety of drinks (Build Your Own Mimosa, Bloody Mary, and Sangria.)
You can find a full menu online.
Hunter’s Head Tavern
Location
9048 John S Mosby Hwy, Upperville, VA 20184
Hours
Open Daily: 11:30 am – 9:30 pm
Description
Hunters Head Tavern is located a little further outside Middleburg in Upperville, VA. It is about 8 miles west of Middleburg along Route 50.
The tavern is one of the best places to eat in Middleburg, VA. They specialize in fresh, organic, locally sourced food in partnership with Ayrshire Farm in Loudoun County.
Hunters Head Tavern serves up fantastic food for lunch, dinner, and Sunday Brunch. Some of their lunch specials include Mushroom-Thyme Crustless Quiche and Winter Salmon Bowl.
For dinner, you can find Dry-Aged NY Strip, Peruvian Chicken, and Brown-Butter Seared Rainbow Trout.
Their unique brunch dishes include Salmon Benedict, Crème Brûlée French Toast, and Savory Chicken Crepes.
Hunters Head Tavern also has a covered patio for outdoor dining that is dog friendly.
You can find a full menu online.
Thaiverse Restaurant Middleburg
Location
101 S Madison St, Middleburg, VA 20117
Hours
- Sunday to Thursday: 11:30 am – 8:30 pm
- Friday and Saturday: 11:30 am – 9:00 pm
Description
Thaiverse Restaurant Middleburg is an excellent choice for Thai food in Middleburg. Some of their delicious dishes include Sweet & Spicy Calamari, Crab Rangoon, Panang Curry, Pork Steamed Dumplings, Pad Char, and Teriyaki Chicken.
For dessert, you can get a delicious and light Mango Sticky Rice.
You can find a full menu online.
Red Bar Sushi
Location
4 E Federal St, Middleburg, VA 20117
Hours
- Monday – Thursday: 11:30 am – 9:00 pm
- Friday: 11:30 am – 9:30 pm
- Saturday: 12:00 pm – 9:30 pm
- Sunday: 12:00 pm – 8:30 pm
Description
If you’re in the mood for sushi, you’ll definitely want to check out Red Bar Sushi. They have locations in both Middleburg and Leesburg. Best Thai Kitchen is also located next door.
At Best Thai Kitchen, you can order Chicken Satay, Steamed Chicken and Pork Dumplings, Fried Shrimp with Tamarind Sauce, Thai Sweet Basil Duck, Ka Praw, and Pad Thai.
At Red Bar Sushi, you can get popular rolls like California Roll, Tuna Avocado Roll, and Alaskan Roll. You can also get special rolls like the Rainbow, Angry Dragon, and Cherry Blossom. You can also get Sushi and Sashimi Combos.
You can find a full menu online.
Side Saddle Bistro
Location
7 W Washington St, Middleburg, VA 20117
Hours
- Monday to Wednesday: Closed
- Thursday: 12:00 pm – 4:00 pm
- Friday to Sunday: 9:00 am – 4:00 pm
Description
Side Saddle Bistro exclusively hosts private parties. You can rent out the entire space for birthdays, wedding dinners, or other special events. The space can accommodate up to 30 guests.
As part of your private event, Side Saddle Bistro has a full-service bar, and farm-to-table appetizers, main courses, and desserts.
Learn more about great activities in Northern Virginia!