Restaurants near Upperville

“Love the atmosphere and the food. I came in by myself without reservations. The host at the front went out of his way to find me a table but none were available and a 45 minute wait. Finally a seat at the bar opened and he asked me if I minded sitting there, I said no problem. The bar tender who waited on me was very polite and friendly and knowledgeable about the menu. Great service and checked on me frequently. I highly recommend this place! I had Fish and Chips snd Sticky Toffee Pudding for dessert. That was soo good.”

“Do not order their food! Their cider is very good. But the food was absolutely horrible.”

“Ordered takeout and this pizza is delicious! Prompt friendly service and a variety of options. My personal opinion, the best pizza place in the Canaan valley area.”

“This was our first visit, and will be returning! The service was amazing, and the food was delicious! Everyone was so friendly, really happy with our experience!”

“We stayed two nights at the Red Fox Inn while celebrating our 46th Wedding Anniversary. The Orange County room in the original historic building was cozy, spacious and well-appointed. The bed was really comfortable and the sitting room was perfect for sipping champagne and wine at night or enjoying the box breakfast and coffee in the morning. We were not disappointed with our room selection for our stay in Middleburg. Our stay was wonderful and a memorable experience. The tavern bar is also small and cozy but does not open until 4:30 PM. Only one disappointment was that The Tavern Inn no longer offers lunch and their dinners are limited to a rather pricey $125 per person 4-course meal offering since the ala carte menu was discontinued a while back. Without the ability to choose from a wider and more reasonably priced menu selection, we chose to eat elsewhere in Middleburg during our stay.”

“Very nice place and staff. The view is amazing and the beer is great.”

“Mom's is the place to go to for pie (If you arent baking one yourself, that is). They always have a great selection. Get there fairly early if you are looking for something specific, but honestly, any of them are good. But mom's sells more than pies. If you want to get a sandwich, craft beer, local food products, wine; Mom's is the place for you. Selection may vary between stores. The store in Round Hill, along Rt7 (westbound side) had a wide variety, and as always, friendly service.”

“Chester took me for a wonderful Birthday dinner! We love this restaurant. Food is outstanding and the service is so friendly! Wonderful! 💟”

“We love finding businesses that have a warm welcome, delicious drinks/food, and include a spot for little humans to enjoy! Half Past Moon Coffee Buzz is a gem!”

“Stopped in today , one of the best Burritos I've had in years , just like a Cali Burrito . Great service, nice selection too, Hands down 8/10”

“This is my husband and I’s favorite walkable date spot! The cupcakes are AMAZING, the coffee is great, and the employees are so friendly and welcoming. We go here so often that many of the employees know us personally! We also got our gender reveal cupcakes from here and they were perfect! 10/10 recommend!”

“Relaxing place to go for a glass, bottle or tasting. The view is a bonus”

“Before my husband passed away, he said he wanted me to throw him a party instead of a memorial. I held a Celebration of Life for him Friday evening (his birthday) in the Bear Cave. I cannot speak highly enough of the venue, staff, food, and drinks. My heartfelt thanks to Leslie and Caroline, and kudos to the caterers.💗”

“Great Food and Great Family Country Charm!”

“Children welcomed INSIDE and cherished here!! We loved this winery! There were 8 adults and our 3 month old grandson. We were welcomed and felt at home. The wine is delicious and the food was yummy! They made us feel like family. We even hung out with Beans the cat. Thanks for a fun relaxing afternoon.”

“Hidden secret! Great blues”

“A perfect place to have a party! Natalie was a wonderful event planner, our server was amazing (I wish I could recall his name), and the food and beer were delicious! The whole establishment was beautifully decorated for the holidays and there was live music throughout the day and night.”

“Stooped by twice this year on way back from NC mountains. Will do so again. Were along on the back patio and had our pouch, Obadiah with us both times. Friendly staff throughout. Great choices: last week we shared the lemon trout special with the shaved brussel sprouts salad. Our server, Lawrence, treated us very well and we were glad we stopped for lunch.”

“The waitress Estefania was absolutely stunning! And beautiful ! And the other waitresses combo blew my socks off with their excellent service! The food was excellent and I love the small town feel of the place!”

“My husband and I both agree this is the best apple pie we’ve ever had-and I love apple pies! Highly recommend!”

“Stopped by Twin Oaks after hiking the nearby Raven Rock trail - the wines were great, the staff friendly and knowledgeable, and the ambiance was comfortable. We did not try the charcuterie boards but they looked amazing. Highly recommend!!!”

“Best potato salad I've tasted for a long long time anywhere.”

“The Piedmont Pavilion was perfect for my birthday party. It was air conditioned and we had the option of opening windows. It was close to the tap room, to a live band, and the bathrooms.”

“One of the best restaurants I have ever been to. Excellent food and service”

“Loved the wines!! The ambiance was amazing!! Don’t let the outside fool you!! Beautiful inside ❤️”

“Great wine, great people, beautiful location.”

“I recently visited your bakery after having lunch across the street, and I wanted to reach out and share how much I enjoyed the experience. Having grown up in Europe eating fresh baked goods daily, I was immediately drawn in by how delicious everything looked.

Your cafe is lovely, and I found the layout leading past the display case to be an excellent use of space and advertising. Although we were full from lunch, we couldn't resist trying a piece of the coffee cake. The portion was huge for only $5; your portion-to-cost ratio is unbeatable, and the flavor was excellent. I enjoyed it so much that I made a bit of a mess, much to my wife's amusement.

I wish I lived closer so I could try everything on your menu, but my waist is happy you are a few hours away :)”

“Went here in Spring 2026 and had a wonderful time. Great outdoor view with a refreshing breeze. Staff was very knowledgeable about their wines and very friendly. I recommend the Alysha 2022.”

“This is a diner that has an old town feel. I love the family friendly vibe and yummy food.”