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    Cuppa Giddy Up

    4.2 (49 reviews)

    Cuppa Giddy Up Photos

    Business Info

    CUPPA GIDDY UP ATMOSPHERE

    What's the vibe?
    Quiet
    Good for kids
    Outdoor seating

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    the outside of a coffee shop
    JC R.

    Nice coffee shop in Middleburg VA. Located underground in one if the buildings on Main St Middleburg. Mocha Prafuccino I got was décadent and a bit sweeter than I prefer but otherwise was tasty and definitely not skimping on that mocha flavor. I should try the Iced Coffee next time. Place has a bathroom where you can wash your hands. It's also dog friendly like any other stores in Middleburg, also has a bowl of treats for your pup was a plus, so 4 stars well-deserved!

    a display of pastries and pastries
    Sabrina C.

    BLUF: Amazing coffee & pastries. Try out the specialty drinks! Will come back everytime I pass through Middleburg. Food (5/5): They have scones, muffins, and chocolate filled croissants! Probably more but those are what I got. They were delicious. I assume all of those are not homemade since they didn't have a kitchen, but whatever store they were bought at, I wish I knew so I could get more. Coffee (5/5): We got the creme brulee and ginger snap coffees 16oz both with oatmilk. $6.22 for the coffees each. They were both amazing. I went back for another ginger snap coffee because it was THAT good. Service (5/5): The lady at the counter was so sweet. I assume she was the owner. She chatted with us for a little bit, but focused on making the coffee and getting the pastries together. I appreciate that since the smell of coffee was so strong and nice that I was just confused on getting coffee rather than talking.

    a menu on a blackboard
    Raj B.

    We stopped by for some coffee while visiting Middleburg. The place is kinda small and a bit unclean but has decent enough coffee with prices comparable to Starbucks. The service was quick and friendly.

    Neal E.

    Got a cup of coffee while out wandering the streets of Middleburg today. Cuppa Giddy Up is a tiny little place, you go down a set of stairs into a basement of sorts - AND BEWARE! Watch your head clearance going down - otherwise you may whack your head! There is one little love seat and a coffee table, and two chairs for seating. In addition to coffee, you can get all the standard espresso drinks, and a few eats - like some breakfast sandwiches, scones, and other baked goods. I ordered a small coffee. They hand you a cup and you choose which one to fill your cup. I chose the "Columbian Organic." Added some cream and one Splenda. Very strong and tasty coffee! I'm a fan!

    Helen J.

    We spent a leisurely and enjoyable afternoon exploring Middleburg. We wanted to grab a cup of coffee and chose this one based on the reviews. I was left scratching my head because this is nothing special in my book. The coffee was fine but the actual shop did not make me want to come back. I will try another local place if I am in town.

    Gayle G.

    Hit this coffee house on the way to Route 11 Potato Chip Company. Really small, but cute and quaint. Tiny seating area with one coffee (natch) table, love seat and a rocking chair. There was only one barista working at the time, but she was quick and friendly. Since it was 9am and nothing else in the town was open yet, there was a small crowd of what seemed to be regulars there. I ordered a Peppermint Mocha frappaccino-like drink and it was fabulous. Not too bitter like the Starbucks version. Cuppa also offers smoothies! The pastries here looked awesome, especially the mint fudge brownies. I am so getting one of those next time.

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    2 years ago

    Funky little location below street level. Tasty iced latte-- perfect for strolling Middleburg on a pretty day.

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    2 years ago

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    3 years ago

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    2 years ago

    Quaint venue, tons of personality with great selection of beverages. A local favorite

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    3 years ago

    pumpkin muffin was incredible!! coffee is as pretty dang good as we'll definitely recommended

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    4 years ago

    Always welcoming. Best matcha latte in town! Great coffee and pastries. Support your local small businesses

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    7 years ago

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    7 years ago

    Ill give a big Giddiup to getting a great vanilla latte , smooth not bitter taste . Quaint town ,very friendly city ...

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    7 years ago

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    9 years ago

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    7 years ago

    Best home town coffee place in Middleburg with awesome coffee and tasty pastries and bagels.

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    15 years ago

    The name says it all. it's small but cute and serves up a good cup of coffee.

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    14 years ago

    Great coffee and staff. Def recommend for a cup of joe. It's a small place but quick run in for coffee !

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    4.0(325 reviews)
    0.0 mi
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    My heart has officially fallen in love with Middleburg. I've met so many wonderful people here and…read morehave genuinely enjoyed every bit of my time in town--and my visit to the Red Fox Inn & Tavern continued that streak! My friend and I stopped in for cocktails upstairs at the Night Fox Pub-- where Kevin created marvelous nicely balanced drinks, and what a charming spot! The historic atmosphere is absolutely beautiful, and it felt like the perfect place to relax and enjoy the evening. We ordered the artichokes and lobster mac & cheese, and both were fabulous! We even ended up sharing the dessert donuts with some friendly neighbors sitting at the bar, which made the whole experience feel even more fun and welcoming. I can already tell I need to come back and get properly spoiled with dinner here. Between the beautiful historic setting, delicious food, cocktails, and genuinely friendly atmosphere, the Red Fox Inn has definitely earned a spot on my Middleburg favorites list. I'll be back!

    We went to the tavern for dinner while staying at the inn. They kept saying we would need…read morereservations or asking when we wanted to make them, but we walked over and the place was empty (which was great for our toddler). They sat us all of the way inside and in the corner. All of the employees were super sweet! The tasting menu has a lot of options for ways you can do it, but we all settled on an appetizer and steak with some additional sides (mac & cheese, risotto, artichokes, and fries). The salads and soup were SO good - refreshing, llight, and beautifully presented. The steaks were all cooked perfectly to our requests and the sides were plentiful.

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    Middleburg Common Grounds - Pup cup

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    3.8(166 reviews)
    0.2 mi
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    This is one of my favorite coffee places in the DMV. Their coffee is always good, the staff is…read morealways friendly and the food is always so good. Each month they have seasonal coffee drinks or themed ones that are always fun to try and they taste delicious

    I waited for over an hour to receive my food. Let me be clear: OVER AN HOUR and how am I supposed…read moreto leave after paying $25 for a (small) sandwich?? I ordered a chicken salad sandwich and an iced latte and was lucky enough to snag a table for the time being. I was not informed of any sort of wait time and generally expect the service at a cafe to be a little quicker than, let's say, a sit-down restaurant. After the last person in my group finished ordering, we learned that the waiter informed him that sandwiches will have a 40 minute wait time. After all the rest of us ordered and paid, unknowing of this ridiculously long wait. When the food finally came out, it was a much smaller portion than I expected for the price. I'm not sure what took so long, if the oven/toaster was broken or something, but I'm not sure why that would've stalled the preparation of my COLD chicken salad sandwich like the bread wasn't even toasted from what I could tell. +2 stars because the person making the drinks was ON FIRE, tossing them out left and right! She was awesome and the latte was the highlight of my experience and the only thing that kept me sane while waiting. The staff behind the counter, while friendly, seemed distracted by each other and were honestly just lollygagging around when it looked like they could've been assembling sandwich ingredients. It was like being in purgatory honestly. Don't mean to be dramatic but it was like just a pretty disappointing experience with everything this place could potentially offer. Cute vibes, friendly staff, and honestly really tasty food, but it's just a disaster the way it was run from my experience today.

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    Middleburg Common Grounds - Chicken Salad Sandwich (around .. 8 bites of food?)

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    Harrimans Virginia Piedmont Grill - Buttermilk biscuit with whipped butter and jelly

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    We were lucky enough to dine at Harrimans for two meals (dinner and Sunday brunch) during our stay…read moreat the Salamander and we are SO happy we did- both meals were exceptional and felt like the type of fine dining and excellent service that you don't see as much anymore. I have to be honest that we were both a little apprehensive about dinner- we weren't overly excited by any of the menu options. We had absolutely nothing to worry about. The pave of young chicken was the best chicken I've ever had- I honestly did not know chicken could be this tender and flavorful. We also really enjoyed the Caesar, which the kitchen kindly split onto two plates for us- you could tell this was made with local, high-quality ingredients. There was an excellent bread service (I just love a bread service) and I really enjoyed my cocktail- I can't remember what was in it, but I believe it was called Let's Tart It Over and it tasted like Fruity Pebbles! Sunday brunch was maybe even better than dinner. They have a really smart way of serving brunch family-style in two courses. You start with another (excellent!) bread/pastry service and then the first course is an absolutely incredible salad, fresh fruit with mint, and two mini avocado toasts with Brussels sprouts (which were unique, but the only thing we didn't love). The second course was an assortment of breakfast meats, scrambled eggs, Cinnamon Toast Crunch pancakes, and pear French toast. The eggs weren't amazing, but every single other thing was- the chicken sausage in particular was so fresh and delicious. And there's a whole table of desserts to choose from to end your meal! It's a good amount of food, but you're welcome to box up leftovers. I have to give a shoutout to Mohamed, our incredible server who we were lucky enough to have for both meals. He was kind, attentive, and had excellent recommendations. We were celebrating a birthday and he is one of the only servers I've ever had who truly made a birthday feel special and memorable, paying special attention to our table and bringing my mother sweet treats and bubbles to celebrate. It truly made our night and morning! Thank you, Mohamed!

    From November 1 to November 7, I took a six-day, six-night mother-daughter trip to Virginia. We…read morestayed at three different resorts for two nights each. I'll be reviewing each hotel, along with their spas, restaurants and experiences. While I'll share individual reviews, I'll also include some comparisons between them. This review covers our first stop on day one high tea at Harriman's at the Salamander in Middleburg. On that Saturday, we flew into Dulles and drove straight to Salamander Middleburg just to experience their high tea, even though we weren't staying there that evening (we returned four days later). We were not disappointed. The entire high tea experience was lovely. We arrived a few minutes early and waited outside until our reservation time. The staff made it clear they couldn't seat us early, which I completely understood, as they had strict time slots for each seating. Once seated, we were brought stools for our purses and given a tea menu featuring a wide variety of tempting options, some of which were seasonal. The menu also listed the items that would be served on the traditional tea tower. Like most afternoon teas, substitutions weren't allowed, much to my mom's disappointment. The table was beautifully set and the room was well lit and featured large windows overlooking the beautiful grounds. They first brought water, followed by a plate of perfectly sliced lemons, limes, and cucumbers to add to our glasses. We were also served us a refreshing sparkling rosé. As a vegan, I was given my own version of the tower, presented beautifully on plates. Everything, both on my vegan plates and my mom's traditional tower, was delicious. My mom's highlight was the scones, which she declared were the best she's ever had. My favorites were the fruit jellies, dark chocolate bark, broccoli tart, and the toasted rice topped with carrot- honestly, everything I ate was a standout. The service was excellent and attentive, and the tea was delicious. I started with the Pear Tree blend and finished with the Chai. Both were wonderful and, I believe, part of the seasonal offerings. The pear tea was light yet flavorful, while the chai was rich and perfectly spiced. My favorite high tea experience is still The Peninsula in Chicago, but Harriman's is a very close second.

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    Fields of Athenry Farm Shop & Side Saddle Bistro - The Farm Murph

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    I purchased meat from them for almost 5 years and have had problems on a few occassions. There…read morenormal answer is the customer is always wrong and they expect you to pay for their mistakes. In that time the quality of the meat has definitely gone down. On a few occassions I received meat which was freezer-burned and once received a bunch of inedible rotten hamburger meat. The most recent experience was the last straw. Bernadette ripped me off for over $300 because she shipped the order contrary to our written agreement which had been in place for the previous few orders. Her mistake, but she refused to give me a refund. Instead claiming some unwritten policy which she had made up in her head and it was my fault she didn't bother to contact me. That should tell you exactly what type of people you're dealing with there.

    I came here recently for Mother's Day brunch and was intrigued how such a seemingly small place on…read morethe outside, fit so many on the inside. We got sat at the high top and took in the surroundings of the hustle and bustle along with all the signatures on the wall. The place is definitely a bit cramped to eat and the sound really carries. Our service was sometimes very quick sometimes us just trying to catch someone but I understand they were probably busier than usual. I enjoyed most of the food served here, minus the meats as the lamb had a bit of that typical after taste and the bacon was just OK. They made a great omelette though and their pancakes, particularly the blue berry ones, were TO DIE FOR. I heard their eggs Benedict was some of the best my group has had. I thoroughly enjoyed my experience and think I would come here for Thanksgiving turkey but some of the other meats just weren't wow-ing. Their desserts on the other hand, are something I will dream of!

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    Very nice location, clean, and quite helpful staff! Wedding was beautiful and the accommodations…read morewere top notch.

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    We arrived on a Saturday for an overnight stay and dinner, and from the moment we checked in, the…read moreexperience felt warm, welcoming, and thoughtfully arranged. Celleste, the innkeeper and restaurateur, was exceptionally friendly and made the arrival process seamless. We chose to pay for early check-in, which was well worth it, especially because I had scheduled a massage. The massage therapist came directly to our room, making the experience convenient, relaxing, and a wonderful way to begin our stay. When we entered the room, we were greeted with a bottle of prosecco and chocolate-covered strawberries, which was a lovely touch and set a celebratory tone for the weekend. The room itself was charming, clean, and tastefully decorated, with a comfortable bed and an inviting atmosphere that made it easy to settle in and unwind. Before dinner, we enjoyed cocktails at the bar, which was an excellent start to the evening. The restaurant offers an impressive wine list along with a wide selection of spirits, making it easy to find or request nearly any cocktail. We spent some time reviewing the wine list and initially selected a red, but once seated for dinner, we appreciated the guidance of their wine expert, who helped us choose a white wine that paired beautifully with the meal. For dinner, we selected the Four Course menu because we liked the flexibility of choosing our own individual courses, and it turned out to be an excellent decision. The meal began with outstanding bread served with whipped butter, which was memorable on its own. Each course that followed was beautifully plated, served at the proper temperature, and paced perfectly. The attention to detail was evident throughout the meal, and the overall dining experience felt refined without being overly formal. The following morning, breakfast was another highlight. The frittata was excellent, and the croissant was flaky, buttery, and exactly what you would hope for at a French-inspired inn and restaurant. Service throughout our visit--from the bar to dinner and then breakfast--was consistently professional, attentive, and personable. Every member of the team contributed to a relaxed and memorable experience. Overall, L'Auberge Provencale Inn & Restaurant is a wonderful choice for a romantic weekend getaway. Between the comfortable accommodations, thoughtful amenities, excellent food, and genuinely warm service, it provided the kind of experience that feels both special and personal. We would happily recommend it to anyone looking for a relaxing and memorable escape.

    My husband and I came here to celebrate our anniversary and we are so glad we got to try the food…read morehere ! It's been on our list and we were so excited. It is very cute and charming inside and there were also live musicians when we went. We got the 4 course option and both loved the gnocchi. It was a great balance of the crunch from the salt and the softness of the gnocchi, For the next option, we got the seafood ragout and were delicious ! We loved the seared scallop and the shrimp was cooked perfectly. Below it was a pasta that was close to cous cous. For the third course, I got the beef and it was so good ! It was very tender and melted in my mouth. It was a good portion for the price. It was 165 per person for the 4 course option. The servers were very friendly but sometimes we did have to ask for waters to be refilled. The only downside was the mocktail I got. I ordered a non alcoholic margarita, and it was a little too salty for me but everything else was delightful!

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    Cuppa Giddy Up - coffee - Updated September 2026

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