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    Caffeinated Cowboy

    4.4 (47 reviews)
    Closed 6:30 am - 4:00 pm
    Updated 1 month ago

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    Pick up window at the Caffeinated Cowboy
    Sandy Y.

    Caffeinated Cowboy is a cute drive-thru coffee spot. It is not really a place to meet up with friends, but what it lacks in ambiance, it more than makes up for with its coffee and pastries. They offer a great variety of both fun and classic coffee drinks, along with a nice selection of pastries. I ordered a French Toast Latte with a croissant. We placed our order on one side of the kiosk and drove around to pick it up, and it was ready by the time we got there. I was a little worried the latte might be too sweet, but it had just the right balance and excellent flavor. The croissant was fresh, soft, and exactly what I was hoping for. Prices are a bit higher than those at some chain coffee shops, but I would much rather support a small business. Next time I am in town, I am getting my coffee at Caffeinated Cowboy again.

    Monique W.

    I saw this cute little drive up coffee shop on social media and had to try it asap. I love the all pink vibes. In addition to their awesome coffee selection, they have food options as well like breakfast burritos. I got an oat milk latte and added French toast syrup to my latte. It was so good. I savored every sip. I'll definitely be back.

    Spring Specials drink menu
    andrew p.

    This was our first time here. The small lone pink building in the middle of the parking lot stood out so much that it made it easy to spot in the shopping plaza. There is a "walk-up" order window to place your orders. And then beside the walk up window, there is the Drive-Up "Order Here" window where you place your and pay followed by a short drive to the other side of the tiny building to the "Pick Up" window. We did the Drive Through... and the staff is super kind and helpful. They answered questions we had, they offered recommendations, and even accommodated requests we had for one of the drinks. Something that I really appreciated was the fact that each window had a set of fresh flowers. It really added a nice touch, it is something small, but really made the interaction space more personable and cozy. The order: Toasted Saddle -Sipped it before mixing in the marshmallow cold foam, and it was delicious. Smooth, not overpowering and mildly sweet. Once I mixed the Marshmallow cold foam into the beverage, it became slightly more creamy... but if you want a more creamy version, I recommend requesting it be done as a latte. Toasted Saddle (Latte) -My friend let me taste his. He had mixed the Marshmallow cold foam, and his drink was creamy and sweet. An even balance of both coffee and creamy sweetness. Tira-Miss-U: -Another friend ordered this drink, i don't recall if they ordered it as a latte.... But it did look and taste very similar to the toasted saddle latte. These all had a forward tasting of sweetness with a subtle smooth coffee as the follow up flavor. I would definitely like to come back and get these drinks again, and all the other drinks so I can experience the entire "rodeo/menu" !

    Jason Q.

    Stopped by Caffeinated Cowboys in Pleasanton on their grand opening/red ribbon cutting day, and it was a great experience overall. The drive-thru setup is super convenient, and even with the opening day buzz, the service was quick and friendly. I ordered the banana matcha, and it's honestly the best one I've had in Pleasanton so far. The flavor was smooth, well-balanced, and not overly sweet,you can tell they put care into their drinks. Really solid first impression. I'll definitely be coming back to try more off the menu.

    Livier M.

    I am embarrassed to admit that since they've opened I have come here every week. It is close to work and I love that I don't have to get out of my car. And I mean cmon it's pink! My drink is consistently good which I appreciate and the girls at the window are always so nice. I've also tried their breakfast options and they were also really good. They will most definitely be seeing me again lol. Also love that they finally have their branded name on a sticker on the cup. Random I know but it just adds a lil something

    Howdy honey with toasted marshmallow cold foam and oat milk. SO good! Color is perfect and the taste is perfect! I will definitely be back!
    Leanna P.

    I got the Howdy Honey with marshmallow toasted cold foam and oat milk. The sweetness level was perfect and the color ! I will definitely be back!

    Bee Happy
    Loveliz M.

    Cute tiny new coffee shop in the neighborhood. I stopped by on my way to my nail appointment as I am always open to supporting small businesses. I came in through the drive thru, a couple of cars were ahead of me that were waiting to order. When I reached the window, I took a look at the menu decided to try the Bee Happy. I didn't notice different drink size or milk options, but when I placed my order I was asked if whole milk was fine, in which I said yes. I paid for my drink and proceeded to get stuck in that weird turn angle. Sadly it's terribly tight to turn and fear for others that may want to swing by with larger vehicles. But once I was able to get to the pick up window, I was greeted by a kind gentleman that confirmed my order then handed me my drink. The Bee Happy matcha drink was pleasant. I will definitely be back to try something new but next time I will walk to window instead of going through the drive thru.

    Order side
    Jasmine L.

    I was planning on going to the Philz directly across from this place (huge fan of Philz), but saw this cute lil drive thru coffee shop and decided to support a new up & coming business instead. This place did not disappoint with the Howdy Honey drink. It wasn't too sweet. This drive thru has one side to place the order and then you drive around to the other side for pick up. Customer service was nice but did take a bit to time to get thru the line - that's something to consider in case you're in a rush and just need a quick drink.

    Maple Bloom latte
    Jennifer C.

    Cute little coffee shack, primarily drive through but has a walk up counter. Line gets a bit long but moves fast. Has really fun coffee flavors but was a bit too sweet.

    French toast latte
    Rimmi S.

    This is a small drive-through coffee shop in the middle of Pleasanton and it's a solid place to get coffee! I got the sausage breakfast burrito and a French toast latte which both tasted really good. It's quick service and everyone there is very nice. They have lots of options and especially sugar-free syrup options which a lot of coffee shops don't have!

    Casey Y.

    Small cute shack that sells coffee, matcha, Italian sodas, and breakfast foods! Service was kind of slow but it's understandable since it's a small space and they allow drive through. Expect a 15 min ish wait time even on a non busy hour. I got the Monkey Matcha and my husband got the French Toast Brew. Monkey Matcha was not really for me. First, it tasted too sweet. I taste more syrup than matcha. Second, the matcha color was a but off putting. Not the satisfying bright green I was hoping for. If you want to try it, I recommend getting it less sweet just because there is a lot going on. My husband's French Toast Brew was very good though. I really like strong coffees and it's not overly milky or watered down by the ice. Overall, if I were to come back, I would get the coffee instead. In addition to the drinks, we also tried their sausage and egg breakfast burrito. It was okay... I feel like the insides were very mushy...

    Yummy Cold Brew
    Melly G.

    This spot is soooo CUTE a great addition to Pleasanton. I absolutely love the option that they have a flavored ice redbull options. I had the cold brew highly recommend.

    Outside (no inside or outside seating)
    Jordan W.

    I had such a pleasant experience at cowboy coffee. I got an iced latte with caramel and macadamia nut flavoring and it was so smooth. I feel I've been disappointed by many coffee shops with their not so good drinks and inconsistency and I feel this place will keep consistent in how their drinks are! I highly recommend this place.

    Seasonal matcha

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    I love this place so much! The French toast drink is to die for. Love having them in Pleasanton!

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    Fast and friendly service. I ordered the iced tiramisu latte. Great flavor. I will return!

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    This is the best place for banana matcha! I highly recommend it to anyone in the area.

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    Ask the Community - Caffeinated Cowboy

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    4.2(936 reviews)
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    I come here regularly and it's honestly one of my favorite spots for coffee and food. Everything is…read moreusually great, which is why today's experience stood out in a disappointing way. I ordered a 16 oz (large) coffee, but was served a 12 oz. When it was brought to our table, I politely asked about the size since it looked smaller than what I usually get. The barista told me it was 12 oz and mentioned it might just be a different cup, then walked away without really addressing the concern. I checked my receipt and confirmed I was charged for a 16 oz. I went back to the counter and explained that I simply wanted the correct size. Initially, I was told I would need to pay more, which was frustrating. After explaining again, she finally offered to remake it. For clarity, the drink hadn't been touched at all--I returned it exactly as it was. I really like this place and will continue to support it, but I hope the team can improve on order accuracy and customer service, especially when concerns are raised politely. A little more attentiveness and willingness to resolve issues would go a long way.

    Coffee shop located in the heart of Downtown Pleasanton. I'm not sure this place took over another…read morebusiness at some point because the space is really large. It also has an old-timey study or library or at least a literary vibe to this place. There's multiple rooms, including a stage in the back room. I think they have events here. Service is friendly and they have classic drinks as well as some festive ones. I was here on St. Patrick's Day so I got something festive even though it was overly sugary lol. I ordered the Lucky Charms White Mocha. It was tasty, but definitely a drink I wouldn't be able to order on the regular. I was able to set up my computer and one of the side rooms and get some work done. This place seems to be a very popular place for studying and doing some work. Just a great place in a great area. They have a large lot and there's also plenty of street parking in the area, especially during the day.

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    ChaiAum - Himalayan Paneer Frankie wrap

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    Props to Lauren for handling the whole cafe by herself during the day back in February. She was…read morefriendly to talk to and offered a complimentary Chocolate Jaggery cookie for being patient with her. I came here to try their most popular menu: Himalayan Chiya (hot) w/ almond milk- less sweet, not too much spice, yet comforting to drink since I had a dry throat earlier. Frankie Wrap in Paneer- flaky Himalayan wrap with paneer bits, and vegetables paired with the green sauce, which was my favorite. Nimki- it's like salted pita chips that I recommend dipping it in Chai Chocolate Jaggery Cookie- chocolate chip cookie with brown sugar topping- it was too sweet that I had to take some brown sugar away unless paired well with plain hot chai If you don't want to deal with people while working/studying, come from noon to 3 pm. So relaxing to sit and dine inside by myself. I would recommend trying their Momo next time.

    I was welcomed warmly and the lone staff member Lauren enthusiastically explained the menu options…read more I decided upon the traditional options which did not dissappoint: Himalaya Chiya Masala Tea - refreshing, mildly traditionally spiced Himilayan Frankie Wrap - lovely baked roti stuffed with delicate potatoes and spices along with a sprinkle of fresh greens Chocolate Jaggery Chip Cookie - perfectly baked with a traditional sweet sugary topping The food and tea were delicious and the ambiance is perfectly welcoming. The interior was bright, modern, and comfortable. Soft ethnic music played in the background. There were several smaller tables as well as a central seating area with cozy armchairs and a low table next to a welcoming wall filled with games and books to borrow at leisure. Definitely recommended!

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    It’s a Grind Coffee House - Delicious hand made breakfast egg croissant

    It’s a Grind Coffee House

    3.9(44 reviews)
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    Hidden gem alert…read more Stopped by this coffee shop on the first floor of the mall to meet a friend, and WOW--I'm so glad she picked this spot. Cute little spot with a cozy vibe--there's both couch seating and table seating inside, perfect whether you're catching up with a friend or just hanging out solo. That first sip of coffee? Instant obsession. I was hooked. The baristas were also super friendly, which made the whole experience even better. They've got a great selection of pastries and breakfast options too. I ordered the breakfast burrito (comes with egg, cheese and your choice of protein, plus a veggie option), and it did not disappoint--super satisfying and flavorful. For my drink, I went with an iced vanilla latte with oat milk... and let me just say, it was chef's kiss. Smooth, perfectly sweet, and so refreshing. Safe to say I've found a new go-to coffee spot. Already counting down until my next visit!

    It's hard to.access if not going to the mall but needed, $Bux is long gone, but this is so much…read morebetter and even though it's a Franchise...it works as basically nothing else w Espresso machine in the Mall. Macy s had a cafe and it is also closed at time of this Writ. One of the unique tastes here, is it's Chai although known for it's many mixed coffee drinks and flavours having ample enough syrups to enjoy whilst shopping the Mall inside. In San Leandro is an older one but have seen these around over the years alike Tully's and/or Coffee Bean & Tea Leaf now left in The City. That major in iced coffee drinks famously. I had a similar experience couple times I went since grand opening last year to, AnaSofia Z.'s I believe it's okay and food odors mix in a higher ceiling and kept even in a 1st floor setting here. By men's macy's doors down towards center court. Kinda pricey for a Breakfast burro but expected for Mall Lease prices increasing due to less vendors currently renting space differences. Traffic is less except on the weekends, they always have enough staff at this location inside but still training and different persons and like the options on the shelf, but don't know how long it's been there, especially loose leaf tea. Cups are unique and tasteful. I will return for the 5th time, next time and will try a different drink. To us the avacado bagel toast and the quesedilla had more value, than burrito pricing as much as the flavors. My accompanier had the Hot Nutty Cow which was unlike other drinks. So kudos DESI for them for that on the nationwide menu. Another good thing is sugar free hot and cold drinks upforth on the menu giving others a chance to enjoy a beverage while others only use a sugar free syrup only change to anything, ALWAYS defaults Vanilla. Seating is usually full, good for them, but we occasionally found out of the door seating chairs to enjoy our food and beverage seated there. Only a 3*5 due to box chai and the tables dirty but I asked someone they came around the corner and cleaned as we appreciated that. Don't have any photos today, but you will see for yourself next time you go to Stoneridge Mall across from Game Stop, that closed and was vacant blank black on our last visit last week. Ume was around the bend but favors bobba tea and their drive thru closed to re-open as Cowboy Coffee this week.

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    Honi-Bear Boba Cafe - Mango yogurt smoothie topped with sea salt cream and vanilla ice cream

    Honi-Bear Boba Cafe

    4.2(50 reviews)
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    A new item Takoyaki Fries So Delicious! Always enjoy the…read moreAvocado Spinach smoothie, I like the level of sweetness 30%, Honi Bear team does a good job. I like Matcha so GOOD - liked Japan Town famous Matcha ice cream. Not a surprise Honi sold out my favorite Egg Rolls shrimp inside. Will get it next time! One of the best Pop Corn Chicken on Main Street. If you want to take out, open the lid 100%, because you don't want the moisture keep inside the box. Good sitting area is always a plus. Clean +++++ Friendliness AAAAA

    It is amazing how many boba drink places exist in Downtown Pleasanton. We finally got ourselves to…read morecheck out the most recent addition to the area. Our recent visits have been to return for the avocado smoothie, which is not a common drink offering at Boba places, and popcorn chicken. The avocado smoothie is okay and not the best, however, it will do given none of the nearby places offer this drink. But the real winner is their popcorn chicken which comes with a decently sized-portion and the batter is perfect in amount and flavor. We don't particularly like our food spicy, so we always request for them to not add additional pepper sprinkled on top. That makes it perfect for us. However, if you like your food more spicy, definitely let them know. The only way to do this is if you order directly through a cashier or you somehow get their attention before they finish your order. Otherwise, ordering through the kiosk does not allow you to input any special requests. Service is not particularly fast especially when they get bombarded by the students from the middle schools and high school in the afternoon. I have yet to try their milk tea, but I haven't come to want to take the chance given one of my favorites is not that far of a walk from Honi-Bear. In any case, the location is great in the heart of downtown to treat ourselves to some drinks and snacks!

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    KavehG - Rose milk tea

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    4.7(147 reviews)
    8.8 mi
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    I've been on a mission to find a great coffee spot in the area, and I've finally found it!! I was…read moreimpressed how busy it was inside...people hanging out, studying, catching up over drinks- not just grabbing coffee to go. This place has great social energy. We ordered 2 hot coffees: - Biscoff hot latte: The star of my visit. Rich, creamy, and deeply "biscoff-y". They use a generous amount of biscoff butter in this. - Spanish latte: The one miss for us...it tasted burnt, which was disappointing because we're usually big fans of a good Spanish latte. The waiter recommended the pistachio latte for next time which I'm now dying to try. Five stars, and I'll be back soon.

    Such a neat cafe to come study/work, on a date or with a group of friends…read more I arrived with a friend on Sunday to a packed cafe, the ambience was warm and cozy compared to the rain outside. Since the inside was packed, we opted for one of the coveted outdoor seating areas and were spared any additional rain. Ordering at the counter was quick and easy. The bakery display had so many delightful treats and pastries, we got a small mixed tray to try a few of the different nougats and Turkish delights. The Rose Milk chai was perfect! Spicy with just a hint of rose to wrap it all up. The Mocha was balanced and tasty too. All in all it was a nice way to catch up with a friend and enjoy a variety of sweets. I'll be back again, even if it's just to grab a to-go order!

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    Caffeinated Cowboy - coffee - Updated May 2026

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