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    Caffeinated Cowboy

    4.3 (19 reviews)
    Open 7:00 am - 4:00 pm
    Updated 1 month ago

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    French toast latte, bee happy matcha
    Neha N.

    Cute new coffee shop near hillsdale mall in San Mateo. Parking lot has a decent number of spots thankfully, but I could see it being hard to find it spot during peak times. The shop is actually pretty big and open, and it's well maintained inside. Staff are very friendly and even came and handed us our drinks/food which we didn't expect! I got the french toast latte and my partner got the bee happy matcha latte. We both really enjoyed them :) the cups they came in were pretty big too.

    Toasted Saddle Cold Brew
    Lexine F.

    I found this place on tiktok from their post about their soft opening. I wanted to try this place and it didn't disappoint at all! We went on a Saturday afternoon and there was plenty of parking out front. It is a pretty spacious place and I love how it has natural light that makes the place stand out! As soon as we came in we were greeted with a friendly place. With it being our first time here we asked the barista what they would recommend. We tried the Toasted Saddle. The toasted marshmallow cold foam was to absolutely die for! I love how the cold foam gave the cold brew just enough balance between bitter and sweet. I can't wait to come back and try their matcha and use my punch card!

    right next to car wash
    Leslie V.

    I work nearby and was so touched when the owner personally dropped off loyalty cards at our office, such a sweet gesture! On my first visit, the barista recommended the New Year's Bliss Vanilla Matcha with Strawberry Cold Foam, and it is incredible. If you're like me and love a sweeter matcha, this is the drink for you. The 'Western Chic' interior is adorable, and I'm so excited they offer Reviver Red Bulls, the Peninsula definitely needed a spot like this! I'll be back soon to work my way through the rest of the menu.

    Kimberly N.

    If you're getting your car washed next door then fine, it makes sense. Otherwise, the coffee was just ok, my latte tasted water down to be honest. Parking is hard to find or you have to park across the street and cross el Camino. The interior is adorable and the workers are also really nice!

    Toasted saddle
    Marie M.

    Cute little coffee shop next to Jacks Car wash. Love the pink and cow print interior. I had the toasted saddle which is a vanilla cold brew with a toasted marshmallow cold foam and a muffin. The muffin was delicious! I loved the marshmallow cold foam on the drink. The coffee itself was ok it tasted a little watered down for my taste. It is fairly new and they might be perfecting their drinks still, so I will return in the future during my next car wash.

    Outside
    Alicia S.

    Saw this place on a Instagram reel and it looked so cute!! The place was decorated very cute and on theme. Was welcomed by staff as soon as I walked in. The drinks were also super delicious. They have your regular coffee drinks but also some specialty drinks. It was great! I would come back for sure!

    Paige D.

    So good! The decor in the shop is so cute! I went for their soft opening week and it's really great coffee! I want to work my way through the rest of the menu they look like they know what they're doing ! Excited to try the energy drinks next! The girl was super friendly. They definitely need a bigger sign on the door or building before their grand opening though! Blink and you miss it, I thought it was part of the car wash next door. Super clean and def will be back!

    New years bliss
    Shanny C.

    New coffee shop in San Mateo that took over the previous Jill's coffee next to Jack's car wash. Owner was very nice and the place is spacious! New Years Bliss was yummy, not too sweet and can taste the matcha. Will come back to try other drinks :)

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    1 month ago

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    Antonia W.

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    4 days ago

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    28 days ago

    Service was great! Coffee was good not to sweet. I believe they only have one size but don't quote me on that.

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    Review Highlights - Caffeinated Cowboy

    New coffee shop in San Mateo that took over the previous Jill's coffee next to Jack's car wash.

    Mentioned in 4 reviews

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    Taste & Glory

    Taste & Glory

    4.4
    (830 reviews)
    2.0 mi
    $$

    We walked in on a Saturday - right before the line got super long - and waited for 10 minutes…read more Staff greeted us and took our orders right away. The tables were really close together so it was a bit harder to maneuver around. It was easy for someone to bump into the table when passing by. For drinks we got the blue butterfly - which is on the sweeter side. We also got the iced biscoff latte but a bit disappointing. It wasn't sweet enough and you couldn't really taste the coffee. We really enjoyed our dishes - carbonara udon, crispy honey chicken Benedict and the ube pancakes. The carbonara udon was on par with the one we had in Japan. The chicken Benedict was full of flavor and the eggs were cooked to perfection. I've had better ube pancakes in the peninsula but they still tasted good!

    We saw that Taste & Glory had a lot of hype and mentions of long lines, but we thankfully got lucky…read moreone day and got in with 0 wait. Cute and quaint cafe in San Mateo with unique offerings. The thai tea french toast immediately caught my eye because I love thai tea and anything thai flavored in general. While it is presented beautifully, the flavor itself fell flat for me. Thai tea is known to have bold flavor and a strong tea taste. This was really lacking that. My partner got the chicken croffle and he loved it. I tried it and it is definitely something I'd order too! Chicken was nice and crispy and the croffles weren't dry or soggy, but the perfect in between. We liked that it came with both a savory sauce and syrup. I'd definitely return to try other things sometime.

    Photos
    View upon entering
    View upon entering
    Banana French Toast
    Banana French Toast
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    Foreigner

    Foreigner

    4.1
    (1.1k reviews)
    2.6 mi
    $$

    I came here for breakfast, and it was great! The location is very nice, and the seats and tables…read moreare stylish and comfortable. I got the smoked salmon Benedict, and enjoyed it immensely. The eggs were perfectly poached, the Hollandaise was tasty (but not overwhelming), and the biscuits they come in were really tasty. I also appreciated the lightly dressed salad that came as a side: the greens were very fresh. I also got the Cuban Cortadito, and I was pumped to have a non-dairy coffee drink. It was very well made: the slight hint of condensed milk was a nice touch. It was a nice sweet drink without being cloyingly sweet. But they have so many tasty coffee drinks that it was hard to choose, so I'll def be back to try more of them!

    My friend and I came here last Saturday at around 11:30am. Despite the rain and wet streets that…read moreday, the restaurant was busy and lively. We ordered our food and drinks first at the register and then they gave us a buzzer, which we took to a table of our choice. The restaurant has indoor and outdoor seating, and fortunately, we were able to find a table inside. I ordered the Foreigner Favorite and an iced Yema Latte. My friend ordered the Veggie Scramble and an iced Euro Latte. We both requested less sweet for our drinks. This turned out good for the Euro Latte but I had to go back and ask them to increase the sweetness for the Yema Latte. The drinks were good, nothing too mind-blowing. The Foreigner Favorite was yummy. I really liked the sausages and poached eggs. I love potatoes, and I wish these were a little bit crispier. Regardless, it was an enjoyable dish overall. It was also very filling, and I ended up taking leftovers home.

    Photos
    Foreigner
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    Apple Fritter

    Apple Fritter

    4.2
    (1.8k reviews)
    1.3 mi
    $$
    Hipster vibe
    Vegetarian friendly

    We visited Apple Fritter on Easter Sunday on a whim, and it was SO WELL WORTH IT! This stop was…read moreabout halfway between SF and where we were staying in Cupertino, so it was perfect before our long SF exploration day! We stood in line to order for about 20 min, and everyone told us it was worth waiting on! It turned out to be VERY true! The food was out of this world, the donuts were SUPER yummy and we the service was wonderful! I can only speak for my plate, but I ordered the "Amazing Breakfast Sandwich" and it was DELICIOUS!!! Let me break it down for you: 1. The bread was sourdough - but it was SO MOIST and SQUISHY! Unlike your harder, toastier sourdough bread. 2. the turkey bacon and cheese were tasty and hearty on this sandwich 3. the arugula was fresh and added a clean taste to the bite 4. The garlic aioli was the PERFECT sauce to go on this sandwich. It gave it the aromatic flavor it needed! (I took off the fresh tomato due to allergy!) I still think about this sandwich!!! The hashbrowns were good, they were a solid choice. They make it on the crunchier side which I LOVE! Pictured there are the cinnamon bun and the maple cake donut, which both were SO GOOD - especially the cinnamon bun. The bun was a perfect balance of the cinnamon, glaze, brown sugar and dough. The maple donut was comparable to some of my favorites! The donut dough was not my favorite, but the maple glaze made up for it! I topped off my meal with an iced tea! :) I want to go back to San Francisco JUST for this breakfast again! Highly!!! Recommend!!!

    Apple Fritter is such a whimsical brunch vibe! Their donuts…read moreare fresh, and the apple fritter itself is well portioned and sweet. Some favorites included their ultimate pancakes, granola parfait and egg scramble, but the coffee is delightful. I preferred the cocoa puff cold brew over the carbonated coffee (vietnamese coffee with sparkling water). They have a private parking lot and offer both indoor or outdoor patio seating. The staff is friendly and will take care of clearing tables afterwards.

    Photos
    Cookie butter coffee
    Cookie butter coffee
    Truffle Burger
    Truffle Burger
    Banana Bread Matcha

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    Fiero Caffe

    Fiero Caffe

    4.5
    (518 reviews)
    2.7 mi
    $$

    Fiero Caffe is a unique place where you see regulars who have their daily coffee/espresso and chat…read morewith the owner- a little community. Then you see others who are sitting down for hearty meal (omelette, pasta, sandwich). All of the food is good there. We have had practically everything on the menu, whether it is one of their pastas, an entree like salmon or chicken, and even the pizzas, which as of this writing, they no longer offer. Oh, and of course, great espresso drinks. You walk up to the counter and order, they give you a number and you sit down. Food is delivered to you cooked to order. This is a place where you understand that you enjoy your meal and espresso, not that you are in a hurry to work and need to use a mobile app. Seating both inside and outside. Generally well maintained as they turn over tables. One of my favorite places in the peninsula. Only wished they open for dinner but then that could change everything. Owner is great!

    A small chill cafe with indoor and outdoor seating....feels like the menu is more of a Italian…read morerestaurant....but a great place for breakfast.... People go there talk, relax, bring their kids, dogs, etc..... Seating is first come first serve....but they weren't overly packed for a Saturday about 10AM. I got the Vegetarian Omelette with no cheese.... It was pretty tasty and the latte was really good as well....Nothing to complain about... I'd come back

    Photos
    Counter area
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    Rigatoni
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    He is the best I come for his hospitality been here for years

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    Backhaus

    Backhaus

    4.4
    (907 reviews)
    2.6 mi
    $$

    Backhaus has been on my radar for forever, so I was so excited to finally try them on a Sunday…read moremorning. I came in around 9am and they were already sold out of some items, but I did manage to get my hands on one of their famous croissants! I ended up getting the Pistachio Raspberry Croissant and Chocolate Chip Cookie. Both pastries are PHENOMENAL. The Bay Area truly does have a fantastic pastry (especially croissant) scene, but Backhaus is definitely up there. I loved how well the flavors came through in both, and the textures were great. They were also baked perfectly. I definitely want to try more of their offerings in the future! In general, this place well deserves the hype.

    The bakes here was some of the top ones I have had. I tried a couple of bakeries on my road trip up…read morethe Pacific Northwest and this was one of my favorites! I tried the cheesy twist, morning bun, and the ham and cheese croissant. I am pretty sure I tried other things but I can't remember exactly what but these were the stars. The cheesy twist kind of tasted like there was an Alfredo type sauce along with the cheese. It was delicious. One thing I wish I would have done is ask for it heated because I saw some other people doing that and it looked delicious. The morning bun was so good. It had a beautiful medley of spices that truly brightened your morning. The flavors were so balanced. As for the ham and cheese croissant, the star was the ham. The flavor of the ham reminded me of a thanksgiving ham. It was amazing! Honestly, I don't think you can go wrong with anything here. I regret not getting a full loaf of bread to take home with me.

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    Indoor order line
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    Cardamom swirl and Cortado. Pumpkin bread.
    Cardamom swirl and Cortado. Pumpkin bread.
    Everything croissant w/ cream cheese

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    Drakes

    Drakes

    4.0
    (586 reviews)
    2.6 mi
    $$

    Went here for brunch and it did not disappoint…read more Service was great and fast. They sat us upstairs since there was a few boys soccer teams that were there with their coaches and parents. The honey mint mojito came in a cute bear glass and was just the right amount of rum, a little tarty but once watered down was good. Had the biscuit and bacon board (lots of bacon and the biscuits were warm and fluffy). The French toast was just right and the berries were sweet. The crab Benedict was made of real Dungeness crab and the muffin was still crispy. Honestly, the biscuit and bacon board would have been enough. 4 stars because it was $$$ but would def go back again

    Out server was fantastic, very nice, capable and sweet. The ambience was fun too, they had live…read moremusic on Thursday night so that was great! However, the food was very disappointing. We went there because they had gluten free options and I have celiacs. When we got there I asked about the gf options labeled on the menu and the server said that those items were not really gluten free... So, I asked what my options were and it ended up being salad or surf and turf. My husband and I decided to share the $60 surf and turf and it was okay, but I wouldn't order it again. The one thing that was the most disappointing was the $12 Italian soda. It was just not good... Maybe some of the other non gluten free items are better, but not suitable for a person that needs gluten free options unless you want to eat a salad.

    Photos
    Cool place - first time.
    Cool place - first time.
    Berries, burrata, egg, Canadian bacon, and English muffins
    Berries, burrata, egg, Canadian bacon, and English muffins
    Honey mint mojito

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    Caffeinated Cowboy - coffee - Updated June 2026

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