First time at the Night Owl Cookies in Winter Park and it did not disappoint! I got a four pack, featuring the cookie buttah, Dubai chocolate, a season spooky cookie, and Oreo cheesecake. Thanks to the manager on cookie suggestions as there are a lot of choices so deciding on just four of them can be a challenge. The location is in a tight parking lot that it shares with a Trader Joe's and Shake shack so keep that in mind if you are going around any peak times. Overall, I was in and out and under five minutes and the cookies were freshly served! read more

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Night Owl Cookies are definitely not basic cookies. They're huge, and loaded with toppings. - Cookies were warm, soft, and super fresh - Tons of different flavors to choose from - Portions are HUGE, you could easily split one - Perfect spot when you want a late-night dessert Definitely worth checking out if you have a serious sweet tooth! read more

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My birthday recently passed and I knew I had a free cookie from Night Owl, but my app wasn't working. I stopped in while I was shopping at Trader Joe's just to see if I could get my free cookie. Heather greeted us when we walked in and she informed us that they just got rid of the app and rolled out a new loyalty program. The new program is really confusing. I scanned the QR code and it makes you input a credit card but it only accepts Master Card or Visa. I only had my Discover on me and I was very put off by the fact that I had to add a credit card just to join a loyalty program. Heather was so kind and patient. She was more than happy to give me my free cookie even though I couldn't make a new account. I felt so bad that my friend and I also decided to purchase a cookie. She ended up also giving us the second cookie on the house because she felt bad. Heather mentioned the new loyalty program rolled out in South Florida, where they are headquartered, and just rolled out to Orlando. She said it's been a big frustration with customers. As a marketing professional, it's a big miss by Night Owl to not alert their old loyalty users about this change. If it wasn't for Heather, this rating would've been significantly lower. As for the cookies, we got the Brookie and Oreo cheesecake. Both were delicious and not overly sweet. read more

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Ooh this place smells delightful! Shout out, Jackie who took my order! I got the biscoff, Oreo cheesecake, s'mores and their Krispy creme cookie. The establishment is so clean and my cookies were served warm. The texture of the cookies were soft and so flavorful. I'll be honest - the cookies are dense that I couldn't have finished one in one sitting. Best part is -- these cookies can last on the counter the next day! Good quality ingredients; made with a lot of love. Thanks Yelp for the invite! We'll be coming back. read more

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The cookies choices are plentiful. The flavor combinations are rich and unique. They have a cookie with a Krispy Kreme donut baked inside and a Dubai chocolate cookie. The staff was friendly and welcoming. The interior was cute, clean, and modern. The neon lights made it feel like a trip to Miami. read more

Night Owl Cookies - Carb comeback in full effect! Thanks Yelp. - Bakeries Near Me - Winter Park, Florida

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I've been loving Night Owl for years now lol (ever since they moved to Winter Park) Smells good and the cookies are soooo good. read more

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I can confirm that Nightowl is still delivering quality cookies. I Uber eats it super frequently as my guilty pleasure snacks. I LOVE THAT THEY HAVE STICKY ROLLS NOW!!!! I will say I haven't seen the Ave Maria cookie recently. I'm not sure if that's just because of Uber Eats or if it was discontinued. I'm going to have to stop in to investigate because that was my fav! But the new cookies periodically are really good so there is always something that I like :) read more

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As a cookie enthusiast I am a big fan of Night Owl Cookies from what I've tried so far! The cookies themselves are substantial and topped/filled generously, but most importantly they're not too cake-like, as compared to the big guy Crumbl (I'm not a fan of cake-y cookies). They're crumbly, soft, chewy, thick, and also gorgeous! I had mine delivered and the order came quickly and nicely packaged. My favorite is the Oreo brownie cheesecake because the cream cheese icing was sooo decadent on top of the perfectly baked signature dough mixed with chocolate chip and Oreo cookie crumble. The fudgy brownie bits on top were fresh. All in all a fabulous cookie and great for sharing (or not). I also tried the Dirty Diana which was BOGO on DoorDash. This one is definitely unique as a chocolate dough base that's filled and topped with Nutella. Also quite delicious - would be great with vanilla ice cream. read more

I don't know who needs to hear this, but everything is going to be ok... I think ...but why not divulge into some decadent cookies because life is too short anyways? Night owl cookies is the peak establishment where your brain registers a $5 cookie and it's justified because it's been a hell of a week and let's face it these cookies are damn good. Stepping in here I felt the vibes are a mix of ice cream parlor meets coffee spot. The Oreo brownie cheesecake sundae was amazing. That crunch from the Oreo mixed with the cheesecake frosting hit just about every note for me! read more

Night Owl Cookies - The fleet of cookies - Bakeries Near Me - Winter Park, Florida

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Night Owl Cookies never disappoints. The box alone is adorable, but the real winner was the Biscoff Tres Leches. So soft, sweet, and just melts in your mouth. The Oreo one was stacked with chunks, the sprinkle cookie gave full birthday cake energy, and that toasted marshmallow s'more's cookie was gooey perfection. Everything tasted super fresh, and honestly, it's the kind of dessert that just puts you in a good mood! Late-night cookie fix = handled. The cute owl decor inside is also a nice touch, pickup service is quick. read more

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Dubai chocolate cookie was outstandingly delicious! Red velvet was to die for and the oreo one was really good. You need to try their cookies out, they are the bomb! read more

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I came here with my husband and 2 kids for a late night cookie run and it did not disappoint. The ladies that night were friendly and helpful with suggestions. We got 6 cookies of different flavors and ate a couple of them there while we took the rest home. There was plenty of seating and the place was clean. The chocolate chip cookie was warm and delicious. I could have ate the whole thing by myself but had to share with the fam lol. The brookie was very moist on the inside and crispy on the out. Def recommend read more

Night Owl Cookies - Bakeries Near Me - Winter Park, Florida

So happy to have Night Owl Cookies in Orlando now after first trying them in South Florida. These are the most beautiful, decadent cookies made fresh to order and served warm -- yum! The new Winter Park location is much closer to me, making it an easy pitstop when I'm out running errands. The service staff is always so patient and kind, answering all your questions about the different flavors. So far, I've tried the Ave Maria (guava/white chocolate), Cookies & Cream, Rainbow Over Bedrock (fruity pebbles), Red Velvet, Dark Chocolate S'mores, the classic Chocolate Chip, and the seasonal Creme Brulee. They were all amazing, but I especially loved the Ave Maria and the Creme Brulee (I wish they would add that one to the permanent menu). I still need to try their flavored milks! A box of cookies also makes for a great gift. I recently picked up a 6-pack to treat my son's new teachers and they were obsessed! read more

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anyone else love trying other cookie spots instead of Crumbl? this place is spot on. they have your standard and seasonal. I am a sucker for the Dubai chocolate mainly bc of the knafe. loved it. it was filled w/ cream too which was a nice surprise. the cookies are huge. quick & friendly service too! read more

I like to consider myself a cookie connoisseur and truly believe Night Owl Cookies is some of the best cookies in the Central FL area. This location is in the Trader Joes parking lot. While this is a booming plaza, I have had no problem securing a spot when visiting Night Owl. Through the app, I received a free birthday cookie. I was so excited to redeem. The 2 staff members were super helpful when helping me navigate the app to scan the QR code. I chose the Brookie. It's a perfect combo of brownie and cookie. They heated the cookie up in the oven, and it was served warm and gooey. Such good flavors and decent size. The cookies here blow Crumbl Cookie out of the water. No comparison. This needs to be everyone's go-to spot for desserts for birthdays, goodies for the office, or an after dinner dessert! read more

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If you love cookies this is the perfect place. Recently was able to stop by and I love it. As you walk in you you get the smell of fresh baked cookies. Staff is so friendly and welcoming. Love their atmosphere and decorations. They have a great variety of signature cookies and they also their cookie of the week every week is a different one. I grab the ave maria which has guava and cream cheese and the cookie of the week which was coconut with chocolate chips. Their so delicious mouthwatering, soft and tasty. Their open unil 2 am. They have inside and outside sitting with view to the lake on the back. So if you have a sweet tooth this is the perfect place to stop a get one of their delicious cookies read more

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SWEET CRAVING ALERT‼ Visited for a fix and ended up with 4 instead. Listed in ascending favorite order; 1) Ave Maria (Guava drizzle w/ crunch taste) 2) Brookie (Brownie/Cookie mix taste) 3) Funfetti (Birthday Cake taste) 4) Oreo Cheesecake Chocolate Chip (Monthly Special) Located in the shopping plaza near Trader Joe's with limited indoor seating for couples/groups. Staff were friendly with answering questions about menu. read more

Night Owl Cookies - Bakeries Near Me - Winter Park, Florida

Love this place. Love their cookies, but I don't like a messy cookie box with chocolate smudge. read more

Night Owl Cookies - Bakeries Near Me - Winter Park, Florida

The best cookies ever, perfectly soft and rich in flavor. The service was great and quick. Definitely recommend it! read more

Night Owl Cookies - Dirty Diana - Bakeries Near Me - Winter Park, Florida

Yummy and satisfying. The cookies were delicious and left me feeling understood. The service was great and the staff was accommodating to Yelpers that came by to patronize the establishment. It was quiet and pleasant. Consistent with the theme of milk and cookies with an emphasis on the owl. Not to mention my table which was filled with sprinkles . Super cute and a cute date spot. read more

Night Owl Cookies - The good good - Bakeries Near Me - Winter Park, Florida

The Ave Maria cookie is EXCELLENT! That is my favorite. The next best, extremely good cookie, is the chocolate chip one, which does not have salt on top. It is great, sweet... but a great smooth chocolate flavor like a milk chocolate. My favorite is the Ave Maria. It is an amazing combination, & I tasted guava, so freaking good. The white chocolate, fruits, combined cookies equal perfection. Both cookies are indulgent. One cookie screamed fresh butter, high quality dough. Those other cookie flavors are eye candy, yummy & colorful, but not as drop dead reminiscent of Heaven. They keep things interesting, with featured flavors. The tables have a rainbow sprinkles motif. read more

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Great cookies, nice for a late night stop, flavorful and very filling! Nice ambiance and good service read more

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Had the chance to stop by Night Owl Cookies today! I've been to other locations before but never tried their shakes. Honestly didn't even know they had shakes. I decided to try the Nutella Shake and let me say it was delish! I love Nutella and love the flavor of this shake. It was super rich, but I thought it was refreshing. It was a perfect day to enjoy a sweat treat in this Orlando heat. Plus the presentation was 10/10 with the syrup drip and Nutella around the inner rim. Everyone working was super friendly and super helpful when I asked them questions about what they had. It was super clean and loved the decorations they had around. There's many spots to sit, they even have seating areas around back. I did think it was a little expensive, I paid about $10. So while it was good just know it's a little pricey. read more

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Stopped in before heading to Trader Joe's. Parking lot is a nightmare. Cookies are very big and look similar to Crumbl. Had a s'mores cookie. It was ok but not great. There are better cookie places around read more

Night Owl Cookies - Bakeries Near Me - Winter Park, Florida

Night owl I couldn't resist... Brookie (brownie and chocolate chip mixture for the gold. Warm cookie melting in your mouth. This will make you come back again and again. I love a cookie that is actually cooked all the way through and still soft and it was warm/ fresh. This one I picked was cookies all the way through and it tastes good. The chocolate chip and the brownie mixture had a good balance. The only thing I wish night owl sold other a variety of beverages. I would have purchased a coffee, tea or non dairy milk drink..with it, hopefully one day. Service was quick so I was in and out. However, If you want to eat inside they do have a few tables but not enough room for a bus load of people. If you like brownies and chocolate chip cookies. This is a good pick. read more

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First time coming here. I love this place. Night owl offer many variety of cookies. Was not sure what to try. I just got a traditional chocolate chip cookie and it was amazing read more

Night Owl Cookies - Chocolate chip cookie - Bakeries Near Me - Winter Park, Florida

The cookies are really heavy and dense. Worth the value I would say because one cookie is like a whole meal for me. Super friendly staff and a really good looking store! read more

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This is my favorite place to stop for a sweet treat! The late night hours are ideal and the service is amazing. I got four cookies: chocolate chip, fruit pebble, dirty Diana, and the pride cookie. Each cookie was warm, big, and soft. The size was a good value for the price. The shop is super cute with a fun aesthetic. This is a great place to visit! read more

Night Owl Cookies - 4 cookies: chocolate chip, pride, fruity pebble, and dirty Diana - Bakeries Near Me - Winter Park, Florida

Night Owl Cookies is a haven for cookie lovers! The cookies are big and they offer a good amount of options. I really enjoyed their seasonal Oreo cheesecake cookie; it's a delightful blend of creamy cheesecake frosting and crushed Oreos on top what seemed to be a chocolate chip cookie(?). Staff were kind and helpful. The inside was clean and unique with their tables being filled with real sprinkles, Night Owl Cookies is a must-visit for any cookie enthusiast. read more

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I'm just going to start this by saying "Get off Gideon and get on Night Owl." The wife and I came here as part of a Yelp event and I can definitively say that it's made us fans. The staff is very friendly, knowledgeable about both the brand and product. They let us know which were limited flavors, which was their favorites and even what they liked to pair them with. The ambience is very welcoming, trendy and Insta-friendly. Getting into the best part: The cookies are VERY delicious and generously portioned (meaning you *could* easily share them, but catch me with the hard pass on that.). As part of the Yelp event, we were given a box of 6, so my wife and I made sure to try every flavor available. There was only one that I felt "meh" about, but I'll flip that thought and tell you that my favorite was the S'Mores. If Night Owl had merch, I'd own a shirt/sticker. Pro-Tip: Take your pictures inside and sit outside for a serene view from the lakeside seating while noshing on your cookie. read more

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Night Owl Cookies are true masters at their craft. They have a selection of the best cookies on planet Earth. The menu is customizable, meaning you can add Nutella or cream cheese frosting to any cookie. Plus, it is so affordable for the value! I've ordered from this location several times, and each time is better than the next. My order is always made accurately and deliciously. The presentation of the cookies in the Box when you open it is similar to that of Christmas morning. It looks like heaven is awaiting your next bite. It is located in a safe area and is an excellent place to grab dessert, go on a romantic date, or bring the kids for a family night out! Trust me, they will thank you! I highly recommend Night Owl Cookies! read more

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If you think it's just another cookie place you're in for a treat. The minute I walked in I knew it was different. The selections are unique not under baked cookies with icing. These are fully baked, some are stuffed others have toppings. They will even exclude a topping if you don't want everything on the cookie. They are extremely accommodating, service is top notch. We ordered cookies and milk shakes which were also very tasty. I had a fruity pebbles shake which was delicious. I need to return and try the cookie sundae. It's an adorable place that has a relaxing vibe and if you like the outdoors there is a patio with seating overlooking the lake. Great place to kick back and enjoy a treat. read more

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Trying out the latest cookie store in Winter Park. So much to choose from, and I finally settled on the cookie butter. It did not disappoint. It was warm, inviting, the right balance of sugar and butter. And soft. I love soft cookies. The ones that just melt in your mouth. They opened up on Orlando Avenue same location as Trader Joe's in Winter Park and they have some discounts. You must stop in and check them out. There will be a cookie for every type of cookie fan. Be sure to ask for their daily special, it will be a surprise! And, guess what? They are open till 2 AM in the morning. That is the perfect time to get cookies. There is even seating inside of the store. Try asking for whipped cream on top of the cookie or on the side. Creativity and innovation is always welcomed read more

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These are easily the best cookies in Orlando! I'm so thankful to have been able to try some of their best selling cookies, they were incredible and so unique. The staff was so friendly and helpful, which was wonderful because I was stumped with so many yummy options. The place was very cute, with the most aesthetic touches, like a mirrored owl (perfect for selfies) and rainbow sprinkle tables. I ended up picking the Strawberry Frosted Donut, Cookie Buttah, Birthday Cake, Ave Maria, Rainbow Over Bedrock, and Brookie. They were all delicious & devoured within 24 hours! The top three were the rainbow over bedrock, cookie buttah, and Ave Maria. read more

Night Owl Cookies - Bakeries Near Me - Winter Park, Florida

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This is my third venture into the lair of one of the many Night Owl Cookies locations. I was all set to try their s'mores cookie until I discovered that the photo online and the actual cookie are about as similar as a glamour shot and a mugshot. Apparently, they changed the design but forgot to notify the internet. Out of my three visits, this was the best one--though that's a low bar to clear. I got six cookies, and two of them were so bad that my entire family agreed they belonged in the trash. The Cookie Butter Cookie and Oreo Cheesecake were the culprits. The remaining four cookies were a mixed bag: the Sprinkles Cookie was the star of the show, the Sugar Cookie with red sugar was indistinguishable from a generic store-bought one, the Strawberry Donut was so forgettable that I had to check my notes to remember it, and the Brookie Cookie was decent but nothing to write home about. With so many dessert options in the world, I can't imagine why I'd come back here. read more

Night Owl Cookies - From the top left going left to right. Brookie, sugar, cookie butter, ore cheese cake, birthday cake, strawberry donut - Bakeries Near Me - Winter Park, Florida

These cookies are top notch, ordered the regular chocolate chip cookie and the dirty Diana .Let me tell you this cookie was crunchy in the outside and ooey gooey in the middle. The display table of the cookies is so cute. You are able to see all the cookies and the cookie of the week as well so you get a general understanding of how big they are. You can definitely finish these in one sitting. They also give you a free cookie for signing up to there rewards program. That's always a win. read more

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Mean who doesn't like a huge warm cookie? This place hits the spot. There are a ton of cookie flavors to choose from. You can go traditional with chocolate chip or choose from their number of seasonal cookies. Our kids enjoyed the fruity pebbles cookie. The adults enjoyed the Nutella cookie. After you choose your cookies they warm them up for you in the oven so you are guaranteed to always have that warm mooshie cookie. The cookies are a little less than $4 a cookie when you buy a half dozen. I also suggest you take your cookies outside to enjoy this amazing lake view! Heads up on the parking situation of this entire shopping center is a disaster. Warning if you are here on a weekend it will take you 10-15 to find a spot and to get out. read more

Night Owl Cookies - Bakeries Near Me - Winter Park, Florida

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The cookies were absolutely fantastic! The smells and aromas that filled you when you first step in are so craveable and delicious! I must say, this stands out amongst some other cookie shops. Location was great and the outside back patio was beautiful. I will definitely be coming back and trying more! read more

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The other day I had the opportunity to try their cookies for the first time. And it was delicious I had six different flavors. I had the chocolate chip, red velvet, glaze doughnut, brownie, cookie buttah, and sugar. All of them were so good. The service was nice and swift. The cashier was very knowledgeable and aware of the business and menu. The atmosphere was very modern and photogenic. My favorite part is the back of the restaurant there's a waterfront view. It makes it all worth it. I will definitely be back. That's all. read more

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Finally, I was able to try the Night Owl Cookies location in Winter Park.... AMAZING is short!!! The experience of buying these cookies is everything! Besides being in a PREMIUM location (right in the little mall plaza of Trader Joe's and Shake Shack), this place is perfect to hang out with some friends, to go on a date, or just get some cookies to go! I got a few cookies this time, and it was amazing because my husband and I did a little "cookie tasting," so I got a little piece of each cookie and then picked our favorites... really fun to do if you want to be an expert cookie caterer HAHA Great atmosphere and most importantly, great flavors! From super chocolate to neutral to the classic chocolate chip, their flavors are great, diverse, and definitely a good buy! However I must warn you... one cookie might do you in, they have like a pound of chocolate chips each!!! These cookies are perfect to bring to a party, share with the family after lunch, or even treat yourself! I 100% recommend them; you don't want to miss out on these ones, it's worth it!!! PLUS the staff is SUPER NICE, so if you are lost about which to pick, let them guide you. Only be aware that Saturdays are the busiest day in that plaza, so try to go any other day since parking can be a little challening! read more

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