The reviews are not exaggerating. This is the actual best bakery I've ever been to. We arrived there like 5 minutes before they closed, and everything looked great so I wound up buying two giant sea salt/chocolate chip cookies, a kitchen sink cookie, a sprinkle cookie, and a small yellow/vanilla cake with chocolate frosting. I regret not taking better photos, but at least I got a quick shot of the delightful cake. It was all absurdly good. I can't get over how fluffy the frosting is and how perfect the cookie textures are. The woman working was also really nice and, despite it being the end of the day, I didn't feel at all rushed or like she just wanted to close up. Here's how much we loved it: My husband and I went there yesterday while on a weekend trip. Today, we had to get back home fast to beat the snowstorm, and we seriously considered just risking it and driving out of our way to go back here. We didn't (safety first, etc) but we've decided to order our wedding cake from this place *and* our wedding favors. Seriously, everyone should go to this place. Everyone deserves this magic in their lives! read more

Overlook Bakery - Very blurry shot of the best cake ever - Desserts Near Me - Woodstock, New York

Picked up some yummy treats for my husband and I including the Magic bar, chocolate cupcake, sesame cookies, and raspberry thumbprint cookie. My husband loved the chocolate cupcake. I thought the vegan gluten free cookies and magic bar was delicious. Everything looked great. Service was friendly. Overall I'd definitely recommend for treats when in the area! read more

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With so many Cake, Pie, Cookie and Sweets options here in Woodstock, (and every where else for that matter), this tidy little place keeps it simple. With only about a dozen options, it's easy to choose. The picture of the "Salty Chocolate Chunk" made it a no brainer. Second cookie was the "Chocolate Chocolate Chip". Both were incredibly good, but if I had to pick one, it would be the one on the sign out front. With every bite, you could taste the salt, butter, chocolate and sugar. Washed them down with a double espresso. Next time I'll have a piece of cake, while sitting outside under an umbrella. read more

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I remembered a really good cookies. It was one of the best chocolate chip cookies. It was my daughter's birthday over the weekend so we got a chocolate cake. The cake was more on the dense size. The frosting was very buttery and hard with no chocolate taste. It was not my daughter's favorite. 4 stars for the cookies. read more

Dang these cookies are good!!! They look fairly thin and crunchy but they have a good level of moisture and chewyness as well. We tried the kitchen sink and an almond raspberry thumbprint cookie. The kitchen sink cookie was amazing, buttery and sweet with the perfect balance of salt. Two cookies set us back $8 and change, which seemed a bit steep but also maybe typical for sweet treats nowadays. The inside was clean with a few areas for seating and the cakes in the case were screaming my name. Will def be back to try more! read more

Not sure what everyone is raving about, unless I ordered the wrong things? Everything sure looked delicious - we bought a kitchen sink cookie studded with adorable little pretzels, a jam thumbprint and a sprinkle cookie. All of them were so sweet we couldn't eat more than a bite, leaden and greasy, too. And the kitchen sink cookie was too salty. Just too much of everything. What a disappointment! read more

MAJESTIC! What a beautiful place, as soon as we enter the bakery you could smell the amazing bake goods they make They dont have enough space to eat in but the girl i. The counter was great!! read more

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That chocolate-chip cookie!!! What in the world! Chewy and salty and doughy and chocolatey and fresh as eff! Loved it so much and simply sitting there dunking it in one of their cappuccinos. Charming little spot to sit and look out the window and feast on assorted deliciousness. The chocolate cake was pretty good, but totally coming back for that cookie, trying the tahini cookie and more. 5 stars!!! read more

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Delicious Last minute, I called and was told what was available. It was saved until I could get there. Definitely a hit that evening. read more

If there's one thing we can all agree on- desserts are amazing. Right? Well...depends where you get them from. Overlook Bakery, on Tinker St in Woodstock, only focuses on two things: cakes and cookies. Most of what I got in the cookie category, was tasty. Overlook B's design is minimal with blush pinks, has an almost blond-color counter with a glass screen dividing you and their buttery sweets. Unique touches of gold, pop up here and there, with a seashelly-type wall hanging that adds a 'what's that'? Overlook B. straight up smells of butter+sugar. Perfect combo! But in Woodstock fashion, there are Vegan options as well. The cookie and cake selections are varied and baked in house mind you with unique ingredients. For instance, there was a Tahini cookie, a Chai snickerdoodle and a Salty Chocolate Chunk cookie. The guy working here was super pleasant and patient as I tried to decide what other goodies I wanted- but settled on a few to start. Between the apricot thumbprint I got, my 2 salty bittersweet chocolate chunks and the chai cookie I also got, if I could do it all over again (which I will), I'd pick the first two. The Thumbprints had that tarty apricot jam which paired perfectly with the cookie's sweetness. The Salty chocolate Chunk had a whole vibe going in that cookie I swear. Do understand, this isn't that type of ultra ooey-gooey cookie either. The center of this cookie, is tender+moist and the edges are crispy- but not break-teeth crispy. They're fine as they are- but I popped mine in the toaster oven to get it warmed and that baby was fantastic. The chai cookie had a wonderful taste- but it was my least favorite because of the cake-type feel. Even for my first visit, Overlook Bakery brings a whole new meaning to cookie comfort in Woodstock. And since I'll be 6 minutes away, this will be habit-forming. read more

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Passing thru town, lucky to stumble on this bakery. We tried a variety of cookies and all were super good. Welcoming vibe, clean interior, a few tables indoors and outside. read more

Amazing Woodstock bakery. We came here to get a birthday cake, but they also have delicious cookies and cupcakes and other assorted pastries. read more

Overlook Bakery - Desserts Near Me - Woodstock, New York

I ordered a fun confetti cake for my boyfriend's birthday, which I emailed them a picture with a long paragraph describing exactly what I wanted. I wish I can place pictures on here of the photo I sent and the cake I had received. I was so disappointed because it was the total opposite of what I had requested and I was coming in late from out of town so I had no other option to try and fix it. The frosting was not smooth, and the handwriting and designs were terrible. The actual cake itself was okay, bit on the dry side though. On the other hand, I did order brownies and the chocolate chunk cookies as well, and they were delicious. read more

Finally visited in person and tried a bunch of treats: + Blueberry crumb loaf + Pumpkin bread + Oatmeal date cookie + Salty chocolate chunk cookie The highlights were the pumpkin bread and the chocolate chunk cookie, though everything was solid. Definitely recommend those cookies! read more

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I love this place it's so cute and everything is so tasty, every time I stop by woodstock I come here and the workers are very helpful and nice. read more

Overlook Bakery - Desserts Near Me - Woodstock, New York

Rosie took great care of us. We were coming to the Catskills for a hiking / birthday adventure. A few weeks before our arrival I asked if Overlook would bake a pistachio cake. It was a yes! We picked up the cake and cookies and were greeted with a smile. The cake was perfect. It looked and tasted amazing. The inside of Overlook is so nice and clean. They have local drip coffee ready to go. Plenty of different cookies to choose from, an assortment of cakes that are ready. If you're in town, I suggest stopping by for a tasty treat. Burn the calories on a local hiking adventure and feast on a dark chocolate, sea salt cookie. read more

This is the thumbprint cookie with raspberry jam, almond flour base. It was so fresh and delicious, not too sweet, perfectly balanced. read more

Overlook Bakery - This is the thumbprint cookie with raspberry jam, almond flour base. It was so fresh and delicious, not too sweet, perfectly balanced. - Desserts Near Me - Woodstock, New York

You really can't go wrong here -- have never had a bad item. Plenty of GF / V options, and I'd go as far as to say the Tahini Chunk is the best gluten free approximation of a chocolate chip cookie I've ever had, but also it's got its own identity, too. I go in there on average 4x a week to pick one up. It's getting embarrassing, but really there's nothing else like it. Super friendly and attentive staff, some nice beverage options, comfortable outdoor seating. Home run. A+. Check it out! read more

Best salty chocolate chip cookies ever! Crispy, gooey, sweet and salty...everything I want in a cookie. Friendly staff...lemon bars and lemon cake were great too. Smells & tastes like heaven read more

I ordered the Citrus Olive Oil cake with the Orange Swiss Meringue Buttercream for my daughter's Baby Shower. Let me tell you....the cake was absolutely delicious and looked like a work of art!!!! Rose was a delight to work with. read more

Overlook Bakery - Desserts Near Me - Woodstock, New York

We got a small carrot cake for a birthday. It was way too sweet. So much sugar you almost couldn't taste the cake which was moist and full of nuts and raisins...but the sugar took over. I wonder why they make it so sweet. Two of us at the table couldn't finish a small portion of a small cake. The 12 year old liked it. read more

Friend and I saw the sign and looked for a cookie spot in Hudson and ended up with a lemon cake! So good! read more

Overlook Bakery - Lemon bar and lemon cake = perfection. - Desserts Near Me - Woodstock, New York

I ordered a strawberry shortcake and chocolate chip cookies from here for a birthday party and everything was amazing! Highly recommend going here if you're in the area! read more

I ordered a layered carrot cake over the thanksgiving holiday and was fortunate enough to purchase their last spiced pumpkin layer cake. Both were fresh and delicious and the staff is well organized and polite. I will definitely return for the Christmas holiday you just can't go wrong . read more

Overlook Bakery - 6 inch Spiced Pumpkin Layer Cake - Desserts Near Me - Woodstock, New York

I still dream about the first time I bit into a chocolate crinkle cookie. I love this place so much. Great coffee too. read more

Overlook Bakery - Desserts Near Me - Woodstock, New York

Our friend Sabrina gave us an Overlook Apple pie for thanksgiving last night and it was so good there is hardly any left for today (thanksgiving)!!l Delicious doesn't give this pie justice .....it's more "Divine"....it's the best we've had (and we've had a lot!) Thank you Sabrina! Thank you Overlook Bakery! read more

Everyone was really nice the bakery looked amazing. I did order a cake and got two cupcakes. The cake and cupcakes were very dry. Didn't get a chance to try anything else because I was in the area only for a short time. Service was great just the cake fell short :( read more

Best cookies ever. Salty sweet soft and firm. Amazing. Their cakes are delicious too and fun for celebrations.

In from Philly to visit the Woodstock area for a birthday weekend for my girlfriend and ordered a cosmic chocolate cake on the web for pickup a few days later. Everything was smooth and easy. AND, man, the cake was so good I can't find words to describe! So good I'm writing this review. Only care and attention produce something that good. Thank you, Overlook Bakery! read more

Not only the best bakery in the greater Woodstock area, maybe also in the Catskills and the Hudson Valley and any place ever! The cakes are ridiculously delicious as well as beautiful, they have something for everybody and, yes, the gluten-free and sugar-free items taste just like all of the rest. You absolutely can't go wrong. And, for us Southerners who grew up also in New York or spend time in both areas, it's very hard to find the real buttercream.... But you will find it at the Overlook Bakery! The owners and the staff are some of the most lovely people ever, and they do the most amazing custom orders. Every time I walk in, I am greeted with so much love and deliciousness and beauty that I always want to order at least one of everything. read more

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I'm very late with this review but Rose made my custom wedding cake in 2022 and it was so beautiful and such a hit - multiple guests complimented the flavor and said they went back for seconds. I hope I have the opportunity to stop by the bakery again soon! read more

Got a date oatmeal cookie here and it was delicious! The service was friendly, and the overall place is very cute. I'm surprised it didn't already have a Yelp listing with reviews in front of it! The place offers other cakes, bars, and cookies as well. read more

I'm not sure about the high reviews for this place as it was one of the worst bakeries I have ever been to. Was visiting from nyc and while everything looked nice they tasted awful. The cake was bland and greasy, the cream curdled and overchurned, and the cookies were stale, hard and tasteless. Overlook this place. read more

Everything Overlook Bakery makes is delicious!! We have ordered MANY cakes over the last year and all of our guests tell us it's the best cake they've ever eaten. My personal favorites (besides the CAKE): the salted chocolate chip cookies, chocolate chip banana bread & thumbprint cookies. Also, Rosie is an angel and we love her. Get here ASAP! read more

Stopped by this very adorable bakery on Friday and we're just behind a couple who bought our every one of the remaining 45 cookies so we missed out on trying those, however the blueberry crumb loaf, olive oil cake, and chocolate cupcakes were perfection! I highly recommend trying this bakery if you're in the area! read more

Very delicious and great appeal. Nice service. The only caveat is that it is very expensive. A splurge!

We had the pleasure of Overlook Bakery cupcakes and cake at our wedding. We had ~60 guests, and purchased 120 cupcakes. They were demolished during the reception, and the departing guests were all too happy to clear up the few remaining; we ended up with just two for our personal enjoyment, and my husband personally reserved those. Ordering was easy, and owner was very accommodating with respect to allergies. One guest could not have cinnamon, one couldn't have eggs, one was gluten-free, a few were lactose intolerant and there were some vegetarians. The chocolate gluten-free cupcakes were amazing, the vanilla cupcakes had no cinnamon, and I heard 5 separate people compliment the carrot cake cupcakes. I'm so grateful that we found this place. They were even willing to deliver at a reasonable rate to Windham for our wedding, and were on time. Note that we also bought some cupcakes prior to their wedding at the venue in Woodstock, which is very pretty. The staff I have met are all nice and clearly love working there. read more

Overlook Bakery - desserts on a table with a fireplace in the background - Desserts Near Me - Woodstock, New York

Absolutely, positively THE most delicious cakes and pies you can imagine!!!! I wouldn't think about going through a holiday or special occasion without ordering from Overlook Bakery!!! We were introduced to Rosie when ordering a birthday cake. The following year we ordered 3 separate birthday cakes for a dinner party.....then came the holidays, my favorite being Thanksgiving with pumpkin cream pie and chocolate cream pie....(this year I-have to double the order)....BUT the run away dessert for 2022 was the Wedding Cake....truly the best for those you love!!!! Barbara R read more

Every crumb is delicious! Lemon poppy cake. Chocolate anything. And that key lime pie! Just stop in and buy all the scrumptious things. So good! read more

Overlook Bakery - Desserts Near Me - Woodstock, New York

If you want to find the best pumpkin pie look no further than Overlook Bakery in Woodstock. I'm not a pie person because I hate the crust. This pie was absolutely delicious so after the first slice we each had a sliver more and then another till there was no pie left. Not only was the pie moist... it had a lightly sweetened pumpkin filling and a crunchy crust with a hint of ginger. It was topped off with fresh whipped cream. read more