The 10 Best Cookies to Order Online, Tested and Reviewed by Our Editors

Perhaps you’ve heard your NYC-dwelling bestie mention this iconic bakery before? A favorite of Manhattanites and PureWow staff (myself included), Levain Bakery makes some of the chunkiest, gooiest cookies around. While you can choose between various gift sets, I think the variety pack can't be beat.

"I loved how massive the cookies were," PureWow assistant editor Delia Curtis says. "They were definitely filling and could feed a crowd. While testing, I shared them with my three roommates and we couldn't get through all four because of how big and rich they were. We heated them up in the microwave for 30 seconds and they were gooey and delicious."

A Taylor-Swift approved favorite, Milk Bar is beloved for its sprinkle cakes, creamy soft serve and, of course, drool-worthy cookies. The secret ingredient? The cereal milk that Milk Bar’s batters, doughs, icings and ice creams are all mixed with (hence the name), which gives its treats a uniquely nuanced sweetness.

PureWow associate editor of SEO Marissa Wu applauds the cute packaging and recommends heating these for a few seconds in the microwave before digging in. "They're all a decent size, a little bigger than your palm," she explains. "Not Levain thick, but hearty and soft, even if you don't warm them."

Shopping for someone with a sweet tooth? I suggest turning to Goldbelly, since they have endless options to choose from. From massive molasses cookies made in Texas to New York’s infamous black and white cookies, there are hundreds of purveyors across the United States to shop (like Cookie Dō, The Baked Bear and Big Fat Cookie) for freshly baked goodies that will be delivered right to your loved one’s door.

These gluten-free gems from William Greenberg Desserts are an easy win, if you ask PureWow director of affiliate strategy Pam Masin. "Their flavor was balanced between the icing and cake without being too sweet, and the cookies were fluffy and big," she raves.

Sugarwish provides endless options for snack-lovers, and the gift sets are customizable. Just pick the box size and your giftee will get to choose what comes inside. There are more than 30 flavors to select, like stuffed chocolate caramel pretzel, stuffed peanut butter Nutella, white chocolate macadamia nut and stuffed red velvet.

PureWow editorial assistant Courtney Mason sampled four for this review. "The lemon bar flavor was my favorite," she says. "It wasn't too sweet and I liked fruitiness of it. The bright yellow coloring was slightly off-putting for me, but the flavor was still very good. The iced apple pie was fruity and very apple-forward. The tartness of the apple frosting cut the sweetness and made the cookie very enjoyable. I also liked the apple pieces in each bite."

Harry & David has every kind of edible gift you can imagine, including a plethora of cookies. They offer all the classics (think raspberry shortbread and artisanal macarons), along with unique picks, like peach galettes and Belgian chocolate salted caramel cookies.

"There's a nice variety of flavors ranging from chocolaty to nutty to fruity," Curtis explains. "I think my favorite cookie of the bunch was the peanut butter cookie. Soft, chewy and oh-so full of nutty flavor, this one was hidden gem of the bunch. Topped with a bit of crunchy sugar, it was a melt-in-your-mouth type of cookie. This one was a medium size and really smooth with a chewy, soft texture. I also really liked the blackberry galette cookies."

Cheryl’s Cookies has every kind of flavor you can imagine, so you’re sure to find something, even for your relative who turns their nose up at chocolate. The brand is most famous for its decadent buttercream frosting, which is just the ticket when you're looking to break out of a chocolate chip rut. (There’s even a sprinkle decorating kit, if you feel like a splurge, complete with plain cookies, sprinkles and a tub of icing, so the giftee can make their batch to suit their taste.)

"At first glance, they may look like the average cookies you’d get from the grocery store, so my expectations were low—but that changed after my first bite," Gallery Media Group audience development strategist Nicole Frazzini admits.

If you were a college student in the 2000s, odds are you had your fair share of Insomnia Cookies. Gaining fame among coeds for delivering boxes of warm cookies to dorms into the wee hours, the brand’s treats are about as gooey and chewy as they get. And now, you don’t have to be cramming for a final to enjoy them: This joint will deliver its famed goods, in flavors ranging from birthday cake to double chocolate mint, to any location in the United States. (They have a few vegan flavors too, BTW.)

"I loved Insomnia in college and still think they're super solid, and a good value," Wu asserts. A few of her favorites flavors are the M&M ("a nice brown sugar cookie; unanimous roomie approval!"), oatmeal raisin ("super soft, cinnamon-y and warm with the right balance of raisins and oats") and the white chocolate macadamia ("a surprise winner with a hint of coconut"), but the peanut butter variety was her top pick.

Brace your taste buds (and treat-loving kids) for a six-flavor assortment that delivers all the chocolate you could possibly crave. "Taylor Chip excels at its chocolate-based doughs," PureWow VP of editorial Candace Davison states. "They have such a rich, decadent cocoa flavor and almost fudgy texture that puts them somewhere between a traditional cookie and a brownie. At roughly $5.75 per cookie, when you order a dozen, it's in line with the price of many softball-sized cookies out there, and each one is definitely shareable."

Are massive, softball-sized cookies your kryptonite? Then these mega-confections will be right up your alley, as they each weigh in at a quarter-pound. In case you still need to be swayed, each variety is stuffed with something just as delicious as the dough it's wrapped in.

"While I'm a sucker for fruit jam, the cinnamony, warm-spiced, dulce de leche-filled El Churro is my favorite," PureWow food editor Taryn Pire explains.

Are you into classic flavors, chocolate everything or warm-you-from-the-inside-out cookies, like snickerdoodles and ginger spice? You can choose from a wide range of sweets with this cookie purveyor. Yes, they're a bit expensive, but 100 percent of the profits are donated to pediatric cancer research.

Despite the steeper price tag, PureWow assistant editor Nakeisha Campbell asserts that she'd order them again. "I'd get them specifically for an event with a dozen or so people, because it's fun seeing everyone's real-time reactions as they try different flavors. Chocolate chip was the clear winner in my group. I also loved the oatmeal raisin, which had a soft, chewy texture with plump raisins and just the right amount of cinnamon flavor. It wasn't overwhelmingly sweet."