The Best Pillows for Side Sleepers

Get the extra support you need.

Collage of different pillows.

If you’re one of the estimated 70 percent of people who sleep on their sides, you’re likely familiar with the toss-fluff-repeat cycle of a fitful rest. Unlike stomach and back sleepers, side sleepers need extra support, making it near impossible for basic pillows to get the job done. “Because of the greater distance between their heads and the mattress, side sleepers often need a thicker pillow to keep their head and neck in a neutral position,” says Heather Turgeon, the author of The Happy Sleeper. As someone who’s needed at least two pillows my entire life (lately a rigid Tempur-Pedic padded by a rotation of filling-challenged Ikea pillows), I’ve consulted Turgeon for her august opinion on better side sleeper pillows. After testing each for a night—it’s like One Thousand and One Nights around my apartment—I’ve come away with a few favorites. Spoiler: Price has (in most cases) very little to do with what I ended up liking.

My Absolute Favorite

Wamsutta extra-firm pillow.

Turgeon recommended the Wamsutta Extra-Firm, but I wasn’t so sure. Next to every other pillow I was meant to test, the Wamsutta Extra-Firm was the least “luxurious”: it was lightweight, its filling wasn’t down or cotton but—hm—polyester, and, well, it was the cheapest. But as soon as I rested my head on it, I understood. Unlike other pillows that mistake plushness or fluffiness for support, the WEF didn’t sink as soon as I rested my head. Instead, it had a firm, satisfying spring—it’s a different sensation, but one I took to right away. And even though I didn’t do any measuring, my head felt more propped up from the mattress and sheets than any other pillow, save the Tempur-Pedic (more on that later).

BUY: Wamsutta Extra-Firm
$26, Amazon

The Runners-Up

Brookstone Biosense pillow.

Another lofty entry, the BioSense created a more elegant firmness than the WEF. On its own, a down filling is too soft for me, but the BioSense Luxe’s higher-tech combination of memory foam wrapped in a down cover translated to a cushier resistance, much like an unripe avocado with just the slightest give. Imagine the downy hotel experience, only with much more structure. Over the long haul, actually, the BioSense is probably a better bet than the Wamsutta—its memory foam contains green tea and charcoal to combat microbes and prevent odor. There aren’t many reviews of it to peruse (probably because it’s so expensive), but there are some amateurs who complain that it’s too firm, to which I say, “Um, isn’t that the point?”

BUY: Brookstone BioSense Luxe Pillow
$90, Bed Bath & Beyond

Tempur-Pedic Contour pillow.

A caveat up front: If you don’t like the sensation of sleeping on a spongy piece of Styrofoam, you won’t like this pillow. Maybe because I’ve gotten used to my old Tempur-Pedic, but I really loved the hardness of the Side to Side Breeze, which is just like the regular Side to Side, only with a cooling gel layer for hot-headed sleepers (yes, please). Like Tempur-Pedic pillows you may be familiar with, this one features the brand’s signature viscoelastic—which I’m guessing means viscous and elastic—foam, but it wasn’t sink-y the way Tempur-Pedic beds can be. There are different curves on the top and bottom of the Breeze, one that slopes more for higher neck support and one that slopes less for lower. The pillow feels expensive—sleeping on the higher-sloping side was like a cushy, luxe embrace. I’m not a fan of regular Tempur-Pedic pillows because they’re too squishy and the angles aren’t right, but this one feels tailored for side sleepers. My only complaint is that it was a little too wide for the bed (even the queen size), and that, unless you’re Blue Ivy or Larry Ellison, it’s almost unjustifiably expensive.

BUY: Tempur-Pedic Contour Side to Side Breeze
$114, Amazon

Very Worth Considering

Sleep for Success pillow.

Developed by Dr. James Maas, a Cornell sleep doctor who’s built an entire industry around sleep health and its accoutrements (a book, several pillows—even, puzzlingly, a comforter), the Sleep for Success!™ pillow was the first one I tried, and after a lifetime of Ikea welterweights, I liked it! After going back to it at the end of the experiment, though, I found its padding only okay. Dr. Maas puts a lot of stock in temperature regulation for a good night’s rest—his pillow has synthetic fibers produced from eucalyptus for moisture wicking and temperature regulation. Important, sure, but not my primary concern. Its gel fiber and eucalyptus filling was certainly cool (I guess?), but not quite supportive enough for my now-spoiled tastes.

BUY: Sleep for Success!™ Side Sleeper Pillow
$48, Amazon

Snowe pillow.

At first appraisal, the alternative down pillow from the direct-to-consumer houseware brand looked fluffier than I thought I would like, but once I rested my head on it, it settled to a nice thickness that “held.” I’ve found actually that for side sleepers who crave firmness, a polyester filling (like the kind that down alternative pillows use) generally outperforms real down—actual feathers tend to be too soft (pesky nature!) and don’t lift and prop my head the way it really needs to be cradled. The Snowe regular down pillow had that problem for me; side by side, it was less billowy than the down alternative, and less supportive, too.

BUY: Snowe Down Alternative Pillow
$38, Snowe

Parachute pillows on a bed.

Off the bat (and as you can see in the photos), the loft on these pillows is insane—they’re probably seven inches high just resting on your mattress. The pillows are filled with microfiber (which is a fancier way to describe a blend of polyester and various other man-made poly-prefixed materials) that didn’t collapse the way that something like cotton or down would, but didn’t provide the stiff support of the Wamsutta Extra Firm or Tempur-Contour either.
Interestingly, the Parachute was one of the only pillows that didn’t have a gusset—that two-to-three inch panel along the perimeter of the pillow that, according to Turgeon, creates extra height for side sleepers. I didn’t notice a huge difference because of it (the Parachute was actually firmer than a few gusseted pillows), but that may be why the pillow seems almost overfilled. Much of that fill is air, though. Sleeping on it felt like sleeping on a solider, more permanently fluffed hotel pillow—nice, but not my, er, dream scenario. If you’re in the market for a plush mattress topper, though, my colleague Lauren slept like a baby on Parachute’s.

BUY: Parachute Down Alternative Pillow (Firm)
$59, Parachute

Two Wamsutta Dream Zone pillows.

The hero of the Wamsutta pillow lineup (and much-fancier sibling of the Wamsutta Extra Firm), the Dream Zone provided a decent amount of support, but nowhere near the amount that my head and neck wanted. I pretty much want to sleep on a padded, pillow-shaped boulder. Filled with a synthetic down and lined with memory fiber, the Dream Zone has a plush springiness that your head plunges right into—some reviews describe it as sinking into a cloud, which I’d say is pretty much spot-on. Whether that’s what you’re looking for pretty much determines how you’ll feel about this pillow.

BUY: Wamsutta Dream Zone
$87, Amazon

Claritin pillow.

The Turgeon-suggested Claritin pillow has some (surprise) hypoallergenic advantages going for it; the polyester cover blocks various household scourges such as dust mites and pet dander from settling all over your pillow. That’s not a huge concern for me, but if it is for you, consider this one! If you’re just looking for a good side sleeper pillow, this one provides meh—not great—support. I’d need two of them.

BUY: Claritin Anti-Allergen Embossed Side Sleeper Pillow
$52, Amazon

More for Stomach Than Side Sleepers

Casper pillow.

Whenever I would casually mention that I was doing this story, people would recommend pillows from Casper to me. Enough friends raved that I decided to get my hands on one, but there must be some Casper-mattress halo effect because the pillows themselves are underwhelming (and underfilled). There’s nothing damning about the fabrication (it’s a cotton cover and polyester microfiber fill), but the biggest red flag should’ve been Casper’s one-size-sleeps-all claim: “Back? Side? Stomach? We created a pillow that’s supportive and comfortable in every position.” The morning after I slept on a Casper pillow, I wondered whether I’d judged it too harshly or done something wrong. How could everyone love the pillow I could barely close my eyes on? After I showered, came back to my room, and saw the indent of my head still on the pillow, I knew I hadn’t. If a sponge cake springs back after you touch it, surely your pillow should. (My boyfriend, a stomach sleeper, loves it though.)

BUY: Casper Pillow
$126, Amazon

Two Isotonic pillows.

Less comfortable and supportive than a chenille blanket draped over my arm, this polyester-filled pillow really only has its scientific-sounding name going for it. Its website description calls it soft and fluffy; user reviews declare “squishy,” “cushy,” and “If you sleep on your stomach, these are great!” No argument here.

BUY: Isotonic Indulgence Side Sleeper Pillow
$49, Amazon