Sleepy Head Pillows

Discover the perfect pillow to cradle your head into a blissful night's sleep with our Sleepy Head Pillows collection. Designed to cater to every type of sleeper, our selection offers a variety of options that prioritize comfort and support. Whether you prefer plush softness or firm resilience, these pillows are crafted to enhance your bedtime routine and improve your overall sleep quality. Dive into a world where restful nights lead to refreshed mornings, and let us help you find the pillow that complements your unique sleeping style.

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Sleepy's Signature Gel Memory Foam Pillow

1298

Starting at

$130⁹⁹

Firm Comfort, best for

Back;Side;Stomach Sleepers
Temperature

Save $100 when you bundle¹⁴. Use Code: SIGNATURE

Sleepy's Deluxe Charcoal Cool Pillow

1536

Starting at

$200⁹⁹

Soft Comfort, best for

Back;Side;Stomach Sleepers
Temperature
Allergies

Save $150 when you bundle¹⁴. Use Code: DELUXE

Purple Harmony Pillow

849

Starting at

$239⁰⁰

Medium Comfort, best for

Back;Side;Stomach Sleepers
Temperature
Allergies

FREE with any Purple Rejuvenate mattress purchase. Use code HARMONY

Sleepy's Basics Quilted Memory Foam Pillow

325

Starting at

$50⁹⁹

Medium Comfort, best for

Back;Side;Stomach Sleepers

Save $50 when you bundle¹⁴. Use Code: BASIC

Sleepy's Down & Feather Chamber Pillow

Starting at

$110⁹⁹

Medium Comfort,

Allergies
Temperature

Sleepy's Deluxe Comfort Cool Pillow

446

Starting at

$200⁹⁹

best for

Back;Side;Stomach Sleepers
Temperature

Save $150 when you bundle¹⁴. Use Code: DELUXE

Sleepy's Signature SUB-0 Triple Cooling Pillow

361

Starting at

$160⁹⁹

Medium Comfort, best for

Back;Side;Stomach Sleepers
Temperature
Allergies

Save $100 when you bundle¹⁴. Use Code: SIGNATURE

Beautyrest BlackICE Memory Foam Pillow

1113

Starting at

$249⁰⁰

Medium Comfort, best for

Side Sleepers
Temperature

Sleepy's PrimaLoft Pillow

Starting at

$90⁹⁹

Medium Comfort, best for

Back;Side;Stomach Sleepers
Allergies
Temperature

Tempur-Pedic TEMPUR-Adapt Pro Pillow

374

Starting at

$215⁰⁰

Medium Comfort, best for

Back;Side;Stomach Sleepers
Temperature

Sleepy Head Pillows

Finding the right pillow can make all the difference in how you greet the day, whether you’re a side sleeper who needs extra support, a back sleeper searching for gentle cradling, or a stomach sleeper longing for plush softness. The Sleepy Head Pillows collection brings together options designed to meet a variety of sleep preferences, body types, and nighttime routines. As spring gives way to early summer, many people notice changes in their sleep patterns—warmer nights may call for cooling materials, while allergy sufferers often appreciate hypoallergenic fills that help keep the sneezing at bay. When choosing a new pillow, it’s important to think about how you sleep and what you need for comfort throughout the night. Some people prefer a pro sleepy pillow with advanced memory foam or gel layers that contour to the neck and shoulders, while others gravitate toward down-alternative options for their cloud-like feel and easy maintenance. The best mattress firm pillows deliver just the right balance of support and softness, helping to keep the spine aligned and muscles relaxed, no matter how many times you toss and turn before settling in.

Pillows aren’t just a personal purchase—they also make thoughtful gifts for friends and family, especially during moments of transition. A new graduate heading off to college, a newlywed couple setting up their first home together, or a loved one recovering from a tough season can all benefit from the comfort and care that a high-quality pillow provides. There’s something special about the ritual of fluffing a fresh pillow before bed, knowing it’s tailored to your unique needs. For those who struggle with neck or shoulder pain, investing in a pillow with ergonomic features can transform restless nights into restorative sleep. And as the days grow longer and the air warms up, breathable pillows made from moisture-wicking fabrics help keep sleepers cool and dry, even during the hottest stretches of May and June. Parents often find that upgrading their child’s pillow can make bedtime routines smoother, while frequent travelers appreciate compact, supportive options that bring a touch of home wherever they go.

When shopping for pillows, consider factors like loft, firmness, fill material, and ease of care. Some people benefit from adjustable designs that let you add or remove filling to find your ideal height, while others prefer classic shapes that stand the test of time. Allergy-friendly covers, machine-washable materials, and cooling technologies are just a few of the features that can enhance your nightly rest. As you explore the Sleepy Head Pillows collection, think about what will help you or your loved ones drift off more easily—whether it’s a pillow that supports proper alignment or one that simply feels luxurious against your skin. For even more options tailored to your comfort, visit our Perfect Sleep Pillows page, where you’ll find a curated selection designed to help you achieve your best night’s sleep. With the right pillow, every night can feel like a fresh start, and every morning can begin with renewed energy and comfort.