Chilly Dog Chilly Dog Bentley Stripe Dog Sweater
Chilly Dog Chilly Dog Bentley Stripe Dog Sweater - 1
Chilly Dog Chilly Dog Bentley Stripe Dog Sweater - 2
Chilly Dog Chilly Dog Bentley Stripe Dog Sweater - 3

Chilly Dog Bentley Stripe Dog Sweater

Chilly Dog

$37.39 -44% OFF

$53.89

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Shipping Information: Free U.S. standard shipping on Free People orders over $100. Sold and fulfilled by Free People, with final pricing, availability, and delivery details confirmed at checkout. shipping and returns information

Product Insights & Style Tips

The Chilly Dog Bentley Stripe Dog Sweater brings a considered, handworked energy to canine style—think South American artisan roots and classic preppy stripes, but made for the pup who gets as many compliments as you do. Knit entirely from pure wool, the feel is substantial yet not overly heavy; it has that soft-draping warmth you want when the weather turns, and just enough stretch for those brisk morning walks or cozy post-park naps. Each piece carries the quiet charm that comes with hand-finished details, channeling both heritage craftsmanship and playful, family-album nostalgia.

With eight thoughtfully graded sizes, the Bentley accommodates virtually every breed and body, from tiny city companions to the most statuesque sidewalk strollers. The fit is meant to hug without restricting—easy to slide on over harnesses or collars, and roomy enough for a full range of zoomies. The pure wool knit keeps pups insulated while remaining breathable, layering comfortably under a rain shell or worn alone on chillier days. The classic stripe motif reads elevated but unfussy, bridging backyard hangs and city cafe runs with equal ease.

Chilly Dog has a cult cachet among pet parents craving something authentic and off the mass-market path; each sweater nods to the renewed interest in bespoke, heritage-inspired pet apparel. The stripes offer a quiet wink to collegiate vintage—a subtle way for your pup to match you in that “old-soul, new-paradigm” style universe.

Materials / Fabrication

  • Handmade by artisan knitters
  • Bentley Stripe design
  • Available in 8 sizes to fit every dog
  • Shell: 100% wool
  • New with tags
  • Made in Ecuador
  • Length (in inches): XXS - 8-9", XS - 12-13", S - 15-17", M - 19-21", L - 23-25", XL - 27-29", XXL - 30-33", XXXL - 36-38"
  • Fits dogs weighing approximately: XXS - 2-5 lbs, XS - 5-10 lbs, S - 10-18 lbs, M - 18-29 lbs, L - 29-40 lbs, XL - 40+ lbs

Recommended Care

  • Machine wash cold on a gentle cycle using a mild wool detergent.
  • Laying flat to dry is essential to preserve the shape and prevent shrinking.
  • Do not tumble dry, bleach, or iron.
  • Store folded and away from direct sunlight to maintain wool integrity.

Style Check

Aesthetics: 7/10

Sporting a playful stripe pattern in neutral hues, the Chilly Dog Bentley Stripe Dog Sweater strikes a harmonious balance between classic and whimsical. The hand-knit construction and simple, tailored fit read as charming rather than avant-garde, offering a cozy and Instagram-worthy addition to a stylish pup’s winter wardrobe.

Craftsmanship: 8/10

The image reveals tight, even stitches and a definition in the wool fabric that speaks to handknit quality. The edges appear neatly finished, supporting the claim of artisan craftsmanship from Ecuador. Material drapes nicely on the form, confirming both comfort and durability, with no visible puckering or stretching.

Affordability: $$$$

For a handmade, 100% wool piece spanning a full range of sizes, the blend of artisan quality and universal fit delivers solid value. The approachable cost feels fair given the level of care, craftsmanship, and unique story behind each sweater, setting it apart from mass-produced pet apparel.

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About Chilly Dog

Chilly Dog is a premium pet apparel brand celebrated for its handcrafted, sustainably produced sweaters and accessories tailored for canine companions. Based out of Colorado, the brand offers an assortment of pet wear that includes sweaters, coats, and hats, crafted with natural fibers and designed to keep pets warm and stylish in all weather conditions. Each piece is crafted by skilled artisans in South America, ensuring quality and unique designs that honor traditional knitting techniques while supporting ethical practices. Perfect for discerning pet parents, Chilly Dog provides functional yet fashionable options that keep dogs cozy and chic, making it a go-to for high-quality pet fashion.