Teddy Bear & Dog Sweatshirts

Shop cozy teddy bear and dog sweatshirts featuring playful, vintage-inspired designs for relaxed everyday style.

Teddy Bear & Dog Sweatshirts

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Doodle Dog in NYC Sweater Sweatshirt | Pup with Cap and Tote Doodle Dog in NYC Sweater Sweatshirt | Pup with Cap and Tote
Doodle Dog in NYC Sweater Sweatshirt | Pup with Cap and Tote
From $37.67
From $37.67
Nantucket Pup Sweatshirt | Dog Wearing Nantucket Cap and Tote Nantucket Pup Sweatshirt | Dog Wearing Nantucket Cap and Tote
Nantucket Pup Sweatshirt | Dog Wearing Nantucket Cap and Tote
From $37.67
From $37.67
Tennis Pup Crewneck Sweatshirt | Cute Dog Illustration, Greenwich Logo Tennis Pup Crewneck Sweatshirt | Cute Dog Illustration, Greenwich Logo
Tennis Pup Crewneck Sweatshirt | Cute Dog Illustration, Greenwich Logo
From $38.99
From $38.99
Cape Cod Puppy in Sweater Sweatshirt | Cute Dog Lighthouse Illustration Cape Cod Puppy in Sweater Sweatshirt | Cute Dog Lighthouse Illustration
Cape Cod Puppy in Sweater Sweatshirt | Cute Dog Lighthouse Illustration
From $37.67
From $37.67
Brown Teddy Dog in Boston Sweater Sweatshirt | Cute Puppy Illustration Brown Teddy Dog in Boston Sweater Sweatshirt | Cute Puppy Illustration
Brown Teddy Dog in Boston Sweater Sweatshirt | Cute Puppy Illustration
From $37.67
From $37.67
Cape Cod Puppy in Sweater Sweatshirt | Cute Dog Lighthouse Illustration Cape Cod Puppy in Sweater Sweatshirt | Cute Dog Lighthouse Illustration
Cape Cod Puppy in Sweater Sweatshirt | Cute Dog Lighthouse Illustration
From $37.67
From $37.67
Sailor Teddy Bear Crewneck Sweatshirt | Newport Anchor Sailor Teddy Bear Crewneck Sweatshirt | Newport Anchor
Sailor Teddy Bear Crewneck Sweatshirt | Newport Anchor
From $39.99
From $39.99
Golf Teddy Bear Sweatshirt | Cute Vintage Bear Crewneck Golf Teddy Bear Sweatshirt | Cute Vintage Bear Crewneck
Golf Teddy Bear Sweatshirt | Cute Vintage Bear Crewneck
From $37.82
From $37.82
Teddy Bear Sweatshirt | Vintage Preppy Bear Teddy Bear Sweatshirt | Vintage Preppy Bear
Teddy Bear Sweatshirt | Vintage Preppy Bear
From $37.82
From $37.82
Bear Wearing Flag Sweater Crewneck Sweatshirt | Vintage Bear Design Bear Wearing Flag Sweater Crewneck Sweatshirt | Vintage Bear Design
Bear Wearing Flag Sweater Crewneck Sweatshirt | Vintage Bear Design
From $39.86
From $39.86
Teddy Bear and Puppy Dog Mom Sweatshirt | Cozy Crewneck Teddy Bear and Puppy Dog Mom Sweatshirt | Cozy Crewneck
Teddy Bear and Puppy Dog Mom Sweatshirt | Cozy Crewneck
From $37.65
From $37.65
Teddy Bear Sweatshirt | Vintage Preppy Bear Teddy Bear Sweatshirt | Vintage Preppy Bear
Teddy Bear Sweatshirt | Vintage Preppy Bear
From $37.82
From $37.82
Flag Sweater Bear Sweatshirt | Teddy Bear with American Flag Crewneck Flag Sweater Bear Sweatshirt | Teddy Bear with American Flag Crewneck
Flag Sweater Bear Sweatshirt | Teddy Bear with American Flag Crewneck
From $37.65
From $37.65
Vintage Teddy Bear Sweatshirt | Cozy Bear Graphic Crewneck Vintage Teddy Bear Sweatshirt | Cozy Bear Graphic Crewneck
Vintage Teddy Bear Sweatshirt | Cozy Bear Graphic Crewneck
From $37.65
From $37.65
Teddy Bear Wearing USA Sweatshirt | Vintage Bear Crewneck Teddy Bear Wearing USA Sweatshirt | Vintage Bear Crewneck
Teddy Bear Wearing USA Sweatshirt | Vintage Bear Crewneck
From $37.65
From $37.65
Teddy Bear Sweatshirt | Vintage Preppy Bear Teddy Bear Sweatshirt | Vintage Preppy Bear
Teddy Bear Sweatshirt | Vintage Preppy Bear
From $37.82
From $37.82
Dapper Teddy Bear Sweatshirt | Cocktail Bear Illustration Dapper Teddy Bear Sweatshirt | Cocktail Bear Illustration
Dapper Teddy Bear Sweatshirt | Cocktail Bear Illustration
From $37.65
From $37.65
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