Up to 50% off select Heartbreak Apparel and Accessories
Heartbreak Wildstack Quarter Running Socks
5007-3102
Regular price $16.00 {{#has_saved}}Inspired by the connection and energy that running creates, the Wildstack Collection features three runners hand in hand, displayed horizontally and mirrored to symbolize unity, momentum, and shared strength. Bold and expressive, the collection reflects the idea that while running is often an individual pursuit, growth and success are built through the support of a community. Wildstack is a reminder to move fearlessly, stay connected, and draw strength from the people running beside you. Be wild. Be courageous. Be connected.
Run Hard, Risk Heartbreak. Represent Heartbreak wherever you go. The line that "breaks" the heart is the elevation profile of the world-famous Heartbreak Hill. Designed by runners, made for runners. Train, run long distances, or take a walk with no worries about your socks causing any discomfort.
Product Details:
80% Dry-Release, 17% Nylon, 3% Spandex
| S | M | L | XL | |
| US Men | 3-6 | 6-9 | 9-12 | 12-14 |
| US Women | 4-7 | 7-10 | 10-13 | 13-16 |
Heartbreak Momentum Quarter Running Socks
5007-3202
Regular price $16.00 {{#has_saved}}We are always in motion. Even when standing still, we are leaving a mark, building momentum with every experience, decision, and step forward. Life constantly shifts our direction — pulling us through sharp turns, setbacks, breakthroughs, and new paths we never expected to take.
When we look back, our journey is never a straight line. It zigzags, rises and falls, twists and evolves without ever returning to the same place twice. Yet from a distance, those moments connect to form something meaningful — an abstract piece of art shaped by movement, growth, and resilience.
The Momentum Collection is inspired by that evolving line of life: imperfect, unpredictable, and always moving forward.
Run Hard, Risk Heartbreak. Represent Heartbreak wherever you go. The line that "breaks" the heart is the elevation profile of the world-famous Heartbreak Hill. Designed by runners, made for runners. Train, run long distances, or take a walk with no worries about your socks causing any discomfort.
Product Details:
80% Dry-Release, 17% Nylon, 3% Spandex
| S | M | L | XL | |
| US Men | 3-6 | 6-9 | 9-12 | 12-14 |
| US Women | 4-7 | 7-10 | 10-13 | 13-16 |
Heartbreak Polka Quarter Running Socks
5007-3302
Regular price $16.00 {{#has_saved}}Polka dots are timeless — a pattern woven into sport, fashion, and culture for generations. From the mountains of the Tour de France to the energy of the runway, the polka has remained bold, playful, and unmistakably iconic.
The Polka Collection reimagines this classic symbol through three unique styles that blend performance with expression. Designed to feel both fashionable and fast, this capsule celebrates movement, individuality, and confidence on the run.
Run Hard, Risk Heartbreak. Represent Heartbreak wherever you go. The line that "breaks" the heart is the elevation profile of the world-famous Heartbreak Hill. Designed by runners, made for runners. Train, run long distances, or take a walk with no worries about your socks causing any discomfort.
Product Details:
80% Dry-Release, 17% Nylon, 3% Spandex
| S | M | L | XL | |
| US Men | 3-6 | 6-9 | 9-12 | 12-14 |
| US Women | 4-7 | 7-10 | 10-13 | 13-16 |
Heartbreak Men's Deerfoot 2-in-1 5" Shorts
2208-2541
Regular price $95.00 {{#has_saved}}The Deerfoot 2-in-1 5” short is a combination of our two best shorts — the Deerfoot 5” Short and the Good Times Half Tight. Designed for both heavy training or post-run coffee trips, these shorts meet all your needs.
Built for comfort and performance, the lightweight outer, stretch-woven shorts feature two large zip-closure hip pockets, a zip-closure back pocket, and a drawcord for a secure fit. The internal compression shorts provide added support, coverage, and carrying capacity with large hidden pockets on each thigh.
“Deerfoot” pays homage to the origin story of Heartbreak Hill. Ellison "Tarzan" Brown, known as "Deerfoot" by his Narragansett Tribe, got out hot in the 1936 running of Boston leaving the field in the dust with a blistering pace. In the hills of Newton, the legend of the day, Johnny Kelley, gave Brown a little pat on the behind as he caught and passed him. The condescending gesture no doubt lit a fire in Brown who won back the lead while Kelley fell back to 5th. Boston Globe writer Jerry Nason dubbed the final hill of that Newton series "Heartbreak Hill" since that's where Brown ultimately broke Kelley's heart.
Product Details:
| MEN | S | M | L | XL | XXL |
| Chest (US Inches) | 35-37 | 38-40 | 40-42 | 42-44 | 44-46 |
| Waist (US Inches) | 30-32.5 | 32.5-35 | 35-38 | 38-40 | 40-42 |
| WOMEN | XS | S | M | L | XL |
| Chest (US Inches) | 31-33 | 33-35 | 35-37 | 37-39 | 39-41 |
| Natural Waist (US Inches) | 24-26 | 26-28 | 28-30 | 30-32 | 32-34 |
| Hips (US Inches) | 35-37 | 37-39 | 39-41 | 41-43 | 43-45 |
| Unisex Hoodie | S | M | L | XL |
| Body Length (US Inches) | 26.75 | 28 | 29.5 | 31 |
| Chest (US Inches) | 22.25 | 23.5 | 24.5 | 25.5 |
| Sleeve Length (US Inches) | 25 | 25.5 | 26 | 26.5 |
| MEN | S | M | L | XL | XXL |
| Chest (US Inches) | 38-40 | 40-42 | 42-44 | 44-46 | 46-48 |
| Waist (US Inches) | 33-36 | 37-39 | 39-41 | 41-43 | 43-45 |
| WOMEN | XS | S | M | L | XL |
| Chest (US Inches) | 31-33 | 33-35 | 35-37 | 37-39 | 39-41 |
| Natural Waist (US Inches) | 24-26 | 26-28 | 28-30 | 30-32 | 32-34 |
| Hips (US Inches) | 35-37 | 37-39 | 39-41 | 41-43 | 43-45 |
| Unisex Hoodie | S | M | L | XL |
| Body Length (US Inches) | 26.75 | 28 | 29.5 | 31 |
| Chest (US Inches) | 22.25 | 23.5 | 24.5 | 25.5 |
| Sleeve Length (US Inches) | 25 | 25.5 | 26 | 26.5 |
Heartbreak Elevation Run & Risk Crew Sweatshirt
4103-2402
Regular price $78.00 {{#has_saved}}Heartbreak Run & Risk Elevation Hoodie
4102-2402
Regular price $88.00 {{#has_saved}}Heartbreak Climber Polka Quarter Running Socks
5007-3307
Regular price $16.00 {{#has_saved}}Polka dots are timeless — a pattern woven into sport, fashion, and culture for generations. From the mountains of the Tour de France to the energy of the runway, the polka has remained bold, playful, and unmistakably iconic.
The Polka Collection reimagines this classic symbol through three unique styles that blend performance with expression. Designed to feel both fashionable and fast, this capsule celebrates movement, individuality, and confidence on the run.
Run Hard, Risk Heartbreak. Represent Heartbreak wherever you go. The line that "breaks" the heart is the elevation profile of the world-famous Heartbreak Hill. Designed by runners, made for runners. Train, run long distances, or take a walk with no worries about your socks causing any discomfort.
Product Details:
80% Dry-Release, 17% Nylon, 3% Spandex
| S | M | L | XL | |
| US Men | 3-6 | 6-9 | 9-12 | 12-14 |
| US Women | 4-7 | 7-10 | 10-13 | 13-16 |
Heartbreak Climber Red Polka Halsted 5-Panel Run Hat
3001-3307
Regular price $35.00 {{#has_saved}}Both highly functional & down to party. Put it on your head and go about your business.
"Halsted" is a reference to our first Chicago community hub at 2148 N Halsted St. in Lincoln Park.
Product Details:
A rubber stamp logo centers the front. On the back, is a small red embroidered heart and bartacks in black, red, and white that symbolize road, blood, & spirit, respectively. Logo-printed interior taping, nylon strap closure & plastic buckle, and a reflective "Heartbreak" word mark on the side round out the package.
90% Nylon, 10% spandex
| MEN | S | M | L | XL | XXL |
| Chest (US Inches) | 35-37 | 38-40 | 40-42 | 42-44 | 44-46 |
| Waist (US Inches) | 30-32.5 | 32.5-35 | 35-38 | 38-40 | 40-42 |
| WOMEN | XS | S | M | L | XL |
| Chest (US Inches) | 31-33 | 33-35 | 35-37 | 37-39 | 39-41 |
| Natural Waist (US Inches) | 24-26 | 26-28 | 28-30 | 30-32 | 32-34 |
| Hips (US Inches) | 35-37 | 37-39 | 39-41 | 41-43 | 43-45 |
| Unisex Hoodie | S | M | L | XL |
| Body Length (US Inches) | 26.75 | 28 | 29.5 | 31 |
| Chest (US Inches) | 22.25 | 23.5 | 24.5 | 25.5 |
| Sleeve Length (US Inches) | 25 | 25.5 | 26 | 26.5 |
Heartbreak Run & Risk Elevation Hoodie
Regular price $88.00 {{#has_saved}}Heartbreak Elevation Run & Risk Crew Sweatshirt
Regular price $78.00 {{#has_saved}}