Heartbreak Apparel

Heartbreak is the accepted risk of great love. In racing, in love, and in life, we take the risk and go big. Represent Heartbreak wherever you go with this everyday essential. 

Product Details:

Unisex Hoodie

• Embroidered Wordmark across the chest 
• Heavyweight Hoodie

70% Cotton/30% Polyester 

Heartbreak is the accepted risk of great love. In racing, in love, and in life, we take the risk and go big. In life and in love, the biggest rewards come with the greatest risk. Carry that spirit with this casual crewneck sweatshirt.

Heartbreak is the accepted risk of great love. In racing, in love, and in life, we take the risk and go big.  Represent Heartbreak wherever you go with this everyday essential. 

Heartbreak is the accepted risk of great love. In racing, in love, and in life, we take the risk and go big.  Represent Heartbreak wherever you go with this everyday essential. 

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:

• 200 needle count
• Heel tab for no-slip
• Seamless toe
• Moisture-managing
• Y-heel construction

80% Dry-Release, 17% Nylon, 3% Spandex

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:

• 200 needle count
• Seamless toe
• Moisture-managing
• Y-heel construction

Heartbreak's Boston 2024 celebration singlet honors the hardest part on America's oldest marathon with an allover topographical map of the Newton Hills. Hidden on the back is a small heart marking the exact location of our store in Newton, right at Mile 20 and the base of Heartbreak Hill.

Boston is notoriously hilly, but it’s also mostly downhill, a paradox of a course whose most famous section is our namesake: Heartbreak Hill. Marathon training is defined by ups and downs: nerves, wins, set-backs, feelings of boundless strength, and questions of whether you can do it. Managing the day-to-day, staying centered, and working through the landscape of emotional and physical stress define a marathon training journey and a marathoner. This singlet is our opportunity to celebrate that with you.

Product Details:

100% Polyester

Designed by runners, made for runners. Train, run long distances, or take a walk with no worries about your socks causing any discomfort. 

• 200 needle count
• Heel tab for no-slip
• Seamless toe
• Moisture-managing
• Y-heel construction

80% Dry-Release, 17% Nylon, 3% Spandex

Rep home course advantage with swag inspired by classic 90's jackets.

Heartbreak's Boston 2024 celebration collection honors the hardest part of America's oldest marathon.

Boston is notoriously hilly, but it’s also mostly downhill, a paradox of a course whose most famous section is our namesake: Heartbreak Hill. Marathon training is defined by ups and downs: nerves, wins, set-backs, feelings of boundless strength, and questions of whether you can do it. Managing the day-to-day, staying centered, and working through the landscape of emotional and physical stress define a marathon training journey and a marathoner. This jacket is our opportunity to celebrate that with you.

Men: order true to size for a slim fit or size up for a relaxed look
Women: order a size down for a fitted look or a true size for a relaxed look

Run Hard, Risk Heartbreak. Represent Heartbreak wherever you go. The city of Boston is where it all started for Heartbreak. 

Product Details:

Unisex tee

50/50 combed ring-spun cotton/recycled polyester

Heartbreak is the accepted risk of great love. In racing, in love, and in life, we take the risk and go big. Run Hard, Risk Heartbreak. Represent Heartbreak wherever you go. 

Product Details: 

• 100% ringspun cotton
• Relaxed fit

Run Hard, Risk Heartbreak is our mantra. This hoodie goes big with it. Carry the "run/risk" spirit with this casual hooded sweatshirt. Represent Heartbreak wherever you go with this everyday essential. 

Product Details:

Unisex Hoodie

• Left chest logo screen
• Right chest mantra screen
• Large back mantra and logo screen
• Heavyweight Hoodie

70% Cotton/30% Polyester 

The "Mile 20" dad hat is a nod to our flagship store's iconic location: Mille 20 of the Boston Marathon. There's a yellow and blue flag that hangs next to the door 365 days a year and steps away on the road, you can spot the actual painted pavement official race mark. The colorways celebrate both the yellow flag and the painted road.

Product Details: 

• Cotton twill
• Adjustable back closure
• Curved brim

Heartbreak is the accepted risk of great love. In racing, in love, and in life, we take the risk and go big. Run Hard, Risk Heartbreak. Represent Heartbreak wherever you go. The small upper back hit says “Run Hard Risk Heartbreak.“

Product Details: 

• 100% ringspun cotton
• Relaxed fit

Heartbreak is the accepted risk of great love. In racing, in love, and in life, we take the risk and go big. Run Hard, Risk Heartbreak. Represent Heartbreak wherever you go. The small upper front hit says “Run Hard Risk Heartbreak.“

Product Details: 

• 100% ringspun cotton
• Relaxed fit

Run Hard, Risk Heartbreak is our mantra. In life and in love, the biggest rewards come with the greatest risk. Represent Heartbreak wherever you go with this everyday essential. 

Product Details:

• Cotton twill front
• Plastic mesh back
• Embroidered heart in the back
• Snapback closure

Heartbreak is the accepted risk of great love. In racing, in love, and in life, we take the risk and go big. Our motto: “Run Hard and Risk Heartbreak". Represent Heartbreak wherever you go with this everyday essential. 

“The Firehouse” is Heartbreak’s staple short sleeve. Its lightweight wicking fabric makes you feel light & cool while you’re tackling miles. Heartbreak’s ethos of “make it matter, make it fun” is imbued in design touches throughout the garment. It takes its name from our flagship store’s marquee training run and the fire station located at Commonwealth Ave & Washington Street in Newton that marks the first turn of Boston’s legendary marathon. Like that challenging loop, this singlet is Heartbreak’s standard bearer. Whether it’s the foundation of your Boston training or a core wardrobe staple, the Firehouse is a necessity.

Product Details:

• Screen printed front.
• Raised Heartbreak patch on back.
• Black, red, & white bartack stitches at the side seam represent road, blood, and spirit - connecting forces between runners.
• Reflective Heartbreak logo center back.
• Heartbreak flag logo at side seam.

90% Polyester, 10% Spandex

The Hampton quarter zip is a training staple for cool weather. The perfect outer layer for cool fall mornings or a warming mid-layer for freezing climates, the Hampton is our favorite weight for a quarter zip. It feels bouncy and warm with cozy thumbholes and wide, bright reflectivity at the shoulders and zipper.

The Hampton features signature brand touches like the black, red, and white bartacks over the left wrist and our rubber stamp logo at the left chest. We call it the Hampton after Hampton Beach, NH, the place where our founders Justin and Dan shook hands on their initial partner agreement and developed the original logos.

Product Details: 

True to size.
Midweight. Breathable. Wicking.
87% Polyester, 13% Spandex

The Elevation Short Sleeve brings a fresh design twist to a classic running look. The seam across the chest matches the elevation profile of the famed Heartbreak Hill. (Just like the line in our logo) Elevate your run & bring a tailored sophistication to it in this premium short sleeve. Carry the spirit of one of our sport’s iconic places with the Elevation Short Sleeve. 

Product Details:

• The garment runs true to size with an updated fit.
• Raised Heartbreak patch on the left shoulder.
• Black, red, & white bartack stitches at the side seam represent road, blood, and spirit - connecting forces between runners.
• Reflective Heartbreak logo center back.
• Heartbreak flag logo at side seam.

90% Polyester, 10% Spandex

Heartbreak debuts its “Flying H” monogram. Designed in-house by Lucas Larson, the subtle lines of the pattern guide the eye with strong direction - always forward, always up.

Colored and styled with a nod to the greatest team ever, this one’s for our Chicagoans who run the streets all year, always forward, raising spirits, elevating the game, and inspiring the world. 

Product Details:

90% Polyester, 10% Spandex

“The Lincoln” is Heartbreak’s minimalist staple singlet. Its lightweight wicking fabric makes you feel light & cool while you’re tackling miles. Heartbreak’s ethos of “make it matter, make it fun” is imbued in design touches throughout the garment. The name comes from our Chicago store's neighborhood: Lincoln Park. 

Product Details:

• Raised Heartbreak patch on chest.
• Black, red, & white bartack stitches at the side seam represent road, blood, and spirit - the connecting forces between runners.
• Reflective Heartbreak logo center back.
• Heartbreak flag logo at side seam.

True to size.
Lightweight. Breathable. Wicking.
90% Polyester, 10% Spandex

The Deerfoot 5” Short is our everyday short for men. Built for comfort & capability on the run, this lightweight, stretch-woven short is also a perfect casual piece. Its pocketing is made for a life on the go. 

“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 at the time Jerry Nason dubbed the final hill of that Newton series "Heartbreak Hill" since that's where Brown ultimately broke Kelley's heart. 

Product Details:

• 5 pockets: 2 large side-seam zip pockets for personal storage on the go; 2 gel pockets built into the brief for nutrition on the run; 1 center back large pocket for a phone or personal item
• Raised Heartbreak patch at left hem.
• Red Heartbreak branded drawcord
• Heartbreak flag logo at side seam.
• Breathable mesh waistband
• Brief lined

90% Nylon, 10% Spandex, Lining: 92% Polyester, 8% Spandex 

The Elevation Singlet brings a fresh design twist to a classic running look. The seam across the chest matches the elevation profile of the famed Heartbreak Hill (just like the line in our logo). A fabric inset over the right shoulder calls to mind a captain’s patch and is ready for your customization.

Elevate your game, elevate your style, and carry the spirit of one of our sport’s iconic places with the Elevation Singlet. 

Product Details:

• The garment runs true to size.
• Raised Heartbreak patch on the left shoulder.
• Black, red, & white bartack stitches at the side seam represent road, blood, and spirit - connecting forces between runners.
• Reflective Heartbreak logo center back.
• Heartbreak flag logo at side seam.

90% Polyester, 10% Spandex