Fits and Trips: A Hypebeast Travel Guide for Football Fanatics Visiting Philly

Football weekends in Philly carry their own kind of electricity—partly from the roar inside the stadium, but just as much from the rituals fans build around it. Whether you’re rolling in from out of town or calling Center City your base at Aloft Philadelphia Downtown, the city becomes your playground before and after kickoff.

This guide is curated with every type of fan in mind: the one who swears by a perfect slice, the one who lives for wall-to-wall screens at the sports bar, the one who treats the tailgate lot like its own arena and the one hunting for that perfectly broken-in vintage tee. And since this is also Fits and Trips, we’ve added easy, shoppable style picks for each stop—simple OOTD/GRWM cues to help you pull together an effortless look while you explore.

Additionally, every great travel plan deserves its perks. When you pay for your trip with your Marriott Bonvoy Boundless® Card, you’ll earn points on all your Philly stops that can be redeemed for free nights at hotels participating in Marriott Bonvoy on your next adventure. Check out our favorite city picks below and prep your game-day playbook before the coin toss.

Aloft Philadelphia Downtown

If you’re a sports fan planning to make the city your backdrop this season, Aloft Philadelphia Downtown is the kind of stay that shapes more than just your overnight. Housed in the beautifully restored 1925 Liberty Title & Trust building, the hotel delivers loft-inspired rooms full of natural light, modern tech and comfy views—just right for recharging after tailgates. Located directly on Broad Street and even attached to the Pennsylvania Convention Center, it means you’re just a short train ride away from the lot, Love Park, major bars, eateries and pre-game action, with public spaces like the W XYZ bar and indoor/outdoor lounges where the fan energy carries on late. And when you book your stay using the Marriott Bonvoy Boundless® Card, you can earn up to 17x points to use on all your sport-related activities as well.

Address:
101 N Broad St, Philadelphia, PA 19107

The Fit:

A stay at Aloft Philadelphia Downtown calls for an outfit that’s as polished as the city views from Broad Street but still easy enough to carry you from lobby lounge to late-night plans. A plaid shirt from Clesste or a moss knit cardigan from Students lays down effortless layering, while Andersson Bell’s tailored wool trousers and Remagine’s hybrid derby shoes keep the look sharp without feeling overdressed. Finished with Loewe’s Puzzle bag in a rich brown tone, the ensemble feels just right at the hotel’s modern design—refined, versatile and ready for wherever the night takes you.

[shoppable brand=”Students Golf”product=”Roberts Knit Cardigan” link=”https://hbx.com/men/brands/students/roberts-knit-cardigan-4-moss” store=”HBX: Students Golf Roberts Knit Cardigan” price=”$140 USD”]


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[shoppable brand=”CLESSTE”product=”Plaid Shirt” link=”https://hbx.com/men/brands/clesste/plaid-ripple-classic-city-long-sleeve-shirt-beige” store=”HBX: CLESSTE Plaid Shirt” price=”$225 USD”]


[/shoppable]

[shoppable brand=”Andersson Bell”product=”Wool Trousers” link=”https://hbx.com/men/brands/andersson-bell/hampton-wool-trousers-4-black” store=”HBX: Andersson Bell Wool Trousers” price=”$190 USD”]


[/shoppable]

[shoppable brand=”Remagine”product=”Hybrid Derby Shoes” link=”https://hbx.com/men/brands/remagine/hybrid-derby-shoes-starting-bigger-wheat” store=”HBX: Remagine Hybrid Derby Shoes” price=”$420 USD”]


[/shoppable]

[shoppable brand=”Loewe”product=”Large Puzzle Bag” link=”https://hbx.com/women/brands/loewe/large-puzzle-bag-light-canyon-brown” store=”HBX: Loewe Large Puzzle Bag” price=”$4,475 USD”]


[/shoppable]

Pat’s King of Steaks

If you’re chasing the true taste of Philly, hitting up Pat’s King of Steaks is non-negotiable. Founded in 1930 and credited with inventing the cheesesteak, this South Philly landmark still draws hungry locals and visitors alike to the corner of 9th and Passyunk for its classic “Whiz wit”—Cheez Whiz and onions, the way it was meant to be. The vibe is no-frills, fast-paced, and unmistakably authentic, just like the city itself. And if you’re paying with your Marriott Bonvoy Boundless® Card, you’ll earn 3× points on dining, turning a legendary sandwich stop into a rewarding one too.

Address:

1237 E Passyunk Ave, Philadelphia, PA 19147

The Fit:

Pat’s King of Steaks is pure South Philly tradition, meaning it’s fast, flavorful and full of personality so your outfit should carry that same easy confidence. A bold hockey jersey from BoTT paired with Brain Dead’s zip-off running pants keeps things casual yet expressive, perfect for waiting in line or grabbing a curbside seat. Add Salomon’s ACS Pro sneakers for comfort that lasts through the day, and finish with a Fine Chaos denim cap for that effortless, lived-in Philly edge.

[shoppable brand=”BoTT”product=”Panther Hockey Jersey” link=”https://hbx.com/men/brands/bott/panther-hockey-jersey-orange” store=”HBX: BoTT Panther Hockey Jersey” price=”$115 USD”]


[/shoppable]

[shoppable brand=”Brain Dead”product=”Running Pants” link=”https://hbx.com/women/brands/brain-dead/thermo-heat-zip-off-running-pants-brown-reactive” store=”HBX: Brain Dead Running Pants” price=”$135 USD”]


[/shoppable]

[shoppable brand=”Salomon”product=”ACS PRO” link=”https://hbx.com/archives/brands/salomon/acs-pro-10-multicolor” store=”HBX: Salomon ACS PRO” price=”$115 USD”]


[/shoppable]

[shoppable brand=”Fine Chaos”product=”Championship Denim Cap” link=”https://hbx.com/women/brands/fine-chaos/championship-denim-cap-black-yellow” store=”HBX: Fine Chaos Championship Denim Cap” price=”$120 USD”]


[/shoppable]

Sports Complex Tailgating

The Jetro parking lot at 3899 S Darien St. is tailgate central, among others, for the most die-hard Birds fans. If you want loud, proud and unapologetic game-day energy, this is where it’s at. It’s the kind of spot where grills get fired well before the sun is fully up, pickup trucks become cook-stations, buses double as rolling fan halls and strangers high-five with every big play. If you believe part of the game happens before the stadium doors open, this is the lot that delivers. Pro tip: get there early, bring your crew, gear up and maybe spare some space for new friends.

Address:

3899 S Darien St, Philadelphia, PA 19148

The Fit:

The Jetro Lot is all about tailgate grit and fan pride, so the fit should lean casual, functional and ready for long hours outside. A rugged denim work jacket from Human Made layered over a Y-3 jersey sets the tone, while Needles’ H.D. pants keep it loose and comfortable for grilling, cheering and moving between crews. On-foot, adidas Originals Sambas bring that timeless street-meets-sports energy, and Klassic sunglasses top it all off with just enough polish to balance the chaos of the lot.

[shoppable brand=”Human Made”product=”Denim Work Jacket” link=”https://hbx.com/men/brands/human-made/denim-work-jacket-future-indigo-1″ store=”HBX: Human Made Denim Work Jacket” price=”$505 USD”]


[/shoppable]

[shoppable brand=”Y-3″product=”Japan Home Jersey” link=”https://hbx.com/archives/brands/y-3/2024-japan-home-jersey-white” store=”HBX: Y-3 Japan Home Jersey” price=”$100 USD”]


[/shoppable]

[shoppable brand=”NEEDLES”product=”H.D. Pants” link=”https://hbx.com/men/brands/needles/h-d-pants-4-indigo” store=”HBX: NEEDLES H.D. Pants” price=”$285 USD”]


[/shoppable]

[shoppable brand=”adidas Originals”product=”Samba LT” link=”https://hbx.com/men/brands/adidas-originals/samba-lt-core-black-cloud-white-gold-metallic-w” store=”HBX: adidas Originals Samba LT” price=”$130 USD”]


[/shoppable]

[shoppable brand=”Klassic”product=”Alfie Sunglasses” link=”https://hbx.com/men/brands/klassic/alfie-sunglasses-gold-w-green-lens” store=”HBX: Klassic Alfie Sunglasses” price=”$65 USD”]


[/shoppable]

[shoppable brand=”Human Made”product=”Tote” link=”https://hbx.com/men/brands/human-made/garment-dyed-tote-bag-3-white” store=”HBX: Human Made Tote” price=”$105 USD”]


[/shoppable]

[shoppable brand=”COLDFRAME”product=”NECKLACE” link=”https://hbx.com/men/brands/coldframe/very-vintage-tiny-red-silver-heart-pendant-necklace-red” store=”HBX: COLDFRAME Pendant Necklace” price=”$175 USD”]


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[shoppable brand=”Maison Kitsune”product=”Scarf” link=”https://hbx.com/men/brands/maison-kitsune/bold-fox-head-double-face-scarf-5-chino-beige” store=”HBX: Maison Kitsuné Head Double Face Scarf” price=”$100 USD”]


[/shoppable]

[shoppable brand=”CDG Shirt”product=”Scarf” link=”https://hbx.com/men/brands/cdg-shirt/woven-shirt-red” store=”HBX: CDG Shirt Woven” price=”$185 USD”]


[/shoppable]

Founding Fathers Sports Bar

Located along South Street, Founding Fathers Sports Bar is a go-to for fans looking to soak up game-day vibes in a place that feels both lively and local. With walls full of flat screens, a generous draft list and a kitchen turning out gastropub favorites, it’s the kind of spot where pre-game plans tend to stretch well into post-game stories. And yes, with your Marriott Bonvoy Boundless® Card, ordering a round or two here can also be one of those “little moments” where you can earn points while living the fan life.

Address:
1612 South St, Philadelphia, PA 19146

The Fit:

This outfit hits the sweet spot between sporty and laid-back, built for long hours of catching games and catching up at a place like Founding Fathers. A Pleasures soccer jersey under an Oakley wind jacket seamlessly layers, while Brain Dead shorts keep things casual without feeling sloppy. Ground it all with New Balance No Vacancy Inn 990s and Lacoste striped socks for a retro nod that still feels current—an ideal combo once you walk into Founding Fathers for pre-game drinks or post-win celebrations.

[shoppable brand=”Pleasures”product=”Soccer Jersey” link=”https://hbx.com/men/brands/pleasures/iuter-carlo-soccer-jersey-4-green” store=”HBX: Pleasures Soccer Jersey” price=”$85 USD”]


[/shoppable]

[shoppable brand=”Oakley”product=”Enhance Wind Jacket” link=”https://hbx.com/men/brands/oakley/enhance-aclife-wind-jacket-2-0-dark-aqua” store=”HBX: Oakley Enhance Wind Jacket” price=”$95 USD”]


[/shoppable]

[shoppable brand=”adidas Originals”product=”Brain Dead Shorts” link=”https://hbx.com/men/brands/adidas-originals/brain-dead-shorts-3-branch” store=”HBX: adidas Originals Brain Dead Shorts” price=”$115 USD”]


[/shoppable]

[shoppable brand=”New Balance”product=”No Vacancy Inn 990″ link=”https://hbx.com/archives/brands/new-balance/no-vacancy-inn-990-1-grey” store=”HBX: New Balance No Vacancy Inn 990″ price=”$360 USD”]


[/shoppable]

[shoppable brand=”Lacoste”product=”Striped Socks” link=”https://hbx.com/archives/brands/lacoste/ricky-regal-striped-long-socks-white” store=”HBX: Lacoste Striped Socks” price=”$50 USD”]


[/shoppable]

Trashed Vintage

Trashed Vintage brings a different kind of game-day gear to the table: worn, one-of-a-kind threads with a past, perfect for fans who like their style authentic and their outfit stories ready. Whether you’re after an aged logo tee, classic jackets or a throwback jersey that turns heads in the tailgate lot, it’s the kind of spot where you can build a look that’s as bold as your cheers. This shop is a treasure trove, letting you express your allegiance in vintage fabric and thread.

Address:
262 E Girard Ave, Philadelphia, PA 19125

The Fit:

Walking into Trashed Vintage calls for a fit that feels expressive and looks like it’s lived a few stories already. A Pleasures x Juicy Couture velour hoodie in Realtree pink nails that playful-meets-ironic energy, especially when paired with Dhruv Kapoor’s distressed balloon jeans for that worn-in, thrift-gem vibe. New Balance 1000s keep it grounded in comfort and color, while an Oakley blackout tee underneath adds balance to the statement up top. Toss everything else into a Gramicci plaid tote, and you’ve got the perfect look for digging through racks and discovering your next favorite piece.

[shoppable brand=”Pleasures x Juicy Couture”product=”Realtree Velour Hoodie” link=”https://hbx.com/men/brands/pleasures/pleasures-x-juicy-couture-realtree-velour-hoodie-pink-edge” store=”HBX: Pleasures x Juicy Couture Realtree Velour Hoodie” price=”$160 USD”]


[/shoppable]

[shoppable brand=”Oakley”product=”Enhance T-Shirt” link=”https://hbx.com/men/brands/oakley/enhance-qdevo-ss-tee-bold-4-0-blackout” store=”HBX: Oakley Enhance T-Shirt” price=”$50 USD”]


[/shoppable]

[shoppable brand=”Dhruv Kapoor”product=”Balloon Jeans” link=”https://hbx.com/men/brands/dhruv-kapoor/distressed-raw-edge-balloon-jeans-blue” store=”HBX: Dhruv Kapoor Balloon Jeans” price=”$450 USD”]


[/shoppable]

[shoppable brand=”New Balance”product=”1000″ link=”https://hbx.com/men/brands/new-balance/1000-pink” store=”HBX: New Balance 1000″ price=”$145 USD”]


[/shoppable]

[shoppable brand=”Gramicci”product=”Plaid Tote” link=”https://hbx.com/men/brands/gramicci/plaid-climbing-tote-olive” store=”HBX: Gramicci Plaid Tote” price=”$95 USD”]


[/shoppable]

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