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From single pieces to full crew runs, Sleepy Hollow gets designed from scratch gear with honest pricing and a 5 to 7 day door-to-door timeline.
In-house designers turn napkin sketches and old low-res logos into print-ready vector art. Free with every order, proof in 24 hours. For Sleepy Hollow, that comes with published pack pricing and door delivery in 5 to 7 business days.
Sleepy Hollow is home to about 11,000 people across 2.2 square miles, and every one of those addresses is inside our standard 5 to 7 day delivery window. If your people are spread out, that is fine: Tarrytown, NY (2 mi), Nyack, NY (2 mi), Upper Nyack, NY (3 mi) sit close enough that one order can outfit all of them. The closest major installation is West Point, roughly 20 miles out, and unit orders from there run through this same process daily.
No storefront visit required. Send a rough idea or finished art, a real designer builds the proof at no charge, and the finished gear ships straight to Sleepy Hollow.
A typical week of custom design orders from this corner of New York mixes Sleepy Hollow crews with neighbors like Tarrytown, 2 miles over, all running through the same designer, the same proof cycle, and the same tracked delivery.
A single visual system covering everything the event prints. Rush timelines get quoted honestly. If we cannot hit the date, we say so before you pay a cent.
A small collection designed to sell, not just to exist. The second order takes two minutes because the first one is archived down to the thread color.
The rescue service: old logos rebuilt as clean vector files that print sharp forever. One point of contact owns your order from first proof to delivery confirmation.
Insignia drawn correctly, with trademark rules respected and flagged. Ask for the honest option and you get it, even when it is the cheaper one.
Describe it in a sentence; a designer builds it and proofs it within 24 hours. Ask for the honest option and you get it, even when it is the cheaper one.
Stencil, athletic, and period-correct lettering matched to the year that matters. Deadlines get treated like formation times, not suggestions.
We built this company on a simple standard: print it like the name on it matters. For Sleepy Hollow customers, that means honest timelines, real proofs, and no excuses on delivery day.
That standard cuts both ways. If your art needs work or your timeline is impossible, we tell you up front and offer the fix, because a bad shirt with our print on it costs us more than the order.
Ninety seconds in the Design Lab gets you a complete number: garment, print, sizes, upcharges, and shipping, all before any contact form.
Start from the garment and the rest follows. Among Sleepy Hollow customers, these three blanks carry most of the orders, each designable online on its real photos.
The 7.5oz boxy blank is where streetwear concepts land, oversized front or full back. Packs mix garment colors freely, so squads, shifts, or grade levels can each get their own.
New designs debut on the Classic: 80-plus colors guarantee the right backdrop for the art. If a design will not print well at the size you want, you hear that before money changes hands.
Put the design on washed heavyweight cotton and it stops being a shirt and starts being merch. One point of contact owns your order from first proof to delivery confirmation.
The gap between what you have and what a press needs is our designers job to close, free with any order. Whatever the starting point, the output is the same: clean vectors, correct insignia, a proof within 24 hours, and unlimited revisions until you approve it in writing. Only then does anything print.
The Design Lab offers the self-serve path, with your art positioned on real product photos and the total priced as you go.
Budget planning for Sleepy Hollow customers starts with real numbers. This is our light cotton tee pack pricing with the front print already included.
| Pieces | Total | Each | Ship | Back print add |
|---|---|---|---|---|
| Pack of 10 | $180 | $18 ea | $18 | $4 ea |
| Pack of 15 | $250 | $16.67 ea | $18 | $4 ea |
| Pack of 20 | $320 | $16 ea | $20.99 | $4 ea |
| Pack of 25 | $375 | $15 ea | $20.99 | $3 ea |
| Pack of 50 | $700 | $14 ea | $22.99 | $2 ea |
| Pack of 100 | $1200 | $12 ea | FREE | $2 ea |
Add-on pricing is deliberately boring: back print per the table (later $3, then $2), oversize front $3 or $2 by volume, extended sizes $6 or $4 by volume. That is the complete list, and the Design Lab computes it live before any quote is written.
Two doors in: the quote form if you want a person on it immediately, or the Design Lab if you want to see it on the garment first. Either way, unfinished ideas are the expected input.
The proof arrives inside a day, drawn at print size on your chosen garment and color. Change anything, as often as needed, at no cost.
Nothing goes to press until you approve the proof in writing. What you sign off on is exactly what prints, that is the whole point of the proof.
Production and shipping run 5 to 7 business days standard. Rush options exist and get quoted honestly against your date.
Art, thread colors, and size history stay archived, so the next season run starts with one email.
Delivery to Sleepy Hollow addresses follows one simple clock: 5 to 7 business days including production, with tracking from the moment it leaves. Hit 100 pieces and the shipping line drops to zero.
Orders ship boxed and counted against your size roster, with tracking sent the day they leave. If anything arrives short or damaged, photograph it and send it over, and we correct it at our cost.
Yes, and it costs nothing with your order. Send a sketch, an old logo, or just the idea, and a designer sends a print ready proof within 24 hours.
Large runs are the core business: hundreds of pieces, mixed sizes, multiple colors, one named contact who owns it from first proof to the delivery scan.
The extended-size rule fits in one line: add $6 per piece below 25 total, $4 per piece at 25 or more. The Design Lab applies it automatically.
There are no returns on custom orders; once printed, the work is final. That is exactly why production never starts without your written approval of a free proof, and why the size roster deserves a second look before you submit.
Order ten, order fifty, order five hundred: 10 pieces is our floor, and for your Sleepy Hollow crew, bigger packs simply pull the per-piece price down.
Send whatever exists. Vectors print perfectly, high resolution PNGs print clean, and anything below that gets redrawn free by the design team before it goes near a press.
Deployed addresses are first-class here: APO and FPO ship on the standard timeline, right alongside all 50 states.
More answers on the full FAQ page.
The Sleepy Hollow coverage page shows the full picture, custom design statewide zooms out, and the service page covers the method itself. Other services in Sleepy Hollow: Screen Printing, Embroidery, DTG and DTF Printing, Sublimation, Banners and Signs.
You will see the proof before you pay and the price before you talk to anyone. That is the whole pitch.