BIG NEWS: Trailhead Printing Just Launched a Fully Custom Online Apparel Ordering Experience!

Trailhead Printing has always been your trusted, locally-owned print shop right here in Simsbury. We’ve built our reputation on relationships, quality, and affordability.

Now? We’ve taken that same local care and brought it online in a fully custom ordering experience that puts you in control.



Whether you’re a small business, school, nonprofit, sports team, or just printing one shirt for yourself — you can now customize, quote, and order online in minutes.

And yes… you can still pick it up right here at your favorite local print shop.

Upload Your Design & Customize Everything

Our new portal lets you:

• Upload your artwork (PNG, JPG, PDF)
• Choose placement (front, back, sleeve)
• Adjust print size
• Select garment styles and colors
• Choose your decoration method
• See a real-time ballpark estimate
• Submit your order instantly



No waiting. No guesswork. No complicated back-and-forth just to get started.

Choose the Perfect Garment

Browse dozens of apparel options and filter by brand, color, size, or style. From performance tees to long sleeves and team gear, everything is right at your fingertips.

Need moisture-wicking athletic wear for a team?

Outfitting your staff with branded polos?
Ordering event shirts for a fundraiser?



You can do it all online — whenever it’s convenient for you.

Pick Your Decoration Method

We make it simple to choose what works best for your design:

DTF (Direct-to-Film) Printing

• Full color & photo quality
• Great for detailed artwork
• No minimum order
• Fast turnaround

Perfect for bold graphics, gradients, and smaller runs.

Embroidery

• Premium, professional look
• Extremely durable
• Great for logos and text
• Ideal for uniforms and business apparel

Not sure which is best? The portal helps guide you — and we’re always here if you have questions.

Instant Pricing

One of the most exciting features?

You’ll see an instant estimate summary as you build your order.

• Garment cost
• Decoration fee
• Small order adjustments (if applicable)
• Estimated total

It’s transparent, simple, and built to save you time.



Once submitted, our team reviews your artwork and sends a confirmed quote before anything goes to print. We’re still local. We still double-check everything. We just made it easier to start.

What This Means for Local Customers

If you’ve ever:

• Needed a last-minute team shirt
• Wanted one custom gift
• Been unsure how to start a print order
• Didn’t want to email back and forth for pricing

This is for you. You can now build your project on your own time — whether that’s 10pm on the couch or during your lunch break.



And when it’s ready? You can pick it up right here in town.

What This Means for Local Businesses

For small businesses, contractors, schools, restaurants, gyms, and nonprofits — this is a game changer.

• Quickly reorder staff shirts
• Try new logo placements
• Compare embroidery vs. print
• Build event merchandise
• Submit group orders
• Plan seasonal apparel drops

All without waiting days for a quote just to explore options.



It’s the convenience of a national online platform — backed by a local team that knows your name.

Ready to Try It?

Start customizing today at: https://order.trailheadprinting.com/apparel

1. Upload your design.
2. Build your order.
3. Get your estimate.
4. Pick up locally.

We’re proud of this upgrade — and even more excited to see what our community creates with it.

If you try it out, let us know what you think. We built this for YOU. 💚