• May include: A charcoal gray t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A dusty orange t-shirt featuring a dark brown graphic of the Headless Horseman riding a horse, holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a vintage style.
  • May include: A Comfort Colors 1717 heavyweight ring spun t-shirt color chart displaying twenty-one folded shirts in various shades including white, black, bay, ivory, crunchberry, espresso, pepper, mustard, chambray, brick, moss, blossom, yam, blue jean, watermelon, violet, crimson, navy, and berry.
  • May include: A white short-sleeved t-shirt with a size chart labeled Comfort Colors 1717 Heavyweight Ring Spun Tee. The chart displays width and length measurements in inches for sizes S through 4XL, ranging from 18.25 to 29 inches in width.
  • May include: A black t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A charcoal gray short-sleeve t-shirt featuring a graphic of a headless horseman on a horse holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A burnt orange short-sleeve t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a dark brown font.
  • May include: A dark brown short-sleeve t-shirt featuring a graphic of the Headless Horseman on a horse holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A brick red short-sleeve t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head.
  • May include: A blue short-sleeve t-shirt featuring a graphic of the Headless Horseman on a horse holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head within an oval frame.
  • May include: An ivory t-shirt featuring a graphic of the Headless Horseman on a horse holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head. The design is in a circular frame.
  • May include: A violet short-sleeve t-shirt featuring a graphic of the Headless Horseman on a horse holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head within an oval frame.
  • May include: A light pink short-sleeve t-shirt featuring a graphic of the Headless Horseman on a horse holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A brown t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a decorative circular frame.
  • May include: A forest green sweatshirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A dark red t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head within an oval frame.
  • May include: A light purple t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head within an ornate frame.
  • May include: A light purple t-shirt featuring a graphic of the Headless Horseman riding a horse, holding a flaming jack-o'-lantern. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A berry-colored t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head within a circular frame.
  • May include: A storefront named Teezo Prints with large glass windows displaying colorful t-shirts on racks, surrounded by abundant pink and white climbing roses and potted flowers, with the white cursive text thank you! overlaid at the bottom.
  • May include: A charcoal gray t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A dusty orange t-shirt featuring a dark brown graphic of the Headless Horseman riding a horse, holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a vintage style.
  • May include: A Comfort Colors 1717 heavyweight ring spun t-shirt color chart displaying twenty-one folded shirts in various shades including white, black, bay, ivory, crunchberry, espresso, pepper, mustard, chambray, brick, moss, blossom, yam, blue jean, watermelon, violet, crimson, navy, and berry.
  • May include: A white short-sleeved t-shirt with a size chart labeled Comfort Colors 1717 Heavyweight Ring Spun Tee. The chart displays width and length measurements in inches for sizes S through 4XL, ranging from 18.25 to 29 inches in width.
  • May include: A black t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A charcoal gray short-sleeve t-shirt featuring a graphic of a headless horseman on a horse holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A burnt orange short-sleeve t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a dark brown font.
  • May include: A dark brown short-sleeve t-shirt featuring a graphic of the Headless Horseman on a horse holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A brick red short-sleeve t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head.
  • May include: A blue short-sleeve t-shirt featuring a graphic of the Headless Horseman on a horse holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head within an oval frame.
  • May include: An ivory t-shirt featuring a graphic of the Headless Horseman on a horse holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head. The design is in a circular frame.
  • May include: A violet short-sleeve t-shirt featuring a graphic of the Headless Horseman on a horse holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head within an oval frame.
  • May include: A light pink short-sleeve t-shirt featuring a graphic of the Headless Horseman on a horse holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A brown t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a decorative circular frame.
  • May include: A forest green sweatshirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A dark red t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head within an oval frame.
  • May include: A light purple t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head within an ornate frame.
  • May include: A light purple t-shirt featuring a graphic of the Headless Horseman riding a horse, holding a flaming jack-o'-lantern. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.
  • May include: A berry-colored t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head within a circular frame.
  • May include: A storefront named Teezo Prints with large glass windows displaying colorful t-shirts on racks, surrounded by abundant pink and white climbing roses and potted flowers, with the white cursive text thank you! overlaid at the bottom.
Report this item to Etsy

Headless Horseman Comfort Colors T-shirt, Sleepy Hollow Halloween Tee, Gothic Horror Shirt

Item highlights

  • Materials: Cotton
  • Made to order

Seller's description

Embrace the spooky spirit of Halloween with our Headless Horseman Comfort Colors Gothic Horror Shirt! This Sleepy Hollow Halloween Tee features a striking design that captures the eerie essence of the classic tale. Made from high-quality, soft Comfort Colors fabric, it offers both comfort and a trendy fit for any autumn outing. Perfect for haunted gatherings, pumpkin patch visits, or cozy nights by the fire. Stand out this season with a shirt that merges style and gothic charm! Grab yours today! 🕷️👻

📏SIZE & FIT
The Comfort Colors® 1717 has a relaxed, drop-shoulder cut that runs true to size. We recommend sizing up for that perfectly oversized, lived-in feel. If you prefer a more fitted look, stick with your usual size. Please check the size chart photo for detailed measurements before ordering — inclusive sizing available.

👕SHIRT DETAILS & MATERIAL
- Comfort Colors® 1717 garment-dyed tee
- 100% ring-spun cotton (heavyweight 6.1 oz)
- Crew neck and short sleeves
- Soft-washed and pigment-dyed for that perfectly worn-in feel
- Relaxed, drop-shoulder fit
- Double-needle stitching for long-lasting durability
- Tubular construction with no side seams
- Vintage distressed graphic that won't crack, peel, or fade
It's the kind of shirt you "accidentally" wear three days in a row — and nobody blames you.

❗️PLEASE NOTE
The actual color of the shirt may vary slightly from what you see on your screen. Monitor settings, lighting, and individual displays can all affect how colors appear. The pigment-dyed nature of Comfort Colors® shirts also means each piece has subtle, unique color variations — that's part of what makes them special.

🚛PROCESSING & SHIPPING
- Processing time: 2 business days
- Shipping time: 2–6 business days after production
- Please allow extra time during holidays and peak gifting seasons (Mother's Day, December)
- You'll receive a tracking number as soon as your order ships

⭐️CARE INSTRUCTIONS
- Machine wash cold, inside out, with similar colors
- Tumble dry low or air dry for best results
- Do not bleach
- Do not dry clean
- Do not iron directly on the design

🔄RETURNS & EXCHANGES
Because every tee in our shop is made-to-order, we're unable to accept returns or exchanges. We know that can feel limiting, so here's our advice:
- Please double-check your size and color carefully before placing your order
- Refer to the size chart photo for detailed measurements
- Send us a message before ordering if you have any questions — we'd much rather help you choose the right size than have you receive something that doesn't fit
That said, if something goes wrong on our end — a printing defect, the wrong item, damage in transit, or a lost package — we'll absolutely make it right. Please reach out to us before leaving a review or contacting Etsy, and we'll work with you on a replacement, refund, or whatever the situation calls for. We're a small business and we genuinely care.

❓QUESTIONS❓
Do you need a different color, or would you like to see how this design looks on a different color? Send us a message anytime right here on Etsy — we usually respond within 1-5 hours (depending on time zone) on business days. Whether it's about sizing, color choices, custom requests, or shipping timelines, we're happy to help!

🙏THANK YOU
Thank you so much for supporting our small shop. Every single order means the world to us.

View more

NowPrice:$9.64+

Original Price: $13.77+

30% off

•

Sale ends in 9:19:47

Please select a color

Please select an option

You can only make an offer when buying a single item

Shipping & return policies
  • Get it by
    Nov 9-14
  • Cost to ship
    $4.95 to United States, 43215.

    Enjoy free shipping to the US when you spend $35+ at this shop.

Reviews for this item

5.0

We calculate this number using a recency-weighted average of all ratings, with a rating's value decreasing by half each year to best reflect the current experience.

(2 reviews)

5.0 Item quality
5.0 Shipping
5.0 Customer service
100% Buyers recommend
5 out of 5 stars 5 This item

Kathleen Oct 26, 2026

Purchased this t-shirt for my niece for her October birthday. We live in Lower Westchester , one town over from SleepyHollow so I wanted her Halloween ready . She Absolutely loves it 🎃

Kathleen Oct 26, 2026

Response from Dmitry

Thank you, Kathleen! ☀️💚

5 out of 5 stars 5 This item

DOUGLAS Oct 7, 2026

Very nice shirt & design, shirt came quickly and was as shown online.

DOUGLAS Oct 7, 2026

Response from Dmitry

Thank you Douglas for the very first review in my shop! 🙏🏻☀️

Seller's description

Specifications

May include: A charcoal gray t-shirt featuring a graphic of the Headless Horseman riding a horse and holding a flaming pumpkin. The text reads Sleepy Hollow, Dead and Breakfast, Est. 1790, and The Place to Rest a Weary Head in a circular frame.

Embrace the spooky spirit of Halloween with our Headless Horseman Comfort Colors Gothic Horror Shirt! This Sleepy Hollow Halloween Tee features a striking design that captures the eerie essence of the classic tale. Made from high-quality, soft Comfort Colors fabric, it offers both comfort and a trendy fit for any autumn outing. Perfect for haunted gatherings, pumpkin patch visits, or cozy nights by the fire. Stand out this season with a shirt that merges style and gothic charm! Grab yours today! 🕷️👻

📏SIZE & FIT
The Comfort Colors® 1717 has a relaxed, drop-shoulder cut that runs true to size. We recommend sizing up for that perfectly oversized, lived-in feel. If you prefer a more fitted look, stick with your usual size. Please check the size chart photo for detailed measurements before ordering — inclusive sizing available.

👕SHIRT DETAILS & MATERIAL
- Comfort Colors® 1717 garment-dyed tee
- 100% ring-spun cotton (heavyweight 6.1 oz)
- Crew neck and short sleeves
- Soft-washed and pigment-dyed for that perfectly worn-in feel
- Relaxed, drop-shoulder fit
- Double-needle stitching for long-lasting durability
- Tubular construction with no side seams
- Vintage distressed graphic that won't crack, peel, or fade
It's the kind of shirt you "accidentally" wear three days in a row — and nobody blames you.

❗️PLEASE NOTE
The actual color of the shirt may vary slightly from what you see on your screen. Monitor settings, lighting, and individual displays can all affect how colors appear. The pigment-dyed nature of Comfort Colors® shirts also means each piece has subtle, unique color variations — that's part of what makes them special.

🚛PROCESSING & SHIPPING
- Processing time: 2 business days
- Shipping time: 2–6 business days after production
- Please allow extra time during holidays and peak gifting seasons (Mother's Day, December)
- You'll receive a tracking number as soon as your order ships

⭐️CARE INSTRUCTIONS
- Machine wash cold, inside out, with similar colors
- Tumble dry low or air dry for best results
- Do not bleach
- Do not dry clean
- Do not iron directly on the design

🔄RETURNS & EXCHANGES
Because every tee in our shop is made-to-order, we're unable to accept returns or exchanges. We know that can feel limiting, so here's our advice:
- Please double-check your size and color carefully before placing your order
- Refer to the size chart photo for detailed measurements
- Send us a message before ordering if you have any questions — we'd much rather help you choose the right size than have you receive something that doesn't fit
That said, if something goes wrong on our end — a printing defect, the wrong item, damage in transit, or a lost package — we'll absolutely make it right. Please reach out to us before leaving a review or contacting Etsy, and we'll work with you on a replacement, refund, or whatever the situation calls for. We're a small business and we genuinely care.

❓QUESTIONS❓
Do you need a different color, or would you like to see how this design looks on a different color? Send us a message anytime right here on Etsy — we usually respond within 1-5 hours (depending on time zone) on business days. Whether it's about sizing, color choices, custom requests, or shipping timelines, we're happy to help!

🙏THANK YOU
Thank you so much for supporting our small shop. Every single order means the world to us.

TeezoPrints made this item with help from
The print shop, United States
The print shop, United States

Delivery details and policies

  • Get it by
    Nov 9-14
  • Returns and exchanges
    Not accepted.
  • Ships from
    United States
  • Cost to ship
    $4.95 to United States, 43215

    Enjoy free shipping to the US when you spend $35+ at this shop.

    There was a problem calculating your shipping. Please try again.

Shop with confidence
Etsy Purchase Protection

If something goes wrong with an order, we've got your back on all eligible purchases. View program terms

Climate investments

Etsy supports climate solutions, from electric delivery trucks to carbon offsets for every delivery. View how

Meet your seller

TeezoPrints
Dmitry
TeezoPrints ·

Riga, Latvia

We calculate this number using a recency-weighted average of all ratings, with a rating's value decreasing by half each year to best reflect the current experience. 5.0
·
10 sales
·
10 months on Etsy

You may also like

Shoppers with similar taste loved these

Show more
Show more

Explore related searches

Headless Horseman Shirt

Sleepy Hollow Shirt

Horror Tee

Womens Halloween Tshirts

Headless Horseman Long Sleeve Tshirt

Mens Halloween Tee Shirts

Sleepy Hollow T-shirt

Sleepy Hollow T Shirt

Sleepy Hollow 90s

Headless Horseman Shirt Men

Listed on Oct 24, 2026
24 favorites
Homepage Clothing