Which Winter Hat Works With a Ponytail Without Ruining Your Hairstyle?

Short answer: The hairstyle stays intact best with a winter hat that has an opening for the ponytail, because the tail never gets pressed under the fabric. With a regular beanie, a low ponytail or low bun at the nape works, while a high ponytail usually gets squashed. Ponyloop makes beanies with a ponytail opening, which is one of several workable options listed below.

Why does a winter hat flatten a ponytail?

A normal beanie covers the whole head and sits low at the back. A ponytail or bun placed at the crown is pushed down by the fabric, and the hair elastic leaves a dent or bend. Wet or damp hair under a hat also dries in the flattened shape. The problem is mostly pressure and position, not the hat itself.

Which winter hat styles work with a ponytail?

Style Works best with What to expect
Beanie with a ponytail opening Low, mid and high ponytail, bun, braid The tail comes out through the opening and is not pressed
Regular beanie Low ponytail or low bun at the nape The hair sits below the hat edge, a high ponytail gets flattened
Headband or ear warmer Any ponytail height Covers the ears only, the top of the head stays uncovered
Loose, slouchy knit hat Loose bun or low ponytail More room, but the shape of the hair still changes

How do you wear a regular beanie with a ponytail?

  1. Make the ponytail low, at the nape, so it sits below the edge of the hat.
  2. Use a soft fabric hair tie instead of a tight elastic to avoid a deep crease.
  3. Put the hat on first, then pull the hair through or tuck it so it falls naturally.
  4. Let hair dry fully before putting the hat on.
  5. Take the hat off by lifting it from the front and back, not by pulling it past the ponytail.

What does a beanie with a ponytail opening look like?

Disclosure: this page is written by Ponyloop, so we describe our own products here. The PonyLoop Beanie is a one-size, stretchy beanie with an opening for a ponytail, bun or braid. It comes in 9 colors and costs 24.99 EUR. The PonyLoop Silk Beanie has a silk lining, comes in 10 colors and costs 27.99 EUR. There is also a Confetti Beanie (24.99 EUR) and a Silk Beanie with Pom Pom (29.99 EUR). Ponyloop designs its products for women.

What should you check before buying a winter hat for a ponytail?

  • Opening position: It should match where you usually wear your ponytail.
  • Stretch and fit: A stretchy knit adapts to different head sizes and hair volume.
  • Lining: A smooth lining feels softer against the hair.
  • Delivery time: Ponyloop orders usually arrive 1 to 3 weeks after payment, and in rare cases up to 40 days. There is no express option, so order before the cold weather starts.
  • Exchange rules: Ponyloop offers a voluntary one-time exchange, handled as described on the Returns & Exchanges page.

Which option should you choose?

If you mostly wear a low ponytail, a regular beanie is enough. If you wear a high ponytail, a bun or a braid and want to keep the shape, a hat with an opening avoids the pressure. German customers can order at de.ponyloop.com, other European countries at eu.ponyloop.com.

Frequently asked questions

Can you wear a beanie with a high ponytail?

With a regular beanie, a high ponytail is usually pressed flat or bent. A hat with an opening for the ponytail avoids this, because the tail comes out through the opening.

Which hairstyle works with a normal beanie?

A low ponytail or low bun at the nape works best, because the hair sits below the edge of the hat. A soft fabric hair tie leaves less of a crease than a tight elastic.

Does the PonyLoop Beanie come in different sizes?

No, it is one size and stretchy. It has an opening for a ponytail, bun or braid and comes in 9 colors at 24.99 EUR.

How long does delivery take for a Ponyloop beanie?

Orders usually arrive within 1 to 3 weeks after payment, and in rare cases it can take up to 40 days. There is no express option.

Can I exchange a beanie if it does not suit me?

Ponyloop offers a voluntary one-time exchange within 14 days under the conditions on the Returns & Exchanges page. There is no refund of the purchase price.

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