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Officially the Coolest! Smiley® Cookies win “Coolest Thing Made in PA.”
Officially the Coolest! Smiley® Cookies win “Coolest Thing Made in PA.”
Winter Wonderland Cookie Gift Basket - SmileyCookie.com individually wrapped, nut - free, and kosher cookies delivered to you!

Winter Wonderland Cookie Gift Basket

$63.99 - $63.99
$63.99
$63.99 - $63.99
$63.99

Send a wonderland of sweet holiday Smiles with our Winter Wonderland Christmas Cookie Gift Basket! This festive gift basket is filled with 31 freshly baked, hand-decorated sugar cookies, including Sprinkle Christmas Tree, Gold Star, Snowman, Snowflake, Mini Red & Green Smiley®, and Reindeer Cookies.

With a generous assortment of individually wrapped Christmas cookies tucked inside a decorative gift basket, Winter Wonderland is made for sharing with family, friends, coworkers, clients, and holiday hosts. It's a festive choice for Christmas gifting, office celebrations, family gatherings, holiday parties, and seasonal thank-yous.

This Christmas cookie gift basket includes:

  • 31 assorted holiday sugar cookies
  • An assortment of Sprinkle Christmas Tree, Gold Star, Snowman, Snowflake, Mini Red & Green Smiley®, and Reindeer Cookies
  • A decorative holiday gift basket
  • Hand-decorated with sweet icing by our cookie artists
  • Freshly baked sugar cookies
  • A combination of 4-inch and 2.5-inch cookies
  • Made in a 100% nut-free facility (peanut and tree nut-free)
  • Certified Kosher (OU – Dairy)
  • Individually wrapped for freshness and easy sharing

Christmas Cookie Gift Delivery

Sending a Christmas gift or planning ahead for a holiday celebration? Schedule your Winter Wonderland Christmas Cookie Gift Basket for a future delivery date or have it shipped as soon as possible. Our Smiley® Cookies are fresh-baked and hand-iced and typically ship approximately 3–4 days after your order is placed, unless otherwise specified.

At checkout, use our calendar feature to select your preferred delivery date. If you're ordering for a Christmas party, office celebration, family gathering, or other special occasion, we recommend selecting a delivery date 3–4 business days before the occasion to allow for unexpected UPS delays.

FAQ

How large are the cookies?

Our Classic Smiley® Cookies are approximately 4 inches in diameter, while Mini sized cookies are approximately 2.5 inches in diameter.

Are Smiley® Cookies individually wrapped?

Yes. Every cookie is individually wrapped to help maintain freshness and make sharing easy.

How long will Smiley® Cookies stay fresh?

While the memories last forever, our Smiley® Cookies are best enjoyed within 60 days. We are proud to freshly bake Smiley® Cookies daily and wrap each one individually to preserve freshness. When you receive your cookies, they’re happily stored at room temperature.

Is your product a hard or soft sugar cookie?

One of the hallmarks of our delicious Smiley® Cookies is the unique, one-of-a-kind texture, which unlike soft-baked sugar cookies, has a bit of a snap when you sink your teeth into them.

Are Smiley® Cookies nut-free?

Yes. Smiley® Cookies are made in a 100% nut-free facility and are peanut-free and tree-nut-free.

Are Smiley® Cookies kosher?

Yes. Original Smiley® Cookies are OU Dairy Kosher Certified.

Are Smiley® Cookies good for gifts?

Absolutely. Smiley® Cookies are a popular choice for birthdays, thank-you gifts, care packages, corporate gifting, and celebrations.

What are your shipping & delivery time frames?

We use UPS to deliver Smiles straight to your door, with Standard, Ground, 2nd Day Air, and Next Day Air options available. While UPS manages delivery, we recommend selecting a ship date 3-4 days before your needed date to allow for possible delays.

Orders typically ship within one week, as all cookies are freshly baked. Custom orders require additional production time and usually ship within 7–14 business days. Available delivery dates are shown at checkout based on production timelines. For faster delivery, we recommend choosing one of our ready-to-ship options

What is ShipInsure and why should I add it to my order?

Shipinsure protects your package if it is lost or damaged while leaving our facility. For only $0.98, you can file a claim with Shipinsure and receive a replacement or reimbursement if something happens to your package. Please note that SmileyCookie.com is not liable for any packages that are lost, delayed, or damaged once they have left our facility.