Welcome to Winchester Cookie!
Winchester Cookie is a teen-owned gourmet cookie delivery service proudly serving the greater Winchester & Frederick County, Virginia region. Every single cookie is our own recipe, made from scratch, then Baked Fresh & Delivered ℠ usually within 90 minutes of confirming your order. We are on-demand, which means we only fire up our ovens to bake your order — often the cookies are still warm on delivery and ready for your decadent enjoyment.
The Cookie Menu











Cookie Prices
One Dozen – $23.88
Single – $1.99
- Cookies are priced at 1 dozen for $23.88 plus tax
- 1 dozen is the minimum order, but you may add any amount of single cookies afterward at $1.99 each
- Since every cookie is Baked Fresh & Delivered ℠ when you order 1 dozen, you may choose up to 3 flavors in any quantity (for example: 4 Chocolate Chunk, 4 Snickerdoodle, & 4 Oatmeal Raisin –OR– 6 Confetti Party & 6 White Chocolate Brownie).
- 2 dozen you may choose up to 6 flavors
- 3 dozen you may choose up to 9 flavors
- 4 dozen + you may choose any mix of flavors
- Wondering why we have this rule? It’s simply because we bake 3 trays at a time and each flavor bakes at a different rate & we want each of your cookies to be perfect!
- All cookies are 2 oz. and most are about 3″ (including the Coconut Macaroon’s–one of our most popular items!)
- Free Delivery to anywhere within 5 miles of Winchester city hall (including Winchester & Stephenson)
- Over 5 to 7 miles (or within Stephens City) is a $3 delivery fee
- Over 7 to 10 miles (or within Berryville & White Post) is a $5 delivery fee
- Outside this area please inquire
- COVID-19 Contactless Delivery – we will leave the order at the delivery address and ring the doorbell or knock with a follow up text with a photo of the delivery to the person who ordered. We are not responsible for any damage or theft of the delivery after this point.
Cookie Cakes
Cookie Cake – $28


- Our generous Cookie Cakes measure 13″ and come in at over 1 lb of pure cookie goodness!
- As these take additional time to make and decorate, same-day delivery may not be available, but always ask!
- Choose from any of our cookie flavors except Coconut Macaroon
- Complementary buttercream message included, short & concise is best
- Up to two (2) colors — we recommend white + another color
Greeting Cards
Single Card – $3.95
Full size 5 x 7″ greeting cards are printed with archival inks on acid-free stock with matching envelope. Blank inside, we can add a handwritten, custom message inside the card for free. Each unique card is designed and drawn by Samantha Perry. Custom-designed card requests are available for a nominal fee. Follow her Instagram @samanthasdesk
HAPPY FATHERS DAY
(c) 2020 Samantha Perry
HAPPY BIRTHDAY
(c) 2020 Samantha Perry
IN THIS TOGETHER
(c) 2020 Samantha Perry
HEDGEHOG I LOVE YOU
(c) 2020 Samantha Perry
KINDNESS IS FREE
(c) 2020 Samantha Perry
MISSING YOU PIG TIME
(c) 2020 Samantha Perry
GET WELL SOON
(c) 2020 Samantha Perry
FLOWERS
(c) 2020 Samantha Perry
OH BABY
(c) 2020 Samantha Perry
THINKING OF YOU
(c) 2020 Samantha Perry
NINE LIVES
(c) 2020 Samantha Perry
ENJOY THE RIDE
(c) 2020 Samantha Perry
HAPPY MOTHERS DAY
(c) 2020 Samantha Perry
AMAZING TEACHER WEB
(c) 2020 Samantha Perry
CONGRATS GRAD
(c) 2020 Samantha Perry
LLAMA STAY POSITIVE
(c) 2020 Samantha Perry
How To Order
- Texting us at (540) 296-4686 is the easiest method for same-day inquiries. Of course, call us too if you like!
- We will respond as soon as possible to confirm all details
- Your order is not placed until we reply to you
- For non-urgent items, email us at info@winchestercookie.com (if your order is same-day or more than 3 dozen, please text/call)
- Payment may be by cash, credit, ApplePay, Venmo, or PayPal. We only accept checks from pre-approved corporate clients.
- Contact us at any time. Delivery hours are usually 10 AM – 9 PM Tues-Sat. Closed Sun & Mon for same-day delivery; however we will work to accommodate special requests placed in advance!
- We strive to provide same-day delivery, but cannot promise this & advance notice is always appreciated
- Gratuities always welcomed!
Gift Cards!
- Not sure what to order for that special gift or thank you? How about a Winchester Cookie Gift Card that you can send via email to anyone? (local delivery only)
- Choose from 1, 2, 3, or 4 dozen cookies
- The recipient simply orders and applies the gift card to their purchase–all taxes and delivery fees are included!
Of Utmost Cookie Importance!
-
Winchester Cookie is the enterprise of 18 year old Elijah Perry, thus our hours and available delivery times can sometimes be limited. Thank you for your understanding that although this is a “family-run business” when he is in school, has other commitments, or is just hanging out with friends being a teenager, there may be times where we are unable to immediately respond or deliver at your requested time. However, we will always do our best to WOW you!
Thank you from your friends at Winchester Cookie!
Mary Beth W. Read More
I got these for a Friday treat for my office and they were gobbled up in minutes. So good and awesomely convenient! Highly recommend!
Kerri L. Read More
Wow!!! Most amazing cookie ever!!! I tried today for the 1st time and have told everyone I can how good they are. I don’t know the owner, just met today when he delivered oven fresh and warm cookies to my work!!!! They are huge!!! And delicious. I had coconut macaroons and chocolate chunk. Both were amazing. I will order again. Very professional young man.
Tammie L. Read More
Absolutely delicious! He delivered cookies to us last night and I am currently having my morning coffee while enjoying a coconut macaroon cookie(my favorite!)
Tara H. Read More
Being in Colorado, I can’t offer much help to my new mom bestie in Winchester. But when she announced her craving for cookies on Facebook, a quick google search led me to Winchester Cookies. He had 2 dozen fresh yummy cookies at her front door within 3 hours. Crazy! HIGHLY recommend 😊
Katie C. Read More
Delicious, convenient, prompt delivery and locally owned! What more can we ask for?
Michelle D. Read More
If you LOVE cookies then you MUST have these! And they deliver!!!
😍😍😍
#i❤️🍪
Winchester Brew Works Read More
Dude! These Macaroons are off the hook!
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The Winchester Cookie Story
May 2, 2018
Knowing people come from all over to visit the Shenandoah Apple Blossom festival, I thought this would be a good way to bring my cookies to the town and see what people think. My parents helped pay for a vendor spot at the Weekend in the Park and we have done everything to build this business from scratch. From our “Baked Fresh & Delivered” concept, product photography, logo design, and all the recipes, it has been a ton of work and so far without any pay. After spending countless hours of testing different ingredients, working with my mom we were able to come up with some special recipes that I hope the town will embrace. Our signature Chocolate Chunk and White Chocolate Brownie are sure to bring full satisfaction, and we came up with a Lemon Poppyseed made with fresh lemon juice and zest that surprises people every time they take a bite, then another with a big smile emerging. We give our full attention to the baking process to make every cookie the best using only the highest-quality ingredients. I think you’ll see and taste the difference.
This event will be our first entrance onto the local food scene and in the near future we will be offering delivery of orders in the greater Winchester area.
Thank you for your support of Winchester Cookie! – Elijah Perry