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Cookies, Wine & More

The perfect gifts for the cookie and wine lovers in your life!

Cheryl’s cookies paired with delicious wines are a great gift idea for any occasion. Choose from a variety of sweet cookies and wine assortments.

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Two Dozen Red Roses, a Dozen Cheryl's® Cookies, and Wine
Passport Eligible

Two Dozen Red Roses, a Dozen Cheryl’s® Cookies, and Wine

Harry & David

available to ship march 24 2025

Rosé Wine and Cheryl's Cookies Box
Passport Eligible

Rosé Wine and Cheryl’s Cookies Box

Harry & David

★★★★
★
☆
23 Reviews

available to ship now

Cheryl's® Cookies and Cupcakes, Gourmet Drizzled Strawberries™, and Wine
Passport Eligible

Cheryl’s® Cookies and Cupcakes, Gourmet Drizzled Strawberries™, and Wine

Harry & David

available to ship now

White Wine and Cheryl's Cookies Box
Passport Eligible

White Wine and Cheryl’s Cookies Box

Harry & David

★★★★
★
☆
16 Reviews

available to ship now

Buttercream-Frosted Celebration Cupcakes and Cookies with Sparkling Wine
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Buttercream-Frosted Celebration Cupcakes and Cookies with Sparkling Wine

Harry & David

available to ship now

Red Wine and Cheryl's Cookies Box
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Red Wine and Cheryl’s Cookies Box

Harry & David

available to ship now

Cheryl's® Cookies, Chocolate Truffles, and Wine
Passport Eligible

Cheryl’s® Cookies, Chocolate Truffles, and Wine

Harry & David

available to ship now

Cheryl's® Cookies, Gourmet Drizzled Strawberries™, and Wine
Passport Eligible

Cheryl’s® Cookies, Gourmet Drizzled Strawberries™, and Wine

Harry & David

available to ship now

Assorted Roses & Peruvian Lilies, Cheryl's® Cookies, and Wine
Passport Eligible

Assorted Roses & Peruvian Lilies, Cheryl’s® Cookies, and Wine

Harry & David

available to ship now

Mother's Day Cherished Blooms Bouquet, Chocolate Truffles, and Wine
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Mother’s Day Cherished Blooms Bouquet, Chocolate Truffles, and Wine

Harry & David

available to ship now

Mother's Day Cherished Blooms Bouquet with Gourmet Drizzled Strawberries™ & Wine
Passport Eligible

Mother’s Day Cherished Blooms Bouquet with Gourmet Drizzled Strawberries™ & Wine

Harry & David

available to ship now

Gourmet Drizzled Strawberries™, Chocolate Truffles, and Wine
Passport Eligible

Gourmet Drizzled Strawberries™, Chocolate Truffles, and Wine

Harry & David

available to ship now

Cherished Blooms Bouquet and Wine
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Cherished Blooms Bouquet and Wine

Harry & David

available to ship now

Lucca & Sons Cellars™ Wine and Sweets Basket
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Lucca & Sons Cellars™ Wine and Sweets Basket

Harry & David

available to ship may 12 2025

Blossoms & Wine™ - Assorted Tulip Bouquet and Wine
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Blossoms & Wine™ - Assorted Tulip Bouquet and Wine

Harry & David

available to ship now

The Favorite® Royal Riviera® Pears with Royal Riviera™ Hard Pear Cider
Passport Eligible

The Favorite® Royal Riviera® Pears with Royal Riviera™ Hard Pear Cider

Harry & David

available to ship now

Harry & David® Gourmet Cheese Collection with Royal Riviera™ Hard Pear Cider
Passport Eligible

Harry & David® Gourmet Cheese Collection with Royal Riviera™ Hard Pear Cider

Harry & David

available to ship now

Springtime Wine Gift
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Springtime Wine Gift

Harry & David

available to ship now

Assorted Roses & Peruvian Lilies, Chocolate Truffles, and Wine
Passport Eligible

Assorted Roses & Peruvian Lilies, Chocolate Truffles, and Wine

Harry & David

available to ship now

Blossoms & Wine™ - Assorted Roses, Lilies, and Wine
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Blossoms & Wine™ - Assorted Roses, Lilies, and Wine

Harry & David

★★★☆☆25 Reviews

available to ship now

Blossoms & Wine™ - Red Roses and Wine
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Blossoms & Wine™ - Red Roses and Wine

Harry & David

★★★☆☆25 Reviews

available to ship march 24 2025

Deliciously Decadent Red Roses, Strawberries, and Wine
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Deliciously Decadent Red Roses, Strawberries, and Wine

Harry & David

available to ship march 24 2025

Market Tote with Wine
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Market Tote with Wine

Harry & David

available to ship now

Assorted Roses & Peruvian Lilies, Gourmet Drizzled Strawberries, and Wine
Passport Eligible

Assorted Roses & Peruvian Lilies, Gourmet Drizzled Strawberries, and Wine

Harry & David

available to ship now

Two Dozen Red Roses, Chocolate Truffles, and Wine
Passport Eligible

Two Dozen Red Roses, Chocolate Truffles, and Wine

Harry & David

available to ship march 24 2025

Magnificent Roses® Preserved Roses with Reserve Cabernet Sauvignon
Passport Eligible

Magnificent Roses® Preserved Roses with Reserve Cabernet Sauvignon

Harry & David

available to ship now

Chocolate Truffles with Harry & David® Wine
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Chocolate Truffles with Harry & David® Wine

Harry & David

available to ship now

Magnificent Mother's Day Gift
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Magnificent Mother’s Day Gift

Harry & David

available to ship now

Wine Pairing Collection - Two Bottles
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Wine Pairing Collection - Two Bottles

Harry & David

★★★★★66 Reviews

available to ship now

Sweet Treats Wine Pairing Collection - Two Bottles
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Sweet Treats Wine Pairing Collection - Two Bottles

Harry & David

★★★★★68 Reviews

available to ship now

Gourmet Drizzled Strawberries and Wine
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Gourmet Drizzled Strawberries and Wine

Harry & David

available to ship now

Deluxe Antipasto Assortment with Wine
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Deluxe Antipasto Assortment with Wine

Harry & David

★★★★★93 Reviews

available to ship now

Deluxe Thank You Gift with Wine
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Deluxe Thank You Gift with Wine

Harry & David

★★★★★73 Reviews

available to ship now

Deluxe Pears, Apples, and Cheese Gift with Wine
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Deluxe Pears, Apples, and Cheese Gift with Wine

Harry & David

available to ship now

Chest of Chocolates with Wine
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Chest of Chocolates with Wine

Harry & David

available to ship now

Gourmet Cheese Gift with Wine
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Gourmet Cheese Gift with Wine

Harry & David

available to ship now

Artisan Appetizers Tray with Wine
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Artisan Appetizers Tray with Wine

Harry & David

available to ship now

Deluxe Meat and Cheese Gift with Wine
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Deluxe Meat and Cheese Gift with Wine

Harry & David

★★★★★71 Reviews

available to ship now

Wine Barrel Gift
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Wine Barrel Gift

Harry & David

available to ship now

White Tea Spa Basket with Wine
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White Tea Spa Basket with Wine

Harry & David

available to ship april 01 2025

Denarii Lavender Spa Gift Basket with Wine
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Denarii Lavender Spa Gift Basket with Wine

Harry & David

★★★★★1 Review

available to ship now

Lucca & Sons™ Deluxe Wine Lover's Gift Basket
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Lucca & Sons™ Deluxe Wine Lover’s Gift Basket

Harry & David

available to ship now

Lucca & Sons Cellars Red Wine with Chocolate Truffles
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Lucca & Sons Cellars Red Wine with Chocolate Truffles

Harry & David

★★★★
★
☆
27 Reviews

available to ship now

Reserve Pinot Noir and Artisan Belgian Chocolate
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Reserve Pinot Noir and Artisan Belgian Chocolate

Harry & David

★★★★★8 Reviews

available to ship now

Belgian Chocolate Bento Box with Reserve Cabernet Sauvignon
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Belgian Chocolate Bento Box with Reserve Cabernet Sauvignon

Harry & David

available to ship now

Artisanal Box with Reserve Cabernet Sauvignon
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Artisanal Box with Reserve Cabernet Sauvignon

Harry & David

available to ship now

Appella™ Cabernet Sauvignon - 2 Bottles
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Appella™ Cabernet Sauvignon - 2 Bottles

Harry & David

available to ship now

Deluxe Harry & David® Gift Basket with Royal Riviera™ Hard Pear Cider
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Deluxe Harry & David® Gift Basket with Royal Riviera™ Hard Pear Cider

Harry & David

available to ship now

Charcuterie and Cheese Assortment with Royal Riviera™ Hard Pear Cider
Passport Eligible

Charcuterie and Cheese Assortment with Royal Riviera™ Hard Pear Cider

Harry & David

available to ship now

Pears and Apples Gift with Royal Riviera™ Hard Pear Cider
Passport Eligible

Pears and Apples Gift with Royal Riviera™ Hard Pear Cider

Harry & David

available to ship now

Royal Riviera™ Hard Pear Cider - 3 Bottles
Passport Eligible

Royal Riviera™ Hard Pear Cider - 3 Bottles

Harry & David

available to ship now

Deluxe Chest of Chocolates with Wine
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Deluxe Chest of Chocolates with Wine

Harry & David

available to ship now

Snack Gift Basket with Lucca & Sons Cellars™ Wine
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Snack Gift Basket with Lucca & Sons Cellars™ Wine

Harry & David

available to ship now

Wild Salmon Sampler with Wine
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Wild Salmon Sampler with Wine

Harry & David

available to ship now

Discover Wild Sampler with Wine
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Discover Wild Sampler with Wine

Harry & David

available to ship now

Deluxe Wild White Fish Sampler with Wine
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Deluxe Wild White Fish Sampler with Wine

Harry & David

available to ship now

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Shop Cookies And Wine For All Occasions

Perfect for special occasions or simply for treating yourself, Cheryl's Cookies and Wine combo is an irresistible treat you don't want to miss! Whether it is a crisp white or a bold red, the perfect pairing would leave a lasting impression on your loved ones. The rich, buttery flavor of the cookies pairs perfectly with a full-bodied red, while the sweetness of the cookies can be offset by a crisp white. Check out our blog post on A Guide To Pairing Cookies With Cocktails, Wine, and Beer for more inspiration on the ultimate pairing.

Cupcakes And Wine

Cheryl's Cookies has a delicious range of cupcakes that can be paired with various wines for a delightful taste experience. Our white and red selection of wines complement the buttery goodness of the frosting, creating a smooth and easy drinking experience. No matter what flavor of cupcake you choose, there's always a perfect wine pairing to elevate the experience.

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