2025 Holiday Gifting for Your Boss — Made Easy

Let’s be honest, gifting your boss can be tricky. You want something thoughtful, professional, and elevated… but not too personal. The secret? Focus on gifts that feel intentional, stylish, and a little bit unexpected.


Think of it less as a corporate checkbox and more as a moment of appreciation. A beautiful leather accessory, a chic home fragrance set, or a curated coffee-and-cookie bundle says, “Thank you for leading the way this year,” without needing to say much at all. It’s polished gifting with purpose. Don’t forget the note. A short, genuine message, even something as simple as “Thanks for your support and inspiration this year”,  turns a lovely gift into a meaningful gesture.


At To&From, we believe the best gifts are personal, not predictable. So this holiday season, skip the standard office mug and opt for something that makes your boss feel seen. Because when you give with intention, even the smallest gesture feels big.


Shop Gifts Your Boss Will Actually Love. And, want to be a hero with your extended team? Bring a group idea to your work besties to be able to treat your boss to something a little above and beyond. We’ve included gifts for every budget.


DANDELION CHOCOLATES

$65

Handcrafted truffles made from bean-to-bar perfection. A gift that speaks the universal language of chocolate.

SIP TEQUILA

$89

A sip-worthy experience for the tequila aficionado. This curated collection invites them to savor premium pours and celebrate every smooth moment.

LOEWE

$90

A modern twist on herbal luxury. This lotion’s fresh scent and lush texture make everyday self-care feel extraordinary.

LEATHEROLOGY

$115

For the golfer who likes to tee off in style. Add initials for a personalized touch that makes every swing feel like a statement.

NEST NEW YORK

$95

Bring the crisp scent of winter woods indoors. This luxurious duo turns any space into a cozy pine-filled retreat.

PRINTWORKS

$49

Elevate their pour game with a wine set that’s as chic as it is functional. Perfect for hosts, collectors, or anyone who loves a well-designed toast.

THE METROPOLITAN MUSEUM OF ART

$75

A visual journey for the endlessly curious. This book connects masterpieces and moments, making art feel as alive as the person receiving it.

HERE HERE MARKET

$75

Spice up their kitchen with a taste of Chicago’s finest. Crafted by local chefs, this gift brings bold flavor and big city flair.

LEATHEROLOGY

$140

Travel beautifully with this timeless leather organizer. It’s the gift of effortless elegance, wherever their adventures take them.

THE CHAI BOX

$90

Warm their day with a journey through aromatic chai blends. It’s cozy, cultural, and completely gift-worthy.

LA MAISON DU CHOCOLAT

$110

Pure Parisian indulgence in a gift-worthy box. Each piece is a love letter to chocolate, elegant, rich, and unforgettable.

AWAY

$195

Sleek, smart, and ready for takeoff. This is the go-anywhere gift for travelers who love function wrapped in style.

BAUBLEBAR

$58

Understated beauty, delivered. These elegant orchids bring effortless sophistication to any room or occasion.

LEATHEROLOGY

$215

The gift of everyday luxury, crafted in leather. Sleek, personal, and ready to delight.

FARMGIRL FLOWERS

$85

Bursting with bold color and personality, this bouquet makes a statement. It’s the floral equivalent of a standing ovation.

COMPARTES

$49.95

An exotic chocolate adventure in every bite. Rich pistachio meets golden sweetness — pure luxury to unwrap.

MOLTON BROWN

$128

A breath of ocean air in a bottle. This coastal-inspired scent turns any home into a seaside escape.

WOLF

$75

For the collector who cherishes precision. This sleek kit ensures every tick and tock stays perfectly on time.

LEVAIN BAKERY

$60

The perfect duo for cozy mornings. Giant cookies meet premium coffee — it’s indulgence you can gift (and hope they share).

STONEWALL KITCHEN

$34.95

A pantry-perfect mix of sweet and savory staples. A warm, homey gift that tastes like a weekend morning.

BIG BLANKET

$299

Soft, oversized, and impossibly cozy. The gift equivalent of a warm hug.

LEATHEROLOGY

$60

A small gift with big impact. Sleek leather, perfect organization — everyday essentials done beautifully.

STICK & BALL

$85

Warmth meets elegance in this soft, timeless scarf. A thoughtful gift for anyone who loves refined comfort.

BE HOME

$98

A bar cart gem that’s equal parts function and flair. Shake, stir, and sparkle in style.

THE IRISH STORE

$119.95

Cozy heritage, woven to last. A heartfelt gift that brings warmth and a touch of Ireland to any home.

CLAYTON & CRUME

$95

Classic, sturdy, and built for a good pour. A gift that elevates every sip of their favorite spirit.

LE CREUSET

$420

The crown jewel of any kitchen. Gift them a culinary icon that’s as beautiful as it is functional.

MANDUKA

$70

For the yogi on the go. This sleek carrier makes mindful movement even more effortless.

LEATHEROLOGY

$165

A sleek travel essential designed to keep ties crisp and crease-free. Crafted for the modern professional, it ensures you arrive polished and prepared wherever business takes you.

PRINTWORKS

$40

An aromatic blend that captures the essence of a lush, blooming garden. Fresh florals and crisp greenery combine for a scent that’s grounding, uplifting, and beautifully natural.

 

COTOPAXI

$85

A stylish and durable tote bag crafted with eco-friendly materials for everyday use.

FLAMINGO ESTATES

$240

An aromatic blend that captures the essence of a lush, blooming garden. Fresh florals and crisp greenery combine for a scent that’s grounding, uplifting, and beautifully natural.

 

AURA FRAMES

$149

A sleek digital frame that automatically displays your favorite photos from connected albums — bringing memories to life in real time with modern elegance.

 

BUSHNELL GOLF

$329

A precision tool for golfers and outdoor adventurers alike, providing instant, accurate distance measurements to enhance performance and confidence on the course.

 

CORAVIN

$119

Keep every bottle as fresh as the first pour. This innovative system preserves flavor and aroma, letting you savor fine wines at your own pace.

 

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