Galesburg's Hidden Gem

Pour yourself into a night
you'll never forget

From first sips to last calls, Wines & Winners crafts moments worth raising a glass to. Sip curated wines, savor handcrafted cocktails, and let the evening unfold.

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Locally loved in Galesburg
Elegant wine bar interior with warm lighting and curated wine selection

Craft Cocktails

Handcrafted nightly

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Bartender pouring wine in an elegant setting at Wines & Winners
Our Story

More than a bar — a destination

Tucked along North Henderson Street, Wines & Winners was born from a simple conviction: Galesburg deserves a place where every pour feels intentional and every visit feels like an occasion.

We curate a wine list that spans the globe — from sun-drenched vineyards in Italy to bold reds of the Pacific Northwest — and pair them with cocktails crafted from scratch, using house-made syrups, fresh juices, and premium spirits. The atmosphere? Intimate, warm, and unmistakably yours.

50+
Wine selections
20+
Signature cocktails
100%
Locally loved
7
Days a week
The Experience

Every visit is a celebration

Whether you're unwinding after work, celebrating a milestone, or simply treating yourself — Wines & Winners is designed for moments that matter.

Curated Wine List

From crisp whites to bold reds, our rotating selection features small-batch wineries and classic favorites — each one chosen to surprise and delight your palate.

Signature Cocktails

Our bartenders craft each drink from scratch — house-made infusions, fresh-squeezed juices, and premium spirits come together in flavors you won't find anywhere else.

Intimate Atmosphere

Soft lighting, rich textures, and a layout that encourages conversation — our space is designed to make every evening feel special and every guest feel at home.

Our Menu

Sip, savor, repeat

Our menu changes with the seasons, but these crowd favorites are pour-worthy any night of the week.

Wine by the Glass

  • ◆

    Pinot Grigio

    Crisp, citrusy, perfect for warm evenings

  • ◆

    Sauvignon Blanc

    Bright acidity with tropical undertones

  • ◆

    Cabernet Sauvignon

    Bold, full-bodied with dark fruit notes

  • ◆

    Rosé

    Dry, refreshing, hint of strawberry

  • ◆

    Prosecco

    Elegant bubbles, ideal for toasting

Signature Cocktails

  • ◆

    The Henderson

    Bourbon, house-made maple, bitters, smoked rosemary

  • ◆

    Coral Spritz

    Aperol, prosecco, blood orange, soda

  • ◆

    Midnight Mule

    Vodka, blackberry purée, ginger beer, lime

  • ◆

    Lavender Lemonade

    Gin, lavender syrup, fresh lemon, egg white

  • ◆

    Old Fashioned

    Rye whiskey, demerara, Angostura, orange peel

Seasonal rotations and seasonal small plates available. Ask your server for tonight's specials.

Find Us

Come raise a glass

We're located in the heart of Galesburg, right on North Henderson Street. Walk in or give us a call — we'd love to welcome you.

Address

859 N Henderson St
Galesburg, IL 61401

Hours

Mon – Thu

4:00 PM – 10:00 PM

Fri – Sat

4:00 PM – 11:00 PM

Sunday

3:00 PM – 9:00 PM

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Whether it's a quiet evening for two or a night out with the whole crew, Wines & Winners is ready to make it unforgettable.

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