Where Every Pour Tells a Story.
At Stirrup and Sip Society, we blend rustic charm with modern luxury to create unforgettable bar experiences. Because your event deserves more than just drinks—it deserves memories.
Our Story
What started as a single black mobile bar trailer has grown into a one-of-a-kind hospitality experience. Stirrup and Sip Society was built on a simple belief: that sharing a drink should be about connection, celebration, and community.
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Rooted in southern hospitality and polished with modern style, we’re here to turn ordinary gatherings into extraordinary moments—whether it’s an intimate soirée, a corporate event, or a community celebration.


Meet the Founder
Raised on a guest ranch in Texas, Amanda Middleton grew up where hospitality was more than a gesture—it was a way of life. When life brought her to Virginia, she longed for that same sense of connection and celebration.
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With a love for finely crafted cocktails and the warmth of her Texas roots, Amanda founded the Stirrup and Sip Society. What began as a passion project has become a brand where grit meets grace—and every guest feels like part of the story.
Our Mission
To raise the standard of celebration—through handcrafted cocktails, exceptional service, and entrepreneurial opportunities that empower others to follow their dreams.
What We Do
Luxury Bar Experiences for Every Occasion

Our services are designed to match the rhythm of your event, from casual elegance to show-stopping celebrations:
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Bridle Basics – Classic mobile bar setup for timeless style.
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Gallop & Garnish – Signature cocktails with elegant garnishes.
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Spirited Saddle – Full-service cocktail experience with flair.
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Solo Stirrup – Professional bartender-only service.
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Stirrup & Saddle – Table pop-up bar, perfect for smaller spaces.
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The Double Stirrup – Add another bartender for flawless flow.


