The Absolute Best Old Fashioned in Colorado Springs [Updated 2026]

The Absolute Best Old Fashioned in Colorado Springs  [Updated 2026]
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Each sip of a well-crafted old fashioned transports me to a cozy bar, where the clink of ice and the aromatic swirl of bitters create an atmosphere of timeless charm. Over the past few weeks, I’ve trekked across the Springs, sipping my way through 12 of the top spots to unearth the hidden gems that serve this classic cocktail with a twist.

Trust me, my taste buds have been on a thrilling journey, and I’ve honed my palate for what makes an old fashioned truly exceptional. Whether you’re a fellow cocktail aficionado or just looking for a great night out, I’ve got the insights you need to find your next favorite drink in this beautiful city!


Cork & Cask

Cork & Cask
🗺️ 60 E Moreno Ave, Colorado Springs, CO 80903
☎️ 719-434-8949
🌐 Website
Sunday: 3 PM–12 AM
Monday: 3 PM–12 AM
Tuesday: 3 PM–1 AM
Wednesday: 3 PM–1 AM
Thursday: 3 PM–1 AM
Friday: 3 PM–1 AM
Saturday: 3 PM–1 AM
Highlights
Insane pretzel and cheese fondue
Perfectly textured pretzel
Cozy and cute decor
Comfy tufted chairs
Delicious drinks and great service

Visiting Cork & Cask was nothing short of delightful. As soon as I stepped through the door, I was welcomed by the cozy decor that perfectly blended rustic charm with modern elegance. The tufted chairs invited me to linger, which I gladly did while perusing the cocktail menu.

Now, let’s talk about the star of the show: the Old Fashioned. It arrived in a simple yet elegant glass, topped with a twist of orange rind. The balance of flavors was remarkable; the whiskey was robust without being overpowering, making each sip a joyful experience. The muddled sugar and bitters complemented the spirit beautifully, creating a classic cocktail that both purists and enthusiasts can appreciate.

And let’s not forget the insane pretzel and cheese fondue! It’s the ideal companion to your drink, and the texture of the pretzel was spot on—crisp on the outside while remaining soft within.

With excellent service and a menu that tempts the senses, Cork & Cask has undoubtedly carved out a special place for itself in Colorado Springs. If you’re on the hunt for a stellar Old Fashioned, this charming spot is an absolute must-visit!

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The Archives Underground Libations

The Archives Underground Libations
🗺️ 15 S Tejon St, Colorado Springs, CO 80903
☎️ 719-428-3002
🌐 Website
Sunday: 5 PM–12 AM
Monday: 5 PM–12 AM
Tuesday: 5 PM–12 AM
Wednesday: 5 PM–12 AM
Thursday: 5 PM–12 AM
Friday: 5 PM–2 AM
Saturday: 5 PM–2 AM
Highlights
Cozy underground atmosphere
Knowledgeable and friendly staff
Chic, upscale bar experience
Delicious Mac and cheese
Cocktail recipe book available

Nestled below the bustling streets of Colorado Springs, The Archives Underground Libations offers a cozy and inviting atmosphere that feels like a hidden gem. As I descended the stairs into this underground haven, I was immediately captivated by its chic, upscale decor and warm lighting.

What truly sets this place apart, however, is the knowledgeable and friendly staff who treat each cocktail as a crafted masterpiece. When I requested their signature old fashioned, the bartender enthusiastically described the careful selection of ingredients that go into this classic concoction. The result? A delightful blend of flavors that danced on my palate, combining the rich essence of whiskey with a perfectly balanced sweetness and a hint of aromatic bitters.

While sipping my drink, I couldn't resist indulging in their delicious mac and cheese, which pairs beautifully with the cocktail. And for any aspiring mixologists out there, don’t forget to check out their handy cocktail recipe book—a treasure trove of liquid inspiration!

In the end, The Archives stands out not just for its impressive old fashioned, but for delivering an overall experience that I can’t wait to revisit.

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The Rabbit Hole

The Rabbit Hole
🗺️ 101 N Tejon St, Colorado Springs, CO 80903
☎️ 719-203-5072
🌐 Website
Sunday: 4–10:30 PM
Monday: 4–10:30 PM
Tuesday: 4–10:30 PM
Wednesday: 4–10:30 PM
Thursday: 4–10:30 PM
Friday: 4–10:30 PM
Saturday: 4–10:30 PM
Highlights
Unique venue ambiance
Amazing atmosphere
Delicious cocktails
Great date night option
Scratch-made food

The Rabbit Hole: a name that evokes a sense of mystery and curiosity, much like the cocktail I came to savor there. As I stepped inside, I was greeted by an amazing atmosphere. The eclectic decor and warm lighting instantly whisked me away from the bustling city outside, creating the perfect backdrop for an evening of indulgence.

Now, let’s get to the star of the show: the Old Fashioned. Crafted with care, this cocktail is a delightful blend of flavors that would make any whiskey aficionado swoon. The mixologist clearly knows their trade, using a balanced amount of bitters and a hint of orange zest to elevate the drink beyond the ordinary. It’s not just a cocktail; it’s an experience.

And while my taste buds were dancing, I couldn’t help but notice that this venue is an ideal spot for a date night. With scratch-made food options that pair perfectly with their innovative drinks, The Rabbit Hole delivers an exquisite dining experience.

In a city blooming with talent, The Rabbit Hole stands out as a true gem for anyone on the quest for the best Old Fashioned in Colorado Springs.

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Bloom Ultra Lounge

Bloom Ultra Lounge
🗺️ 114 N Tejon St #20, Colorado Springs, CO 80903
☎️ 719-368-1011
🌐 Website
Sunday: 4 PM–1 AM
Monday: 4 PM–1 AM
Tuesday: 4 PM–1 AM
Wednesday: 4 PM–1 AM
Thursday: 4 PM–1 AM
Friday: 4 PM–2 AM
Saturday: 4 PM–2 AM
Highlights
Craft cocktail excellence
Friendly staff service
Charming floral theme
Dessert options available
Welcoming atmosphere

During my recent adventure in search of the best old fashioned in Colorado Springs, I found my way to Bloom Ultra Lounge, and it was a delightful detour! The moment I stepped into this charming venue, I was enveloped by a welcoming atmosphere adorned with a lovely floral theme that sets the stage for a truly enjoyable evening.

As I settled in, I was greeted by the friendly staff, who were eager to recommend their signature twist on the classic cocktail. With expert care, they crafted my old fashioned to perfection. The balance of flavors was sublime—notes of rich bourbon harmonized beautifully with a hint of orange and a whisper of aromatic bitters. Each sip was a testament to their craft cocktail excellence, making it evident that they take pride in delivering an impeccable experience.

After savoring my drink, I couldn't resist checking out their dessert options, adding a sweet touch to my visit. If you're in Colorado Springs, Bloom Ultra Lounge isn’t just about the drinks; it’s a delightful spot to unwind and indulge. So go ahead, treat yourself to their old fashioned—it's simply unforgettable!

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1350 Distilling

1350 Distilling
🗺️ 520 E Pikes Peak Ave, Colorado Springs, CO 80903
☎️ 719-358-6614
🌐 Website
Sunday: 12–5 PM
Monday: Closed
Tuesday: Closed
Wednesday: 4–9 PM
Thursday: 4–9 PM
Friday: 4–10 PM
Saturday: 2–10 PM
Highlights
Best distillery tour experience
Knowledgeable and friendly staff
Tasting of all liquors included
Community-focused business
Highly recommended by visitors

Visiting 1350 Distilling was an absolute delight, and it quickly became a top contender in my quest for the best old fashioned in Colorado Springs. The moment I stepped inside, the warmth and charm of this community-focused distillery enveloped me, making it feel like home.

The distillery tour they offer is nothing short of exceptional. It’s informative and enjoyable, thanks to the knowledgeable and friendly staff who share not just facts but their passion for distilling. I appreciated the serene atmosphere where you can truly savor the experience.

Now, let me tell you about the old fashioned! Their craft cocktail embodies the perfect balance—an exquisite blend of smooth whiskey, aromatic bitters, and just the right touch of sweetness. The garnish of an orange peel elevates it to a whole new level. Each sip delighted my palate, bursting with flavors that felt meticulously curated.

With a complimentary tasting of all their liquors, it’s clear that 1350 Distilling values quality and craftsmanship. It’s a place where you can indulge and connect with the local spirit. Whether you’re a cocktail aficionado or a casual observer, this spot offers a memorable experience that should not be missed!

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Principal's Office

Principal's Office
🗺️ 1604 S Cascade Ave, Colorado Springs, CO 80905
☎️ 719-368-6111
🌐 Website
Sunday: 11 AM–9 PM
Monday: 11 AM–10 PM
Tuesday: 11 AM–10 PM
Wednesday: 11 AM–10 PM
Thursday: 11 AM–10 PM
Friday: 11 AM–11 PM
Saturday: 11 AM–11 PM
Highlights
Clever school-themed bar
Creative and well-thought-out menu
Patient and knowledgeable staff
Awesome drink selection
Great for special occasions

Located in a clever school-themed bar, Principal's Office entices you to indulge in nostalgia while sipping on a drink that’s anything but ordinary. As I walked in, the whimsical decor instantly transported me back to my school days, but the true lesson was about to unfold in my glass.

The Old Fashioned here is a celebration of creativity—crafted with precision and care. The balance of bitters and whiskey is sublime, allowing the rich flavor of the bourbon to shine through. Each sip feels like an elegant dance on my palate, while the addition of unique house-made syrups elevates this classic cocktail to an entirely new level.

The staff was incredibly patient and knowledgeable, eager to share the backstory of their meticulous recipe. I was delighted by their enthusiasm, which made the experience even more enjoyable. The drink selection is impressive, catering to both classic and adventurous spirits.

Whether you’re celebrating a special occasion or simply seeking a delightful night out, Principal’s Office is a must-visit for anyone searching for the best old fashioned in Colorado Springs. Prepare your taste buds for a refreshingly nostalgic twist!

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Lumen8 Rooftop Social

Lumen8 Rooftop Social
🗺️ 402 S Tejon St, Colorado Springs, CO 80903
☎️ 719-822-2889
🌐 Website
Sunday: 10 AM–2 PM
Sunday: 3–10 PM
Monday: 3–10 PM
Tuesday: 3–10 PM
Wednesday: 3–10 PM
Thursday: 3–10 PM
Friday: 3–11 PM
Saturday: 10 AM–2 PM
Saturday: 3–11 PM
Highlights
Stunning rooftop views
Exceptional customer service
Unique drink offerings
Relaxed yet fancy atmosphere
Delightful food options

Nestled high above the streets of Colorado Springs, Lumen8 Rooftop Social offers not just stunning views but also a captivating twist on the classic old fashioned. As I settled into my seat, I was immediately taken by the relaxed yet fancy atmosphere that enveloped me, blending sophistication with an inviting charm.

The friendly staff greeted me with exceptional service, clearly well-versed in their craft. I ordered their signature old fashioned, intrigued by their unique take on this timeless cocktail. The moment it arrived, I knew I was in for a treat; the cocktail was beautifully presented, garnished with a twist that looked almost too good to drink.

With each sip, I experienced a delightful harmony of flavors—smooth whiskey perfectly complemented by hints of orange and a subtle spice. This wasn’t just any ordinary drink; it was a culinary experience in a glass. As I savored my old fashioned, I couldn’t help but admire the breathtaking views that framed my evening—one of the many perks of enjoying a cocktail on a rooftop.

In summary, if you're seeking the best old fashioned in Colorado Springs, Lumen8 provides a memorable blend of flavors, atmosphere, and service that is hard to beat. So, raise your glass and toast to a delightful evening!

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The Fifty-Niner

The Fifty-Niner
🗺️ 2409 W Colorado Ave, Colorado Springs, CO 80904
☎️ 719-517-8272
🌐 Website
Sunday: 1–8 PM
Monday: Closed
Tuesday: Closed
Wednesday: 4–9 PM
Thursday: 3–9 PM
Friday: 5–11 PM
Saturday: 2–11 PM
Highlights
Hidden gem ambiance
Friendly and helpful staff
Signature drinks excellence
Over 200 games available
Great vibe for gatherings

Review of The Fifty-Niner: A Hidden Gem for Old Fashioned Lovers

Nestled in the heart of Colorado Springs, The Fifty-Niner is an absolute hidden gem that elevates the classic old fashioned to new heights. As I strolled into this inviting bar, I was immediately enveloped by its warm ambiance—perfect for those cozy evenings or spirited gatherings. The staff, incredibly friendly and helpful, made me feel at home right away, offering fantastic recommendations and sharing the bar's unique story.

When it comes to their old fashioned, the craftsmanship is evident. The bartender expertly balances the flavors, blending rich whiskey with a hint of orange and a dash of aromatic bitters. Every sip showcases a harmony of boldness and smoothness—a true testament to their signature drinks excellence.

What sets The Fifty-Niner apart from other spots is not just the remarkable beverage, but the delightful vibe. With over 200 games available, it intrigues visitors and encourages laughter and camaraderie. Perfect for either a casual evening out or a lively gathering, The Fifty-Niner has become my go-to destination to enjoy a well-crafted old fashioned in Colorado Springs. Cheers to that!

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Golden Hour Bar

Golden Hour Bar
🗺️ Mining Exchange Hotel, 8 S Nevada Ave, Colorado Springs, CO 80903
☎️ 719-323-2000
🌐 Website
Sunday: 3–10 PM
Monday: 3–10 PM
Tuesday: 3–10 PM
Wednesday: 3–10 PM
Thursday: 3–10 PM
Friday: 3–11 PM
Saturday: 3–11 PM
Highlights
Exceptional service
Delicious espresso martini
Great group accommodations
Unique Girl Dinner special
Timely and attentive staff

Golden Hour Bar has quickly become a new contender in the search for the best old fashioned in Colorado Springs. As I stepped inside, the ambiance was a delightful mix of vintage charm and modern flair—the perfect backdrop for a classic cocktail.

What immediately struck me was the exceptional service. The staff, prompt and attentive, seemed genuinely passionate about their craft. I was tempted to go for an espresso martini, which was reportedly delicious, but I reminded myself of my mission. As I ordered the old fashioned, I could sense the mixologist's dedication, a good sign for any cocktail lover.

When the drink arrived, my first sip was a revelation. The bourbon was rich and smooth, the perfect base for that classic orange twist and the touch of bitters. The balance between sweetness and smokiness was excellently executed. With each sip, I could appreciate the meticulous craft behind this drink, solidifying its place among the best in the city.

Not only did I enjoy a stellar cocktail, but the overall experience at Golden Hour Bar has made it one of my go-to spots. You simply can’t overlook a bar that serves an old fashioned with such finesse while keeping the vibe light and playful. Cheers to that!

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TILL Neighborhood Bistro & Bar

TILL Neighborhood Bistro & Bar
🗺️ 616 S Tejon St Suite C, Colorado Springs, CO 80903
☎️ 719-470-6040
🌐 Website
Sunday: 4–9 PM
Monday: 4–9 PM
Tuesday: 4–9 PM
Wednesday: 4–9 PM
Thursday: 4–9 PM
Friday: 4–9:30 PM
Saturday: 4–9:30 PM
Highlights
Friendly and knowledgeable bartenders
Spectacular drink selections
Fresh and delicious oysters
Unique and creative menu items
Gluten-free dining options available

When I stepped into TILL Neighborhood Bistro & Bar, I immediately felt the warmth of the ambiance and the welcome of the friendly staff. The bartenders here are not just mixologists; they’re true artisans of their craft. As I perused their menu, I was delighted to discover an impressive selection of beverages, particularly the old fashioned, which caught my attention.

My drink arrived beautifully presented, its rich amber hue and delightful aroma hinting at its meticulously curated flavors. Each sip brought forth an exquisite blend of bourbon with a perfect hint of bitters, complemented by just the right amount of sweetness—the hallmark of a great old fashioned.

What sets TILL apart, too, is the creative menu that accompanies those elegant cocktails. I couldn’t resist pairing my drink with their fresh and delicious oysters. The experience was sublime—a delightful contrast of flavors that elevated the evening.

Dining gluten-free? TILL has options that cater to all preferences while maintaining an air of sophistication. If you’re searching for the best old fashioned in Colorado Springs, TILL Neighborhood Bistro & Bar is a must-visit for both the cocktails and the overall delightful experience!

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Axe and the Oak Whiskey House

Axe and the Oak Whiskey House
🗺️ 1604 S Cascade Ave Ste #80, Colorado Springs, CO 80905
☎️ 719-660-1624
🌐 Website
Sunday: Closed
Monday: Closed
Tuesday: 4–10 PM
Wednesday: 4–10 PM
Thursday: 4–10 PM
Friday: 4 PM–12 AM
Saturday: 2 PM–12 AM

At Axe and the Oak Whiskey House, the vibes are as bold as the whiskey they serve. Their Old Fashioned is a delightful tribute to the classic, featuring a rich, house-made syrup that dances beautifully with the whiskey's smoky undertones. The expertly chosen orange twist adds a refreshing zest, elevating each sip to a new level of refinement. The bartenders are not only skilled but also passionate, eager to share their whiskey wisdom. Overall, this establishment delivers a top-notch experience that truly captures the essence of Colorado Springs. For an old fashioned that’s anything but ordinary, this is the place to be!

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Shame & Regret

Shame & Regret
🗺️ 15 E Bijou St suite c, Colorado Springs, CO 80903
☎️ 719-308-5508
🌐 Website
Sunday: 4 PM–2 AM
Monday: 4 PM–2 AM
Tuesday: 4 PM–2 AM
Wednesday: 4 PM–2 AM
Thursday: 4 PM–2 AM
Friday: 4 PM–2 AM
Saturday: 4 PM–2 AM

At Shame & Regret, the old fashioned is a delightful blend of tradition and innovation. The bourbon was subtly smooth, perfectly complemented by a house-made syrup and a twist of orange that danced on my palate. The bitters provided a lovely depth, while the luxurious ice cube kept it refreshingly cold. Each sip felt like a warm embrace, beautifully showcasing their commitment to craft. With a cozy ambiance perfect for a night out, it’s no wonder this place has garnered a loyal following. I left with a smile and a hearty appreciation—this is definitely a top contender in the Springs!

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Carmen LarkinsC
WRITTEN BY

Carmen Larkins

Carmen Larkins is a passionate writer based in Colorado Springs, Colorado, where she explores the city's vibrant culture and stunning natural landscapes. With a keen eye for detail and a love for outdoor adventures, she shares insider tips and captivating stories that showcase the essence of life in the Springs.

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Food tour map
The Local's Blackbook 📓

The 48-Hour Insider Itinerary to Colorado Springs

Join our Visit Colorado Springs newsletter and get our 48-hour insider itinerary to the top hidden spots in Colorado Springs.

  • Custom 3-stop crawl with QR codes for easy navigation
  • 5 photo-worthy hidden gems (Instagram gold)
  • Insider timing tips: when to go to skip crowds
  • Top spots in your inbox every week
Carmen Larkins
Colorado Springs Black Book
The Local's Blackbook 📓

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Join our Visit Colorado Springs newsletter and get our 48-hour insider itinerary to the top hidden spots in Colorado Springs.