6 Top Double Oaked Bourbon Brands Worth Trying

A lineup of top double oaked bourbon brands in tasting glasses.

If you’re looking for a simple way to improve your home bartending, consider making a double oaked bourbon your go-to whiskey. Its rich, layered profile is a secret weapon for crafting better cocktails. The inherent sweetness and exceptionally smooth finish can transform a classic drink like an Old Fashioned or a Whiskey Sour, adding a depth of flavor that a standard bourbon just can’t match. The second barreling process mellows the spirit, rounding out any sharp edges and layering in notes of toasted oak and warm spice that beautifully complement other ingredients. We’ll show you how this versatile spirit can elevate your favorite recipes and introduce you to the top double oaked bourbon brands to stock on your bar cart.

Key Takeaways

  • Understand the Second Barrel’s Role: Double oaked bourbon isn’t aged twice as long; it’s finished in a second new, charred oak barrel. This extra step is what creates its signature deep flavors and exceptionally smooth texture.
  • Look for Deep Sweetness and Spice: When tasting, you’ll find the classic bourbon notes of caramel and vanilla are richer and more intense, balanced by complex layers of toasted oak, dark chocolate, and warm baking spices.
  • Select a Bottle Based on Your Palate and Purpose: Decide if you prefer sweeter or spicier profiles and how you plan to drink it—in a cocktail or sipped neat. This will help you choose the right bottle, from an accessible daily sipper to a top-shelf special occasion bourbon.

What Exactly Is Double Oaked Bourbon?

If you’ve ever wondered what makes a double oaked bourbon special, the secret is right in the name. While traditional bourbon is aged in a single, new charred oak barrel, double oaked bourbon goes through a second aging process in a brand-new, deeply toasted or lightly charred oak barrel. Think of it as a finishing step that adds an incredible layer of depth and character to the whiskey. This isn’t about aging it for twice as long; it’s about introducing the matured bourbon to a fresh source of oak to draw out new, complex flavors.

This second maturation is where the magic really happens. The new barrel imparts rich notes of vanilla, caramel, and dark chocolate, creating a profile that’s often sweeter and more robust than its single-barrel counterparts. It’s important to distinguish this from “barrel-finished” bourbons, which are often aged in casks that previously held other spirits like sherry, port, or rum. Double oaking is all about the pure interaction between the whiskey and two separate new oak barrels, a process that amplifies the classic bourbon character. It’s this commitment to craftsmanship that defines expressions like our Mary Dowling Double Oak Bourbon.

When you pour a glass, try to notice the difference. You’ll likely find the familiar bourbon sweetness upfront, but the finish is where the second barrel shines. Look for a smoother, more velvety texture and lingering notes of baking spices and toasted oak. It’s a beautifully complex spirit that tells the story of its unique journey from barrel to barrel.

6 Exceptional Double Oaked Bourbons to Try

Ready to explore some of the best double oaked bourbons out there? This finishing process creates a rich and complex spirit, and different distilleries bring their own unique touch to the technique. From accessible bottles to top-shelf treasures, here are six exceptional double oaked bourbons that deserve a spot on your bar cart. Each one offers a distinct experience, showcasing just how versatile and delicious this style can be.

Mary Dowling Whiskey Co. Double Oak Expression

Inspired by a woman who never backed down, Mary Dowling’s Double Oak Bourbon is a testament to bold character and refined craftsmanship. This wheated bourbon is finished in a second toasted and charred new oak barrel, a process that deepens its flavor without sacrificing smoothness. On the nose, you’ll find inviting notes of tobacco, dark chocolate, and baking spice. The first sip reveals a complex palate of cherry, anise, and brown sugar, which gives way to a long, lingering finish of stone fruit and warm spice. It’s a sophisticated and memorable bourbon that honors the legacy of the Mother of Bourbon.

Woodford Reserve Double Oaked

Often credited with bringing the double oaked style into the spotlight, Woodford Reserve Double Oaked has been a fan favorite since its release in 2012. It begins as standard Woodford Reserve Distiller’s Select and is then matured in a second, heavily toasted and lightly charred barrel. This extra step imparts a rich sweetness and depth. Expect aromas of dark fruit, caramel, and honey, followed by a palate of vanilla, hazelnut, and spice. Its long, creamy finish makes it a perfect sipper for anyone looking to understand what makes this category so special.

Jim Beam Double Oak

If you’re looking for an affordable and widely available introduction to the style, Jim Beam Double Oak is an excellent choice. First released in 2016, this bourbon takes the classic Jim Beam white label and ages it for a second time in a freshly charred American white oak barrel. The process adds layers of intensity to the familiar Jim Beam profile. You’ll notice aromas of vanilla and oak, with a palate that’s smooth and sweet. The finish carries a pleasant, lasting charred oak flavor, making it a solid, no-fuss option for cocktails or sipping neat.

Old Forester 1910 Old Fine Whisky

Part of Old Forester’s Whiskey Row series, the 1910 Old Fine Whisky commemorates a historic fire that forced the distillery to store its bourbon in a second, new barrel while the bottling line was repaired. That happy accident led to this fantastic expression. The second barrel is lightly toasted and heavily charred, creating what many describe as a dessert-like bourbon. It opens with notes of buttercream, toffee, and apricot. The taste is reminiscent of an oatmeal cookie, with flavors of chocolate, caramel corn, and spice, all wrapped up in a warm, charred oak finish.

Michter’s Toasted Barrel Finish

Released in limited quantities, Michter’s Toasted Barrel Finish is a highly sought-after bottle for good reason. The process is unique: it starts with fully matured Michter’s US*1 Small Batch Bourbon, which is then transferred to a second barrel made from air-dried oak. This second barrel is toasted, not charred, which imparts a different set of flavors. The result is a bourbon with notes of campfire, cinnamon, pecan, and candied fruit. It’s a beautifully crafted spirit that showcases how subtle changes in the finishing process can create a truly distinct and elegant bourbon.

Kentucky Peerless Double Oak

The story behind Kentucky Peerless Double Oak is another tale of accidental genius. After a leaky barrel forced the team to transfer its contents into a new cask, they discovered the resulting whiskey was exceptional. Now a permanent part of their lineup, this bourbon is aged for at least four years before being moved to a second new charred oak barrel. It’s a bold, full-bodied spirit with prominent notes of oak, cinnamon, leather, and dark chocolate. Its thick, viscous mouthfeel and robust flavor profile make it a standout for those who prefer a more powerful pour.

What Does Double Oaked Bourbon Taste Like?

If you love the classic caramel and vanilla notes of a great bourbon but crave something with more depth, double oaked bourbon is for you. The second trip into a freshly charred oak barrel transforms the spirit, layering on richer, more complex flavors. It’s not just about adding more oak; it’s about creating a conversation between the whiskey and the wood. The result is a profile that is both familiar and excitingly new. Think of it as your favorite bourbon, but with the volume turned up.

Expect Rich Sweetness and Vanilla

The first thing you’ll likely notice in a double oaked bourbon is a wave of rich, decadent sweetness. The second barreling coaxes extra sugars from the wood, amplifying the classic bourbon notes of caramel and vanilla into something more akin to crème brûlée or warm vanilla bean. This process gives the whiskey a wonderfully smooth and velvety mouthfeel that coats your palate. It’s a sweetness that feels earned and complex, not just sugary. For many, this makes double oaked expressions incredibly approachable and perfect for sipping neat, allowing you to fully appreciate the meticulous craftsmanship behind the spirit.

Discover Complex Spice and Oak

Beyond the initial sweetness, double oaked bourbon reveals a sophisticated layer of spice and wood. The additional time in a new, charred barrel introduces notes of toasted oak, cinnamon, and dark chocolate, which provide a beautiful counterpoint to the sweeter flavors. You might also pick up hints of dark fruit like cherry or fig, along with a subtle smokiness from the char. This complexity is what sets it apart. It’s a balanced profile where the sweetness is kept in check by a warm, lingering spice that makes each sip more interesting than the last. These robust flavors also make it a fantastic base for classic cocktails.

How the Second Barrel Changes Everything

So, what’s the secret? It all comes down to that second barrel. Unlike bourbons that are “finished” in used casks from other spirits like wine or sherry, a double oaked bourbon goes into a second brand-new, charred American oak barrel. This distinction is key, as the new barrel contributes fresh layers of flavor without any influence from a previous liquid. To really taste the difference, try to identify the core bourbon flavors first—the caramel and light spice from the initial aging. Then, notice the deeper notes of toasted wood and richer texture that emerge on the finish. That’s the magic of the second barrel at work.

What’s the Price Tag on Double Oaked Bourbon?

The extra time and craftsmanship that go into double oaked bourbon often mean a higher price than standard expressions, but that doesn’t mean you have to break the bank to try one. The cost can vary widely based on the distillery, age, and rarity of the bottle. Think of it as an investment in a richer, more complex flavor experience. The second maturation in a new charred oak barrel isn’t just a gimmick; it’s a deliberate step that deepens the character of the whiskey, adding layers of sweetness, spice, and oak that you won’t find in a single-barrel bourbon. This additional process requires more resources—more time, more labor, and of course, more barrels—which is reflected in the final price. However, the result is a spirit with a uniquely smooth and robust profile that many whiskey lovers find is well worth the extra cost. Whether you’re just getting curious and want to dip your toes in, or you’re ready to invest in a top-shelf bottle for a special occasion, there’s a fantastic double oaked bourbon waiting for you. Let’s look at what you can expect to find at different price points so you can find the perfect bottle for your budget and your palate.

Approachable Bottles ($25-$50)

If you’re looking for an easy entry into the world of double oaked bourbon, this is your sweet spot. You can find some truly solid options here that give you a great sense of the style without a major commitment. The most widely available is Jim Beam Double Oak, which typically costs around $25 to $30. It starts as the classic Jim Beam bourbon before being aged a second time in a new, freshly charred oak barrel. This process adds smooth notes of vanilla, oak, and even a hint of milk chocolate, making it a dependable and affordable choice for sipping or cocktails.

Premium Picks ($50-$100)

This price range is where things get really interesting. Here, you’ll find bourbons with more complexity and nuance, perfect for the enthusiast looking to explore deeper flavors. A standout is Woodford Reserve Double Oaked, which runs about $50 to $60 and helped popularize the category. Its second barrel is deeply toasted before a light char, creating rich notes of dark fruit, caramel, and honey. Another excellent choice is Old Forester 1910 Old Fine Whisky, priced between $50 and $70. It’s known for its sweet, dessert-like character and offers incredible value for its quality. These bottles are fantastic for sipping neat and showcasing what makes this style so special.

Top-Shelf Selections ($100+)

For those special occasions or for the serious collector, the top-shelf selections deliver an unforgettable experience. These bourbons are often limited releases and represent the pinnacle of craftsmanship. Michter’s Toasted Barrel Finish, for example, starts at around $100 but can sell for much more due to its rarity. It’s aged in a second barrel that is toasted, not charred, which imparts notes of campfire, cinnamon, and candied fruit. Another powerhouse is Kentucky Peerless Double Oak, which costs about $120. It delivers bold flavors of oak, leather, and dark chocolate with a wonderfully thick mouthfeel. These are the kinds of complex, meticulously crafted spirits that inspire our own award-winning whiskeys.

Where to Buy Double Oaked Bourbon

Once you’ve set your sights on a double oaked bourbon, the next step is tracking down a bottle. These exceptional spirits are more accessible than you might think, whether you prefer the convenience of shopping from home or the experience of discovering a bottle at a local shop. Here’s a straightforward guide to finding the perfect double oaked bourbon for your collection.

Buying Online

Shopping for bourbon online gives you access to an incredible selection right at your fingertips. Large retailers like Total Wine & More carry a wide variety of bourbons from across the country, with convenient options for pickup, delivery, or shipping depending on your state. It’s also a great idea to go directly to the source. Many distilleries, including us, allow you to buy bourbon online straight from their website, ensuring you get an authentic bottle. Just remember to check your local shipping laws, as they can vary from one state to another.

Shopping Local

There’s something special about visiting your local liquor store and discovering a new favorite on the shelf. When you’re there, look for bottles with rich tasting notes of vanilla, caramel, and warm spice. Many of the best double oaked bourbons have earned top honors at spirits competitions, so keep an eye out for medals on the labels. If you need a starting point, Old Forester 1910 is a fantastic and widely available option. For something truly unique that honors a deep legacy, you can use our store locator to find Mary Dowling’s Double Oak Expression in a shop near you. Don’t hesitate to ask the staff for their recommendations—they’re often a great resource.

The Best Cocktails for Double Oaked Bourbon

The rich, layered character of double oaked bourbon makes it a fantastic base for cocktails. Its inherent sweetness, deep oak notes, and exceptionally smooth finish can transform a simple drink into something truly special. Whether you’re a seasoned home bartender or just starting to explore the world of whiskey cocktails, using a double oaked expression is a surefire way to add depth and sophistication. It has the backbone to stand up in spirit-forward classics while also possessing a smoothness that complements more modern, refreshing creations. The key is to let the bourbon’s complex profile shine, using ingredients that highlight its unique qualities rather than masking them. Think of it as your secret weapon for better drinks. The extra time spent in a second barrel mellows the spirit, rounding out any sharp edges and layering in notes of toasted marshmallow, dark chocolate, and spice that can elevate even the most basic two-ingredient highball.

Reinventing the Classics

Double oaked bourbon is perfect for breathing new life into the classics. Take the Whiskey Sour, for example. The bourbon’s deep vanilla and caramel notes beautifully balance the tartness of fresh lemon juice, creating a cocktail that’s both familiar and remarkably complex. The second barreling process softens any harsh edges, resulting in a much smoother sip than you might get with a standard bourbon. This added layer of flavor is exactly what you need to reinvent timeless recipes and impress your guests. The same principle applies to a Manhattan or a Boulevardier, where the bourbon’s rich, spicy character can add incredible depth and a velvety texture.

Crafting Modern Cocktails

If you’re in the mood for something new, double oaked bourbon is an excellent partner for modern mixology. Its versatility shines in drinks like the Double Oak Old Fashioned, which pairs the bourbon’s smoothness with the spicy kick of ginger beer and a bright squeeze of lime. It’s a refreshing take that honors the original while creating a completely new experience. For warmer days, a Double Oak Whiskey Smash is a perfect choice. This vibrant cocktail combines the bourbon with muddled mint, lemon, and a touch of sugar over crushed ice. It’s a fantastic way to enjoy the spirit’s rich flavor profile in a lighter, more contemporary style.

How to Choose the Right Bottle for You

Picking the right bottle of double oaked bourbon is less about finding the “best” one and more about finding the one that’s best for you. It’s a personal choice, and half the fun is in the discovery. With so many incredible options out there, from our own Mary Dowling Double Oak Expression to other fantastic brands, a little guidance can help you find a new favorite. Here’s what to consider as you make your selection.

Tune Into Your Palate

First, think about the flavors you generally enjoy. Do you have a sweet tooth, or do you prefer something with a bit of a spicy kick? The second barrel finish is what really shapes a double oaked bourbon’s character. A finish in a heavily toasted barrel often brings out sweeter notes of caramel, vanilla, and chocolate. On the other hand, a finish in a newly charred barrel can introduce more robust flavors of baking spice, black pepper, and smoke. Knowing whether you lean sweet or spicy is a great starting point for narrowing down your options.

Read the Tasting Notes (But Trust Your Gut)

Tasting notes on a bottle or website are your roadmap to what’s inside. They aren’t rules, but they give you a good idea of the distiller’s intention. If you see descriptions like “crème brûlée” or “toasted marshmallow,” you can expect a sweeter, dessert-like profile. Words like “clove,” “cinnamon,” or “campfire smoke” point toward a spicier, more complex bourbon. Use these notes to guide you toward a profile that sounds appealing, but remember that your own palate is the final judge. What one person tastes as candied fruit, you might perceive as something entirely different.

Consider Your Budget and the Occasion

Double oaked bourbons are available at a wide range of price points. You can find excellent, accessible bottles that are perfect for everyday sipping or mixing into cocktails. There are also premium, top-shelf selections that you might want to save for a special celebration or a quiet evening when you can truly savor every drop. Deciding how you plan to enjoy the bourbon can help you determine how much you want to spend. An affordable option like Jim Beam Double Oak is a fantastic entry point, while others are worth the splurge for a memorable experience.

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Frequently Asked Questions

Is double oaked bourbon just aged for a longer time? Not exactly. The “double” refers to the number of barrels used, not necessarily the length of time. After a bourbon completes its standard aging in one new charred oak barrel, it’s moved into a second brand-new, charred or toasted oak barrel for a finishing period. This second step is all about adding a fresh layer of deep, rich flavor from the new wood, rather than simply extending the original aging process.

How is “double oaked” different from “barrel-finished?” This is a great question because the terms can be confusing. A double oaked bourbon is always finished in a second new charred American oak barrel, which serves to amplify and deepen the classic bourbon notes of caramel, vanilla, and spice. A “barrel-finished” bourbon, on the other hand, is typically aged in a barrel that previously held another spirit, like sherry, port, or rum. That process imparts flavors from the former liquid, creating a different kind of profile.

Will I like double oaked bourbon if I find some bourbons too harsh? There’s a very good chance you will. The second barreling process tends to mellow the spirit, smoothing out any sharp edges and creating a wonderfully velvety texture. This step also coaxes out more of the wood’s natural sugars, leading to richer notes of caramel, vanilla, and dark chocolate. The result is often a smoother, more approachable bourbon that’s incredibly satisfying to sip.

Is it better to sip double oaked bourbon neat or use it in a cocktail? Honestly, it’s fantastic both ways. Its complexity and smoothness make it a perfect candidate for sipping neat or with a single large ice cube, as this allows you to appreciate all the nuanced flavors from its unique aging process. At the same time, that robust character provides an incredible foundation for classic cocktails like an Old Fashioned or a Manhattan, giving them a noticeable depth and richness.

Why does the price for double oaked bourbon vary so much? The price reflects the extra resources required to make it. Using a second brand-new barrel for every batch, plus the additional time and labor for the finishing process, adds to the overall cost. You can find excellent, affordable options that provide a great introduction to the style, while the more expensive bottles often represent limited releases or showcase a distillery’s highest level of craftsmanship.