Portland's Best Milkshakes [Updated 2026]

With a sweet tooth that rivals a kid in a candy store, I’ve scoured every corner of Portland to find the milkshakes that make my heart skip a beat. After visiting 12 of the city’s top spots, I can confidently say that these creamy delights are not just drinks; they’re experiences that deserve to be savored.

You can trust my expertise because I don’t just sip—I indulge, analyze, and appreciate every luscious flavor and velvety texture. Whether you’re a die-hard chocolate lover or a fruity fanatic, I’ve got the scoop on where to find the ultimate milkshake that will have you dreaming of your next visit. Get ready to treat your taste buds!

Fifty Licks Ice Cream

Highlights
Seasonal/Rotating Flavors
Allergy-Friendly Options
Creamy Dairy Texture
Unique Flavor Combinations
Highly Recommended by Locals

Visiting Fifty Licks Ice Cream was nothing short of a delightful adventure! Nestled in the heart of Portland, this charming spot boasts a tantalizing selection of seasonal and rotating flavors that truly set it apart from the rest. As I stepped inside, I was greeted by a warm, inviting atmosphere that felt just as creamy as their milkshakes.

I decided to indulge in their signature shake, which was a heavenly blend of rich dairy texture and unexpected flavor combinations. Each sip was a whimsical explosion of sweetness and depth, showcasing the meticulous care that goes into crafting their beverages. One of the standout features has to be their allergy-friendly options, making it accessible for everyone to enjoy a treat without worry.

As I savored my shake, I couldn’t help but notice the enthusiastic recommendations from locals, who often regard Fifty Licks as a beloved staple. If you find yourself wandering through Portland, I highly encourage you to stop by; this delightful ice cream shop will undoubtedly provide you with a unique and unforgettable milkshake experience. Trust me, your taste buds will thank you!

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Cloud City Ice Cream

Highlights
Unique flavor combinations
Vegan options available
Happy Hour discounts
Smooth and creamy textures
Popular summer destination

Cloud City Ice Cream has quickly become a cherished destination for milkshake aficionados like myself. Walking into this delightful spot, I was greeted by vibrant colors and the intoxicating aroma of freshly churned ice cream. The unique flavor combinations on offer truly set this place apart. From classic chocolate to adventurous lavender honey, each option beckons daring taste buds.

What I particularly appreciated was their commitment to inclusivity, boasting a variety of vegan options. I simply had to try the coconut-lime shake, and it did not disappoint. The texture was smooth and creamy, a perfect balance that made each sip a delight. Feeling a bit indulgent, I also sampled a classic vanilla milkshake topped with a generous dollop of whipped cream. Pure bliss!

Don’t miss their Happy Hour discounts if you happen to swing by in the afternoon—it's like cherry on top of an already fabulous experience. Cloud City Ice Cream is a popular summer destination, and I can see why! The vibe is casual, inviting, and the milkshakes are worth every moment spent in line. Whether you’re a local or just visiting, this is one spot where your milkshake dreams come true.

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Jim Dandy Drive-In

Tucked away in a charming corner of Portland, Jim Dandy Drive-In is a nostalgic gem that whisks you back to simpler times. Their milkshakes, thick and creamy, are nothing short of a blissful indulgence. I sampled the classic vanilla and was pleasantly surprised by the perfect balance of sweetness. Topped with whipped cream and a cherry, each sip felt like a celebration. The friendly service and retro vibes enhance the experience, making it more than just a stop for a milkshake. If you're in the mood for a delightful treat, Jim Dandy is a must-visit for milkshake aficionados!

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Salt & Straw

During my visit to Salt & Straw, I indulged in their decadent milkshake, which was a delightful blend of thick, creamy ice cream and unexpected flavors. I chose the Honey Lavender—a unique twist that tickled my taste buds with every sip. The richness of the milkshake was perfectly balanced, and it didn't hold back on sweetness. A sprinkle of lavender gave it an aromatic lift that was nothing short of enchanting. This gem not only satisfies your sweet tooth but also becomes a celebration of flavors that you’ll want to revisit time and again. Absolutely sublime!

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Miss Oz Ice Cream & Dessert

I recently indulged in a delightful visit to Miss Oz Ice Cream & Dessert, and their milkshake truly knocked my socks off! This charming spot offers a whimsical blend of flavors that dance on your palate. I opted for the Salted Caramel Delight, which perfectly balanced rich sweetness with a hint of salt. Topped with whipped cream and a generous drizzle of caramel, each sip was sheer bliss. The texture was delightfully creamy, making it a perfect treat on a sunny Portland day. If you're in search of a milkshake that feels like a hug in a cup, Miss Oz is your go-to spot!

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Cruiser's Drive-In

At Cruiser's Drive-In, I indulged in their classic chocolate milkshake, and let me tell you—it was a velvety dream! The rich, creamy texture was perfectly balanced, and each sip felt like a nostalgic ride down memory lane. What truly set this shake apart was the hint of real cocoa, making it incredibly decadent. The friendly staff added to the charm, ensuring I felt right at home in this retro spot. If you're on the hunt for a milkshake that’s both satisfyingly indulgent and delightfully nostalgic, look no further than Cruiser's—it’s a true gem of Portland!

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hit the spot!

At hit the spot!, I dove into their signature milkshake, the Salted Caramel Bliss, and it certainly lives up to its name. The blend of rich caramel and a touch of sea salt created a flavor explosion that danced on my palate. Each sip was a creamy delight, with a perfect consistency that made the shake feel indulgent yet refreshing. The vibrant atmosphere and friendly staff added to the charm, making it an enjoyable pit stop. If you’re in search of a milkshake that brings joy with every sip, this is the place to satisfy your cravings!

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The Dog House PDX

At The Dog House PDX, I was greeted with a playful vibe that sets the stage for indulgence. Their classic vanilla shake has a thick, creamy texture that blissfully coats your palate, while the rich chocolate version takes it up a notch with a decadent finish. What truly elevates the experience is their whimsical topping bar, allowing you to customize your shake with everything from sprinkles to whipped cream art. If you’re in search of a joyful treat that hits all the right notes, The Dog House PDX is an absolute must-visit for milkshake aficionados!

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Cheese & Crack Snack Shop

Stepping into Cheese & Crack Snack Shop is like entering a whimsical world of flavor! Their milkshake selection mesmerizes with creativity and boldness. I indulged in the Salty Caramel Pretzel, a delightful blend of creamy vanilla ice cream, drizzled with rich caramel, and topped with crunchy pretzel bits. The balance of sweet and salty was pure bliss, making each sip a joyous adventure!

The cozy atmosphere and friendly staff added to the charm, inviting me to linger longer than intended. If you're seeking a milkshake that tantalizes the taste buds, this gem in Portland is not to be missed!

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PDX Sliders

PDX Sliders is a delightful spot that serves milkshakes worthy of a standing ovation. My adventure began with their classic vanilla shake, a creamy delight that danced gracefully on my palate. But it was their salted caramel variant that stole the show, boasting just the right balance of sweetness and savory goodness. The thick consistency made each sip feel indulgent, while the playful toppings added a whimsical touch. The vibrant, retro atmosphere further enhanced the experience, making it a perfect spot to satisfy your milkshake cravings. If you’re seeking a treat that’s both satisfying and fun, look no further than PDX Sliders!

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PDX Sliders Division St

At PDX Sliders Division St, I dove into their lavish milkshake selection and was immediately smitten. The Salted Caramel Shake was a flavor sensation, perfectly creamy with a drizzle of caramel that danced on my palate. Each sip was like a cozy hug on a rainy Portland day. The presentation was delightful, topped with a generous swirl of whipped cream and a sprinkle of sea salt, inviting me to indulge without guilt. It's not just a drink; it’s an experience! For those seeking scrumptious milkshakes, this spot is an unmissable gem on Portland's culinary map!

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MidCity SmashedBurger @ Level Beer: Level 3 Buckman Kerns

At MidCity SmashedBurger, the milkshake I indulged in was an exhilarating blend of creamy decadence and rich flavors. Their signature shake, crafted from locally sourced ice cream, tantalized my taste buds with its velvety texture and just the right amount of sweetness. The mix-ins were a playful surprise, adding delightful bursts of flavor with every sip. Paired with their burgers, this shake transformed my lunch into a fabulous experience. If you're on the hunt for a milkshake that truly satisfies, this spot is not to be missed! Delicious and delightful, it’s a definite winner in Portland’s milkshake scene!

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