
Thrift shopping has never been this addictive. Uptown Cheapskate in Virginia Beach transforms secondhand retail into an all-day treasure hunt that keeps you coming back for more.
Located at 2137 Upton Dr, this isn’t your typical dusty thrift shop with racks of outdated rejects. Instead, you’ll find a bright, organized wonderland packed with trendy designer pieces at jaw-dropping prices.
Whether you’re hunting for that perfect pair of Lululemon leggings or scoring vintage gems, this Virginia Beach hotspot delivers serious style without the sticker shock.
Get ready to discover why shoppers lose track of time browsing these racks and why this place has earned its reputation as one of the most buzzworthy secondhand stores on the East Coast.
Massive Brand-Name Selection That Rivals Department Stores

Walking into Uptown Cheapskate feels less like thrift shopping and more like stepping into a high-end boutique that happens to have insanely good prices. The sheer volume of inventory here is staggering, with racks upon racks of carefully curated brand-name pieces that span every style imaginable.
You won’t find yourself digging through piles of questionable fabrics or outdated patterns. Everything displayed has been hand-selected for quality and current trends.
The store stocks everything from casual everyday wear to statement pieces perfect for special occasions.
Shoppers consistently rave about finding designer labels they’d never afford at full price. The selection rotates constantly as new items arrive daily, which means every visit offers a completely fresh shopping experience.
This constant turnover keeps the inventory exciting and unpredictable.
Unlike traditional thrift stores where you might spend hours searching for one decent item, this place delivers multiple gems in a single trip. The variety spans different sizes, styles, and price points, making it accessible for virtually any shopper.
Whether you’re a college student on a tight budget or a fashion enthusiast hunting for unique finds, the selection here accommodates everyone.
The store’s commitment to only accepting current, trendy pieces means you’re shopping styles that are actually wearable right now, not relics from decades past.
Lululemon Paradise for Athleisure Addicts

Calling all yoga pants enthusiasts and athleisure lovers: prepare to lose your mind. Uptown Cheapskate Virginia Beach boasts what regulars describe as a massive Lululemon section that rivals actual Lululemon stores in size and selection.
This dedicated area has become legendary among local shoppers who know the brand’s notoriously high retail prices.
Finding gently used Lululemon leggings, sports bras, and jackets at a fraction of their original cost feels like hitting the jackpot. The athletic section doesn’t stop at Lululemon either.
You’ll discover other premium activewear brands mixed in, creating an athleisure lover’s dream destination.
What makes this section particularly special is the condition of the items. Many pieces appear barely worn or even brand new with tags still attached.
Shoppers report scoring coveted styles that sold out months ago at retail stores.
The prices hover around a third of what you’d pay new, making high-quality workout gear suddenly affordable. For anyone who’s ever balked at spending serious cash on exercise clothes, this section offers sweet redemption.
The inventory turns over quickly, especially in popular sizes, so frequent visits increase your chances of snagging the best finds.
Local fitness instructors and gym regulars have made this their go-to spot for building their activewear wardrobes without breaking the bank.
Shoe Selection That Deserves Its Own Zip Code

Forget Cinderella’s glass slipper. The real fairy tale happens in the shoe section at Uptown Cheapskate Virginia Beach, where shoppers regularly discover their perfect fit at prices that seem almost too good to be true.
This section earns frequent mentions in customer reviews for good reason.
The footwear selection spans sneakers, heels, boots, sandals, and everything in between. You’ll find athletic shoes from Nike and Adidas sitting alongside designer heels and trendy boots.
The variety means you can outfit your entire shoe wardrobe in one shopping trip.
One reviewer specifically mentioned finding an amazing pair of heels while waiting for their clothes to be evaluated. These spontaneous shoe discoveries happen constantly because the selection is genuinely that impressive.
The store maintains high standards for footwear condition, so you won’t waste time sorting through beat-up rejects.
Prices make shoe shopping here a no-brainer compared to retail stores. Scoring barely-worn designer boots for a fraction of their original price becomes a regular occurrence rather than a rare miracle.
The section stays well-stocked and organized, making it easy to browse by size and style.
Shoe fanatics often report finding multiple pairs they can’t resist because the deals are simply too good to pass up. This section alone keeps many shoppers browsing for extended periods as they try on pair after pair.
Free People and Designer Section for Boho Dreams

Bohemian fashion lovers have found their sanctuary. The Free People section at this Virginia Beach location has developed a cult following among shoppers who appreciate the brand’s signature flowy, artistic aesthetic but cringe at the retail prices.
This carefully curated area showcases the best of contemporary boho-chic style.
Free People pieces typically retail at premium prices that put them out of reach for many fashion enthusiasts. Finding these same items secondhand at accessible prices feels like discovering a secret portal to affordable style.
The selection includes dresses, tops, sweaters, and accessories that capture that effortlessly cool vibe the brand is known for.
Beyond Free People, the designer section features other sought-after labels that elevate any wardrobe. Shoppers report finding pieces from brands they’d normally only window-shop for at full-price boutiques.
The thrill of discovery here rivals any high-end shopping experience.
Quality remains consistently high throughout this section, with items showing minimal wear and current styling. You won’t find outdated pieces from seasons long past.
Everything feels fresh, wearable, and Instagram-worthy right now.
For fashion-forward shoppers who want designer aesthetics without designer debt, this section delivers repeatedly. The ever-changing inventory means your favorite brands might appear unexpectedly, making each visit feel like a treasure hunt with serious style stakes.
This unpredictability keeps dedicated shoppers returning multiple times weekly to catch the latest arrivals.
Spotlessly Organized Store Layout That Actually Makes Sense

Organization might sound boring, but it’s absolutely critical to the Uptown Cheapskate experience. Multiple reviews specifically praise how well-organized this store is, and that attention to detail transforms potentially overwhelming inventory into an enjoyable browsing experience.
Everything has its designated place, making navigation intuitive and stress-free.
Unlike chaotic thrift stores where clothing hangs haphazardly and sizes mix together randomly, this location maintains department store-level organization. Items are sorted by category, then by size, making it easy to zero in on exactly what you’re looking for.
Color coordination adds another layer of visual appeal that makes browsing genuinely pleasant.
The clean, bright environment feels worlds away from musty basement thrift shops. Floors stay swept, racks remain tidy, and merchandise displays look intentionally styled rather than randomly stuffed.
This professional presentation elevates the entire shopping experience.
Even when the store gets busy, staff members work to maintain order and keep things looking sharp. Dressing rooms stay clean and well-maintained, with adequate space and mirrors for trying on potential purchases.
The attention to cleanliness doesn’t go unnoticed by customers who appreciate shopping in a pleasant environment.
This organizational excellence means you can actually find what you need without spending hours digging through disorganized piles. The efficient layout respects your time while still encouraging leisurely browsing.
It’s proof that secondhand shopping doesn’t have to mean sacrificing the polished retail experience you’d expect from traditional stores.
Multiple Spacious Dressing Rooms for Stress-Free Trying On

Nothing kills a shopping buzz faster than inadequate fitting rooms, but Uptown Cheapskate Virginia Beach delivers on this crucial detail. The store features plenty of dressing rooms, eliminating those awkward waits while clutching armfuls of potential purchases.
Having sufficient space for everyone means you can take your time evaluating how items actually fit and look.
Reviews consistently mention the cleanliness of these fitting areas, which matters more than many shoppers realize. Nobody wants to try on clothes in a cramped, dirty space with questionable mirrors and poor lighting.
These dressing rooms maintain the same high standards as the rest of the store.
Adequate space inside each room allows you to move around and see outfits from different angles. Good mirrors and decent lighting help you make informed decisions about whether items truly work for your wardrobe.
These seemingly small details significantly impact the shopping experience and your satisfaction with purchases.
The availability of multiple rooms means even during peak shopping times, you won’t spend forever waiting for your turn. This efficiency respects customer time and reduces frustration during busy weekends.
Being able to try things on immediately while shopping momentum is high leads to better purchasing decisions.
For a secondhand store to prioritize dressing room quality and quantity shows real understanding of customer needs. Many thrift shops skimp on fitting areas, but Uptown Cheapskate recognizes that trying before buying remains essential regardless of price point.
This attention to the complete shopping experience sets them apart from competitors.
Buy and Sell Program That Turns Your Closet Into Cash

Shopping is only half the story at Uptown Cheapskate. The buy-and-sell program lets you turn unwanted clothes into either cash or store credit, creating a sustainable fashion cycle that benefits everyone.
This dual-purpose model attracts both treasure hunters and closet purgers, keeping inventory fresh and exciting.
Bringing in your gently used trendy pieces for evaluation is straightforward, though understanding the specific location’s policies helps avoid frustration. The store looks for current styles in excellent condition, focusing on brands and items that appeal to their young adult customer base.
Not everything gets accepted, but items that make the cut can earn you immediate payment.
Store credit typically offers better value than cash payouts, giving you more purchasing power for your next shopping trip. Many savvy shoppers use this system to continuously refresh their wardrobes without spending much out of pocket.
You essentially trade clothes you’re done with for new-to-you pieces that excite you.
The evaluation process takes time, especially during busy periods, so patience proves essential. Dropping items off and returning later often works better than waiting in-store.
Understanding that buyers must be selective helps set realistic expectations about what they’ll accept.
Reviews mention some inconsistency in buying policies and hours at this specific Virginia location, so calling ahead before making a special trip saves potential disappointment. Despite occasional frustrations, the program remains popular and keeps the store’s inventory constantly evolving with fresh arrivals that keep shoppers browsing endlessly.
Prices That Make Designer Fashion Accessible to Everyone

Affordability drives much of Uptown Cheapskate’s appeal, with prices that make fashion fun again rather than financially stressful. You’ll find quality pieces at fractions of their original retail costs, democratizing access to brands that might otherwise remain out of reach.
This pricing strategy attracts a diverse customer base united by their love of good deals.
While some reviews note that certain items, particularly premium brands like Lululemon, still carry higher price tags for secondhand goods, the costs remain significantly lower than buying new. Paying a third of retail price for barely-worn designer pieces represents serious savings that add up quickly across an entire wardrobe.
Regular sales and additional discounts sweeten the deal even further. Shoppers rave about storewide promotions that stack extra percentages off already reasonable prices.
These sales events create shopping frenzies as bargain hunters rush to maximize their savings.
The pricing structure reflects item quality and brand desirability, so you’ll find a range from budget-friendly basics to slightly pricier designer pieces. This variety ensures everyone can find items within their budget.
Even pickier shoppers with specific brand preferences discover they can afford more here than at traditional retail stores.
For young adults, college students, and anyone watching their budget, these prices open doors to building stylish wardrobes without debt or sacrifice. The value proposition remains unbeatable: current, trendy, name-brand fashion at prices that don’t require selling a kidney.
This combination of quality and affordability keeps customers returning religiously to see what new treasures await.
Constantly Rotating Inventory That Rewards Frequent Visits

The secret sauce that keeps shoppers returning multiple times weekly? Inventory that changes constantly, creating an ever-evolving treasure hunt that never gets old.
New items arrive daily as sellers bring in their latest closet purges, meaning yesterday’s selection bears little resemblance to today’s offerings. This unpredictability fuels shopping addiction in the best possible way.
Regular customers develop strategic visiting schedules to maximize their chances of scoring the best new arrivals before someone else snatches them up. Weekday mornings after fresh evaluations get processed often yield the most exciting finds.
Weekend crowds move merchandise quickly, so early birds definitely catch the trendiest worms here.
Unlike traditional retail stores where the same inventory sits for months, this constant turnover keeps the shopping experience perpetually fresh and exciting. You genuinely never know what you might discover on any given visit.
That sweater you passed on yesterday might be gone forever, while today brings a perfect leather jacket you’ve been dreaming about.
This rotating selection means even if you visit weekly, you’re essentially shopping a completely different store each time. The element of surprise and possibility keeps the experience thrilling rather than repetitive.
Serious shoppers know that missing a week could mean missing out on incredible finds.
The business model brilliantly creates urgency without pressure. Items you love should probably come home with you today because they likely won’t be there tomorrow.
This natural scarcity, combined with affordable prices and quality merchandise, explains why shoppers genuinely spend hours browsing at 2137 Upton Dr, losing track of time while hunting their next perfect find.
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