Plus Size Clothing Stores in Winchester, Kentucky

Discover Plus Size Clothing Stores in Winchester, Kentucky. Listings include all the details you need in one spot, so you can find the best plus size store near you.

Plus Size Clothing Stores in Winchester, Kentucky

Browse Plus Size Stores in Winchester, Kentucky

Welcome to your go-to guide for the top plus size shopping in Winchester. From specialty boutiques that celebrate every curve, to department stores stocking the latest trends, this directory has it all. Let’s help you find the perfect outfit and embrace your confidence.

The Monogram Boutique

Address: 120 Quail Ridge Rd, Winchester, KY 40391
Phone: (859) 771-5916
Opening Hours: Mon–Fri: 10 AM–6 PM; Sat: 10 AM–2 PM; Sun: Closed
Rating: 5.0 ★ (1 reviews)

What Do They Provide?

Expert monogramming and embroidery services for everything from apparel to gifts. Best for those who want to personalize their wardrobe or find a unique, custom gift.

What Customers Appreciate The Most:

  • Beautiful, precise embroidery craftsmanship
  • Wide range of custom options
  • Friendly, knowledgeable staff
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Bealls

Address: 1575 Bypass Rd, Winchester, KY 40391
Phone: (859) 744-2705
Opening Hours: Mon–Thu: 9 AM–9 PM; Fri–Sat: 9 AM–9:30 PM; Sun: 10 AM–8 PM
Rating: 4.8 ★ (208,041 reviews)

What Do They Provide?

A wide selection of plus size casual and dressy apparel at affordable prices. Ideal for shoppers who want trend-driven pieces without breaking the bank.

What Customers Appreciate The Most:

  • Great prices on everyday wear
  • Extensive size range up to 4X and beyond
  • Regular sales and clearance events
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Sugar Belle’s Boutique

Address: 21 S Main St, Winchester, KY 40391
Phone: (859) 309-3499
Opening Hours: Tue–Fri: 11 AM–6 PM; Sat: 10 AM–2 PM; Sun–Mon: Closed
Rating: 4.8 ★ (15 reviews)

What Do They Provide?

A curated collection of trendy plus size dresses, tops, and accessories. Perfect for anyone looking for one-of-a-kind boutique finds in flattering cuts.

What Customers Appreciate The Most:

  • Unique boutique pieces
  • Personalized styling advice
  • Cozy, inclusive atmosphere
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T.J. Maxx

Address: 8 Winchester Plaza, Winchester, KY 40391
Phone: (859) 744-1669
Opening Hours: Mon–Sun: 9:30 AM–9:30 PM
Rating: 4.7 ★ (11 reviews)

What Do They Provide?

An off-price retailer with designer and brand-name plus size clothing and accessories. Great for bargain hunters seeking quality labels at a discount.

What Customers Appreciate The Most:

  • Designer pieces at discount prices
  • Constantly rotating inventory
  • One-stop shop for home goods and apparel
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Sweet Caroline’s Boutique

Address: 1200 Bypass Rd A2, Winchester, KY 40391
Phone: (859) 494-6007
Opening Hours: Tue–Fri: 11 AM–8 PM; Sat: 10 AM–5 PM; Sun–Mon: Closed
Rating: 4.6 ★ (14 reviews)

What Do They Provide?

A local favorite for casual and boutique-style plus size apparel, with emphasis on comfortable, everyday pieces. Perfect for shoppers seeking individualized boutique attention.

What Customers Appreciate The Most:

  • High-quality, stylish basics
  • Friendly customer service
  • Cozy shop vibe
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Cato Fashions

Address: 1569 Bypass Rd, Winchester, KY 40391
Phone: (859) 737-1196
Opening Hours: Mon–Sat: 10 AM–7 PM; Sun: 1 PM–6 PM
Rating: 4.4 ★ (23 reviews)

What Do They Provide?

A national retailer specializing in junior and plus sizes up to 28. Ideal for trend-focused shoppers on a budget.

What Customers Appreciate The Most:

  • Reliable size availability
  • On-trend styles
  • Frequent promotions
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Factory Connection

Address: 12 Winchester Plz, Winchester, KY 40391
Phone: (859) 745-8678
Opening Hours: Mon–Sat: 10 AM–7 PM; Sun: Closed
Rating: 4.0 ★ (1 reviews)

What Do They Provide?

An outlet-style shop offering budget-friendly plus size picks in casual designs. Suited for savvy shoppers looking for everyday basics.

What Customers Appreciate The Most:

  • Great clearance deals
  • Comfortable basics
  • Small, organized layout
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3’s Company & the Olde Blue Cow

Address: 104 S Main St, Winchester, KY 40391
Phone: (859) 737-1411
Opening Hours: Mon–Sat: 10 AM–6 PM; Sun: Closed
Rating: 4.0 ★ (2 reviews)

What Do They Provide?

A quaint boutique with eclectic plus size options and accessories. Best for shoppers seeking unique, locally sourced pieces.

What Customers Appreciate The Most:

  • Cozy, personalized service
  • Diverse accessories selection
  • Locally sourced items
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Walmart Supercenter

Address: 1859 Bypass Rd, Winchester, KY 40391
Phone: (859) 744-5070
Opening Hours: Mon–Sun: 6 AM–11 PM
Rating: 3.5 ★ (2,716 reviews)

What Do They Provide?

One-stop supercenter with a basic plus size apparel section alongside groceries and home goods. Convenient for everyday family shopping.

What Customers Appreciate The Most:

  • Wide variety of essentials
  • 24/7 availability in most cases
  • Low prices on basics
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Burke’s Outlet

Address: 1575 Bypass Rd, Winchester, KY 40391
Phone: (859) 744-2705
Opening Hours: Mon–Thu: 9 AM–9 PM; Fri–Sat: 9 AM–9:30 PM; Sun: 10 AM–8 PM
Rating: 3.2 ★ (65 reviews)

What Do They Provide?

An off-price retailer offering name-brand clearance items, including occasional plus sizes. Good for treasure-hunt shopping trips.

What Customers Appreciate The Most:

  • Deep discounts on major brands
  • Regularly restocked clearance
  • Friendly, local staff
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Find A Plus Size Store In A City Near Winchester

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Tips For Finding And Wearing Plus Size Apparel In Winchester, Kentucky

Winchester’s four seasons and small-town charm call for wardrobe choices that keep you comfy and confident. Whether you’re sampling cider at the Apple Festival, facing a humid summer afternoon, or bundling up for a frosty morning at Blue Licks State Park, these quick tips will help you look and feel your best.

  • Look for fabrics with natural fibers like cotton and linen to breathe through hot, muggy July days.
  • Lean on layers—lightweight cardigans or denim shirts adapt when spring showers roll in.
  • Choose pieces with adjustable waists or belts to define your shape without restricting.
  • Select local boutiques or online shops that carry extended sizes and offer easy returns.
  • Embrace seasonal colors—rich reds for fall festivals, pastels for spring blooms, and jewel tones in winter.

Apple Festival Chic

  • At the annual Winchester Apple Festival each October, pick a flowing midi dress in apple-red or mustard yellow to echo the harvest.
  • Layer a lightweight denim jacket for when the sun dips behind Main Street buildings and the air turns crisp.
  • Slip into low-heeled ankle boots so you can wander vendor stalls and sample cider without sore feet.
  • Add a wide-brim sunhat or felt fedora to shield your face and add a playful touch.
  • A small crossbody bag frees your hands for apple fritters and local crafts.

Summer Heat Style

  • Winchester summers can hit the high 80s with sticky humidity—opt for sleeveless linen tops that let air circulate.
  • High-rise shorts or culottes in breathable cotton offer coverage without feeling stuffy.
  • Slip-on sandals with good arch support keep you comfortable at the Clark County Farmers Market or a June concert in the park.
  • Don’t skip the floppy straw hat and UV-blocking sunglasses when you’re out at Devil’s Backbone Park.
  • Bright prints and playful stripes help you stand out in bluegrass-green fields under a blazing sun.

Cozy Winter Essentials

  • Winchester winters dip into the 20s—invest in a belted pea coat or quilted parka to stay warm and shape-flattering.
  • Thermal leggings under stretch jeans keep you cozy when you explore Blue Licks Battlefield in dusted fields.
  • Chunky knit scarves in burgundy or forest green echo local school colors and add easy warmth.
  • Fleece-lined ankle boots or insulated combat boots handle frosty sidewalks without slipping.
  • Layer a soft turtleneck under a sweater dress for a simple, polished look that works for errands or a dinner out.