High-waisted shorts are a wardrobe essential that combine comfort with timeless style. They can be dressed up or down for a variety of occasions, making them a rewarding project for sewists looking to create a polished handmade garment. Along the way, you'll build useful skills such as sewing darts, constructing a fly front, adding pockets, and finishing a waistband.

The Winslet's Bailey High-Waisted Shorts Sewing Pattern is an excellent intermediate project that features a flattering high-rise fit, functional front pockets, a zipper fly, belt loops, and a coordinating fabric belt. With detailed instructions and professionally drafted pattern pieces, you'll be guided through every step of the construction process.

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Why Sew High-Waisted Shorts?

  • Create a classic pair of high-waisted shorts suitable for everyday wear.
  • Learn essential garment construction techniques including pleats, darts, zipper fly installation, and waistband construction.
  • Sew functional front pockets for added practicality.
  • Customize your shorts with your favorite lightweight woven fabrics.
  • Complete the look with matching belt loops and a coordinating fabric belt.
  • Build confidence with an intermediate sewing project that introduces several professional finishing techniques.

Why Choose the Winslet's Bailey High-Waisted Shorts Sewing Pattern?

  • Skill Level: Intermediate
  • Design Features:
    • High-waisted shorts
    • Front pleats
    • Functional front pockets
    • Zipper fly closure
    • Belt loops
    • Matching fabric belt with buckle
  • Available Sizes: US 02 - US 32 | UK 06 - UK 36 | EU 36 - EU 64

Supplies & Notions

Gather the following supplies before you begin sewing the Bailey High Waisted Shorts:

  • Sewing machine
  • Thread (3-ply polyester)
  • Sewing needles
  • Fabric shears
  • Thread cutter
  • Tape measure
  • Pins
  • Tailor's chalk or fabric marking tool
  • Iron
  • Fusible interfacing
  • Zipper
  • Button
  • Eyelet
  • Buckle
  • Buttonhole presser foot

Fabric Recommendations

The sewing guide recommends using lightweight woven fabrics that provide structure while remaining comfortable to wear. Suitable fabric choices include:

  • Cotton
  • Hemp
  • Linen
  • Bamboo

The sample garment shown in the sewing guide is sewn using plain cotton flax fabric. According to the guide, this fabric offers several advantages:

  • Lightweight
  • Durable, comfortable, and breathable
  • An excellent choice for summer garments
  • Versatile enough for everyday wear

Size Charts

Check the size charts and measure yourself to select the correct size, using the garment and body measurement tables in the guide.

Verify how much fabric you need by referencing the fabric yield table in the guide.

Pattern Inventory: What Pieces to Prepare

Prepare the following pattern pieces before cutting your fabric:

  • A. Front Right – Cut 1 Fabric
  • B. Front Left – Cut 1 Fabric
  • C. Back Bottom – Cut 2 Fabric
  • D. Side Pocket – Cut 2 Fabric
  • E. Pocket Facing – Cut 4 Fabric
  • F. Waistband – Cut 2 Fabric
  • G. Belt Loop – Cut 1 Fabric
  • H. Left Fly – Cut 1 Fabric
  • I. Right Fly – Cut 1 Fabric
  • J. Ready Right Fly – Cut 1 (used only as a marking template for the fly and not cut from fabric)

Pattern Marking

The Bailey High Waisted Shorts pattern includes markings to help with accurate construction, including:

  • Grainlines
  • Waistlines
  • Crotch lines
  • Inseams
  • Pleat markings
  • Dart markings
  • Fly marking
  • Zipper end
  • Pocket notches
  • Pocket facing markings
  • Center pocket notches
  • Side seam notches
  • Side seams
  • Hemlines
  • Seam allowance markings

Cutting Layout

The sewing guide includes cutting layouts for both 45-inch and 60-inch wide fabric.

When laying out your pattern pieces:

  • Keep all grainline arrows parallel to the selvage.
  • Follow the illustrated layouts for your fabric width.
  • The layouts are designed for non-directional fabrics.
  • Purchase extra fabric if using directional prints or fabrics with nap.
  • The illustrated layouts use the Extra Small size as an example.

Fabric Cutting and Preparation

Before sewing, prepare your fabric using the following steps:

  • Arrange all pattern pieces according to the recommended cutting layout.
  • Ensure each grainline is parallel to the fabric selvage before pinning.
  • Pin the pattern pieces securely before cutting.
  • If using fabric shears, trace the pattern pieces first, then cut carefully while trimming away any marking lines.
  • Cut all notches accurately, as they are essential for matching pieces during construction.
  • Transfer all pattern markings—including circles, buttonholes, fold lines, and center front markings—to the wrong side of the fabric using chalk or another suitable marking tool.

Seam Allowance

Please follow the seam allowances as indicated on the pattern file layers. These are provided specifically for each piece to ensure accurate construction.

This pattern uses:

  • 1 cm (0.38") seam allowance on most seams.
  • 3.81 cm (1.5") hem allowance.
  • 1.5 cm (0.6") seam allowance on the front left fly.
  • 1 cm (0.38") seam allowance along the fly curve.
  • 1.1 cm (0.45") seam allowance at the top and side of the right fly, and at the top of the Ready Right Fly pattern piece.

Step-by-Step Sewing Instructions

1. Sew the Front Pleats

Fold each pleat on the Front Right (A) and Front Left (B) pieces by matching the pleat markings with right sides together.

Baste across the top edge to hold the pleats in place until the waistband is attached. Press the pleats toward the side seams.

2. Sew the Back Darts

Fold each dart on the Back Bottom (C) pieces with right sides together, matching the dart legs.

Sew along the marked dart lines, then press the darts toward the center back. Repeat for all remaining darts.

3. Prepare the Side Pockets

3a. Place one Pocket Facing (E) onto one Side Pocket (D) with right sides together. Sew along the curved opening.

3b. Clip the curve where needed, turn the pocket facing to the wrong side, and press the curved edge neatly.

3c. Understitch close to the seam allowance to keep the facing from rolling outward.

3d. Repeat for the remaining pocket piece.

4. Attach the Pockets

4a. Place each prepared pocket onto the corresponding Front piece with right sides together, matching the pocket notches.

4b. Sew the pocket to the front along the pocket opening.

4c. Turn the pocket toward the wrong side and press the pocket opening.

4d. Topstitch along the pocket opening for a clean finish.

4e. Align the remaining pocket edges with the front shorts and baste around the side seam and waist edge to secure the pockets in place.

5. Construct the Fly

5a. Attach the Left Fly (H) to the Front Left piece with right sides together and sew along the fly edge.

5b. Attach the Right Fly (I) to the Front Right piece in the same manner.

5c. Press the fly pieces away from the shorts.

5d. Use the Ready Right Fly (J) template to mark the fly stitching line on the front right.

5e. Position the zipper beneath the fly opening and stitch it to the fly pieces following the marked placement.

5f. Topstitch the fly along the marked fly curve to secure the zipper and complete the fly front.

6. Sew the Front and Back Together

6a. Place the Front and Back pieces with right sides together.

6b. Sew both side seams.

6c. Finish the seam allowances using a serger or zigzag stitch and press them toward the back.

6d. Sew the inseams with right sides together.

6e. Finish the inseam allowances and press them toward the back.

6f. Turn one leg right side out, place it inside the other leg, align the crotch seams, and sew the front and back crotch seam in one continuous stitch.

6g. Finish the crotch seam allowance and press it toward one side.

7. Prepare and Attach the Waistband

7a. Apply fusible interfacing to one Waistband (F) piece.

7b. Sew the waistband pieces together at the short ends with right sides together to form a continuous band.

7c. Fold the waistband in half lengthwise with wrong sides together and press.

7d. Attach the unfolded edge of the waistband to the shorts' waistline with right sides together, matching the side seams, center front, and center back notches.

7e. Sew around the waistline and press the seam allowance upward toward the waistband.

8. Prepare the Belt Loops

8a. Fold the long raw edges of the Belt Loop (G) strip toward the center and press.

8b. Fold the strip in half lengthwise to enclose the raw edges.

8c. Edge stitch along both long sides to create the finished belt loop strip.

8d. Cut the strip into individual belt loops according to the lengths specified in the sewing guide.

9. Attach the Belt Loops

Position the prepared belt loops at the marked locations along the waistband.

Stitch the top edge of each belt loop to the waistband first. After folding the loops downward, secure the lower ends by stitching across each loop close to the waistband seam. Reinforce the stitching for durability.

10. Finish the Waistband

Fold the inner waistband edge to the inside, enclosing the waist seam allowance.

Stitch in the ditch from the right side or edge stitch around the waistband to secure the inner edge neatly in place. Press the waistband thoroughly for a crisp finish.

11. Hem the Shorts

Fold the hem allowance toward the wrong side using the allowance indicated on the pattern.

Press the hem, then stitch close to the folded edge to secure it. Repeat for the second leg and press both hems flat.

12. Sew the Fabric Belt

12a. Fold the belt strip lengthwise with right sides together and sew along the long edge and one short end.

12b. Trim the corners and seam allowances to reduce bulk.

12c. Turn the belt right side out and press it flat.

12d. Fold the remaining raw end inward and stitch it closed.

12e. Thread the completed belt through the buckle and secure it according to the sewing guide.

12f. Insert the finished belt through the belt loops to complete your Bailey High-Waisted Shorts.

Ready to Sew Your Own High-Waisted Shorts?

The Bailey High-Waisted Shorts Sewing Pattern is a rewarding intermediate project that combines timeless style with practical garment construction techniques. Featuring a flattering high-rise fit, front pleats, functional pockets, a zipper fly, belt loops, and a coordinating fabric belt, these shorts are a versatile addition to any handmade wardrobe.

Whether you're building your sewing skills or expanding your collection of handmade summer essentials, the Bailey High-Waisted Shorts offer a satisfying project with polished, professional results. Download the Bailey High-Waisted Shorts Sewing Pattern today and sew a classic pair you'll enjoy wearing season after season.

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Join the Community & Get Support

Share your finished Bailey High-Waisted Shorts Sewing Pattern on social media with #MadeWithWinslets. If you have questions, feedback, or customization requests, contact the Winslet's team at support@winslets.com.

— Katie Goodwin