Anne | High Waist Comfort Shorts
Anne | High Waist Comfort Shorts
Anne | High Waist Comfort Shorts
Anne | High Waist Comfort Shorts
Anne | High Waist Comfort Shorts
Anne | High Waist Comfort Shorts
★★★★★

Rated 4.8/5 based on 3,500+ reviews

Anne | High Waist Comfort Shorts

Regular price $100.00 Sale price$39.99 Save 60%
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CLOSING SALE
Items are selling fast during our Closing Sale. If you can still add your preferred size and color to your cart, it’s still available.
Buy 2 → 15% EXTRA OFF
Buy 3 → 20% EXTRA OFF
Buy 4+ → 25% EXTRA OFF

We aim to process all orders placed before 23:00 on the same day. During busy periods, please allow 1–3 business days for your order to be processed.

For more information, please see our shipping page.

We offer a 30-day return policy if you're not satisfied with your order. Simply contact our support team to start the process.

For full details, please see our Return Policy.

The Winslow Wardrobe has over 12K+ satisfied customers and our customers give us a rating of 4.7/5.0.

The shorts you put on in the morning and forget about for the rest of the day.

Some pieces just make warm days easier. The Anne is one of them. A lightweight breathable fabric that keeps you cool and fresh from morning to evening. A flattering high-waist design that shapes without squeezing and moves easily with you through every moment of your day. And functional side pockets that actually hold things — because that should never be optional.

Simple. Comfortable. Effortlessly stylish.

Why women love the Anne:

  • All-day comfort fit. Soft, breathable fabric designed to keep you relaxed and comfortable from the first hour of the morning to the very last moment of the evening — without ever feeling heavy or restrictive.
  • Lightweight and breathable. Airy material that promotes airflow and keeps your cool even on the warmest days. The kind of shorts you wear once and reach for every single time the sun is out.
  • Flattering high-waist design. A relaxed high-waist cut that flatters your natural shape while giving you complete freedom of movement — comfortable without looking shapeless.
  • Functional side pockets. Deep enough for your phone, your keys, the things you actually carry. Because shorts with real pockets are not a luxury — they are a necessity.

Lightweight. Breathable. The everyday shorts your summer wardrobe has been waiting for.

Thank you for 22 years

For twenty-two years, Margaret & June has been our shared chapter in Boston — two sisters choosing pieces we’d love to wear ourselves.

Comfortable, flattering, and never chosen just because something was in fashion.

Now, rising costs mean it’s time to close our doors. Our Closing Sale includes cozy sweaters, cardigans, and autumn and winter favorites at up to 70% off.

Pieces for lunch with friends, afternoons with family, and all the everyday moments in between.

Saying goodbye is hard. Thank you for being part of these years.

— Margaret & June 🤍

Don’t just take our word for it

3512 reviews
4,8/5 ★★★★★
★★★★★

Frequently asked questions

Do you offer free shipping?

Yes only today we offer free U.S. shipping on all orders. No hidden fees, no surprises at checkout. You'll see the full breakdown before you pay.

How long will it take to get my orders?

It depends on where you are. Orders are typically processed within 3 business days after being placed.

How do I track my order?

Once your order is confirmed, you will receive an email with your order number. To track your order, simply visit our order tracking page and enter your order number or email address.

What is the Return Policy?

We offer a 30-day return policy if you're not satisfied with your order. Simply contact our support team to start the process.

For full details, please see our Refund Policy.

I Have an Issue With My Order. How Can I Contact You?

If you experience any issues or have questions, visit our contact page to connect with our support team. We’re here to assist you promptly.

Free Shipping

We offer free shipping for maximum customer comfort. Your satisfaction is important to us, which is why we offer smooth and free delivery.

30-Day Money-back

Your satisfaction is our focus. Our 30-day return policy guarantees you maximum flexibility and the best shopping experience.

100% Secure Payment

We offer a variety of secure payment options. Pay easily and enjoy a safe shopping experience.