The Ultimate Guide to Transitioning to Side Sleeping - Sanggolcomfort

The Ultimate Guide to Transitioning to Side Sleeping

Written by: Rounke Anthony

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Time to read 8 min

Transitioning to Side Sleeping: A Practical Guide for Pregnancy and Everyday Comfort

Introduction: Why Change Your Sleep Position?

The way you sleep can have a powerful impact on your comfort, your health, and how rested you feel when you wake up. For many people, side sleeping offers the best balance of comfort, spinal alignment, and long-term health benefits.

You might be thinking about changing your sleep position because you:

  • have always been a stomach sleeper or back sleeper, but have now been advised to sleep on your side
  • experience snoring, mild sleep apnoea, or acid reflux
  • struggle with back, hip, or shoulder pain
  • are pregnant and want the safest, most comfortable position for you and your baby

If you’re pregnant and unsure whether it’s still safe to sleep on your stomach, start with our dedicated guide: Is Stomach Sleeping Safe During Pregnancy?

Good to know: You don’t have to be pregnant to benefit from side sleeping. Many people switch from back or stomach sleeping to ease reflux, reduce snoring, lower back pain, and protect their joints over time.

Benefits of Side Sleeping for Everyone

Side sleeping has several potential benefits for everyday health and comfort:

  • Improved digestion: Especially on the left side, side sleeping can support the natural position of the stomach and digestive organs.
  • Reduced snoring: Side sleeping helps keep the airway more open, which can reduce snoring and mild sleep apnoea.
  • Better spinal alignment: With the right pillow height, side sleeping can support a neutral spine and reduce neck and back strain.
  • Less acid reflux: For many people, left-side sleeping helps reduce night-time reflux and heartburn.
  • Improved circulation: Side sleeping can take pressure off major blood vessels, supporting healthier blood flow.

Why Side Sleeping Matters in Pregnancy

During pregnancy, side sleeping—especially on the left—is often recommended as the safest and most comfortable position in the later months. As your bump grows, side sleeping can:

  • Support placental blood flow: Helping your baby receive a steady supply of oxygen and nutrients.
  • Reduce pressure on major veins: Particularly the inferior vena cava, which carries blood from the lower body back to the heart.
  • Ease swelling and fluid retention: Supporting better kidney function and reducing puffiness in feet, ankles, and hands.
  • Relieve back and hip discomfort: With good support between your knees and under your bump, side sleeping can ease pelvic and lower back strain.
  • Reduce reflux and breathlessness: A well-supported side position can make it easier to breathe deeply and lessen acid reflux.

Many pregnancy organisations, including the American Pregnancy Association , highlight side sleeping as one of the best positions in later pregnancy. The main challenge is not just knowing that side sleeping is recommended—but actually learning how to fall asleep and stay asleep on your side, especially if you’ve spent years sleeping another way.

Common Challenges When Switching to Side Sleeping

Transitioning to side sleeping isn’t always easy, particularly for adults who have slept on their stomach or back for most of their lives. Common challenges include:

  • Sore shoulders or hips: If your mattress is too firm or too soft, pressure can build in these areas.
  • Rolling back into old habits: You fall asleep on your side, but wake up on your stomach or back without realising.
  • Restless, broken sleep: A new position can feel strange and unsettled at first.
  • Neck or upper back tension: If your head pillow isn’t the right height or firmness for side sleeping.
Reassurance: If you’ve spent years sleeping on your stomach or back, finding side sleeping difficult at first is completely normal. Your body simply needs the right support and some time to adapt.

How to Train Yourself to Sleep on Your Side

Side sleeping is a habit your body can learn. For most adults—especially lifelong stomach or back sleepers—using some kind of physical support makes this transition much easier. Below are two approaches: one using standard pillows, and one using a U-shaped full body pillow.

Training Yourself to Side Sleep Without a U-Shaped Pillow

If you’re not ready to invest in a full body pillow yet, you can still encourage your body towards side sleeping with a few simple adjustments:

  • 1. Begin with your “fall-asleep” position: Focus on falling asleep on your side, even if you wake up in a different position. Over time, your body will spend more of the night this way.
  • 2. Create a gentle forward-leaning position: Place a standard pillow or rolled blanket in front of your chest and belly, so you can lean slightly forward without rolling fully onto your stomach. This can feel more natural if you’ve always slept on your front.
  • 3. Support your back: Put a firm pillow or cushion along your back to make it harder to roll flat onto your back while you sleep.
  • 4. Use a knee pillow: Place a pillow between your knees to keep your hips aligned and reduce lower back and pelvic strain.
  • 5. Give it time: Start by aiming to spend part of the night on your side. Gradually, your body will adjust and side sleeping will feel more familiar.

Training Yourself to Side Sleep With a U-Shaped Full Body Pillow

Many adults—especially those who have slept on their stomach or back for years—find it extremely difficult to maintain side sleeping without extra support. A full body U-shaped pillow can make the transition gentler and more secure by surrounding your body with cushioning on both sides.

Side-sleeping support: A U-shaped pregnancy pillow doesn’t just add softness—it acts like a gentle cradle around your whole body, giving you something to lean into at the front and rest against at the back. Many people find this makes side sleeping feel secure instead of unstable.

If you choose to use a U-shaped pillow, here’s how to position it for side sleeping:

  • 1. Sit the U-shape behind you: Place the curve of the “U” near the top of the bed, with the two long arms running down either side of your body.
  • 2. Nestle your back into one side: Lie on your chosen side and lean your back gently into one arm of the U-pillow for support.
  • 3. Hug the front arm: Bring the other arm of the U-pillow in front of you so you can rest your chest and top arm on it, creating a slight forward lean.
  • 4. Support your knees and hips: Draw your knees up slightly and tuck the front part of the pillow between your knees to keep your hips aligned.
  • 5. Adjust to your bump or body shape: During pregnancy, you can rest your bump on the front arm of the pillow for extra support. Outside pregnancy, you can still use the same position to relieve pressure on your lower back and hips.

You don’t have to use a U-shaped pillow to become a side sleeper, but if you have struggled to stay on your side—or if you’re pregnant and need more all-round support—it can make the process much more comfortable and consistent.

Pillows That Help You Stay on Your Side

The right pillow setup makes a big difference to how side sleeping feels. A few key elements to consider:

  • Head pillow: For side sleeping, your head usually needs a slightly higher, firmer pillow so your neck stays in line with your spine.
  • Knee pillow: A small pillow or cushion between your knees helps keep your hips level and reduces strain on your lower back.
  • Front support: Hugging a pillow at the front helps recreate the “grounded” feeling many stomach sleepers miss.
  • Full body U-shaped pillow: Offers support at the head, back, front, and knees all at once, making it easier to remain on your side through the night.

If you’re looking for a single, all-in-one option, a full-body U-shaped pillow can be especially helpful – designed to support your bump, back, hips, and knees in one continuous cradle.

Ready to make side sleeping easier?
Explore our U-shaped pregnancy pillow collection for full-body support that helps you stay comfortably on your side, night after night.

Shop the Sanggol® U-shaped full body pillow for supportive side sleeping in pregnancy and beyond.

Creating a Side-Sleep-Friendly Bedroom

Once your pillow setup is working for you, a few small tweaks to your sleep environment can make side sleeping even easier:

  • Choose a supportive mattress: A medium-firm mattress usually offers the best combination of support and pressure relief for side sleepers.
  • Keep your room cool and calm: A slightly cooler bedroom and a simple wind-down routine can help you settle into your new position more easily.
  • Wear comfortable sleepwear: Soft, loose-fitting pyjamas or nightwear make it easier to change position without fully waking.
  • Wind down your mind: Gentle stretching or simple relaxation techniques before bed can reduce tossing and turning and help you settle into your new side-sleeping routine.

Frequently Asked Questions

Is side sleeping really better than back or stomach sleeping?

For many people, yes. Side sleeping can reduce snoring, ease reflux, and support better spinal alignment. During pregnancy, side sleeping is widely recommended in the later months. If you’re still unsure about stomach sleeping in pregnancy, read: Is Stomach Sleeping Safe During Pregnancy?

How long does it take to get used to side sleeping?

It varies from person to person. Some people adjust in a week, while others need a few weeks or more. The key is consistency—focus on falling asleep on your side and using pillows to support your body until the new position feels natural.

Do I need a special pillow to become a side sleeper?

You don’t have to use a special pillow, but the right support can make a big difference. A good head pillow and a knee pillow are a great start. If you want all-round support—particularly in pregnancy—a full-body U-shaped pillow can make side sleeping feel more stable and secure.

Which side is best to sleep on during pregnancy?

Many health professionals recommend sleeping on the left side later in pregnancy because it can support circulation and placental blood flow. However, sleeping on either side is generally considered better than lying flat on your back. If one side becomes uncomfortable, it’s usually fine to switch sides.

What if I keep waking up on my back or stomach?

This is very common when you’re changing a long-term habit. Gently roll back onto your side whenever you notice, rather than worrying about it. Adding support around you—such as pillows at your front and back or a full-body U-shaped pillow—makes it physically harder to roll and helps your body learn side sleeping over time.

References & Further Reading

Conclusion

Transitioning to side sleeping can be one of the most meaningful changes you make for your comfort and long-term health—especially if you are pregnant, live with reflux, snoring, or back pain, or simply want a more supportive sleep position.

You don’t have to get it “perfect” overnight, and you don’t have to do it without support. With the right combination of pillows, a calm sleep environment, and a little patience, your body can learn to feel at home in this new position. For many people, especially lifelong stomach or back sleepers, a thoughtfully designed full-body pillow turns side sleeping from a struggle into a natural, restful habit.


Disclaimer: This article is for informational purposes only and is not a substitute for professional medical advice. Always consult your doctor, midwife, or healthcare provider for personalised guidance.