A trilogy engagement ring is one of the most meaningful engagement ring styles you can choose. Featuring three carefully selected gemstones, these elegant designs symbolise your relationship's journey while offering endless opportunities for personalisation.
Whether you're drawn to a timeless diamond trilogy engagement ring, a colourful sapphire centre stone or a bespoke design inspired by vintage jewellery, the shape and arrangement of your side stones can completely transform the look of your ring.
In this guide, we'll explain the history behind trilogy engagement rings, what to consider before choosing one, and explore the most popular trilogy ring styles to help you discover your perfect design.
What is a trilogy engagement ring?
A trilogy engagement ring, also known as a three-stone engagement ring, features a central gemstone flanked by two smaller side stones.
While admired for their balanced proportions and timeless elegance, trilogy rings are perhaps best known for their symbolism. Traditionally, each of the three stones represents a different chapter of your relationship.

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The first stone symbolises your past together, friendship and the memories you've already created.
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The centre stone represents your present and the love you share today.
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The third stone looks towards your future together, symbolising commitment, partnership and everything still to come.
For many couples, this deeper meaning makes a trilogy engagement ring feel even more personal than a classic solitaire.
The history of trilogy engagement rings
Although trilogy engagement rings remain one of today's most popular styles, their history stretches back over a century.
The design became increasingly popular during the Victorian era, when advances in diamond mining and gemstone cutting made fine jewellery more widely available. As craftsmanship evolved, jewellers began experimenting with more elaborate ring settings, with three-stone designs becoming a favourite for their balance and symbolism.
Trilogy rings enjoyed another surge in popularity during the Art Deco movement of the 1920s and 1930s. Clean geometric lines, bold symmetry and colourful gemstones became defining characteristics of the era, with sapphires, emeralds and rubies often paired with diamond side stones to create striking yet elegant designs.
Today, trilogy engagement rings continue to evolve, offering everything from sleek contemporary settings to vintage-inspired masterpieces.
What should you consider when choosing a trilogy engagement ring?
One of the biggest advantages of a trilogy engagement ring is its versatility. The same centre stone can feel completely different depending on the side stones and setting you choose.
Your centre stone

Your centre stone naturally becomes the focal point of the ring.
An oval diamond creates soft elegance, an emerald cut offers understated sophistication, while a pear or marquise shape feels more distinctive. Coloured gemstones such as sapphires, emeralds and rubies can also create beautiful contrast when paired with diamond side stones.
Your setting style

The setting affects both the appearance and practicality of your ring.
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Claw (prong) settings maximise light for extra sparkle.
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Bezel settings offer a sleek, modern look while providing excellent protection.
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Cathedral settings elevate the centre stone for added presence.
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Flush or low-profile settings create a contemporary, understated appearance.
Once you've chosen your centre stone and setting, the side stones are what truly define the character of your trilogy ring.
Trilogy engagement ring styles
Pear-cut side stones
Pear-shaped side stones gently taper towards the centre, naturally drawing your eye to the main gemstone. Their elegant teardrop silhouette creates a soft, romantic look while adding graceful length to the overall design.
This style works beautifully with oval, round, cushion and coloured gemstone centre stones, offering a timeless look that feels both classic and contemporary.
Holts Gems inspiration: Primrose
Our Primrose design features a centre stone flanked by pear-shaped diamonds in a streamlined setting. Equally stunning with an all-diamond arrangement or a vibrant coloured gemstone centre, it's one of our most versatile trilogy engagement ring designs.
Celebrity inspiration: Model Winnie Harlow wears an estimated 8.5-carat oval-cut diamond flanked by elegant pear-shaped side stones on a white metal band.
Baguette-cut side stones
Baguette-cut diamonds are characterised by their long, rectangular shape and sleek step-cut facets. Rather than producing intense sparkle, they create elegant flashes of light that feel refined and architectural.
They're particularly popular for anyone who loves Art Deco jewellery or understated luxury.
Holts Gems inspiration: Nova
Our Nova design pairs four baguette-cut diamonds with a brilliant centre stone, creating a beautifully balanced design that combines vintage inspiration with modern sophistication.
Round-cut side stones
Round brilliant side stones are one of the most timeless choices for a trilogy engagement ring. Their exceptional sparkle complements almost any centre stone while creating a balanced, traditional silhouette.
This style suits those looking for maximum brilliance without overpowering the centre diamond.
Holts Gems inspiration: Hazel
Hazel features brilliant-cut shoulder stones that enhance the beauty of the centre gemstone while maintaining a classic, luxurious aesthetic. Whether paired with a diamond or coloured gemstone, it offers effortless elegance.
Celebrity inspiration: The Duchess of Sussex, Meghan Markle, famously received a trilogy engagement ring featuring a cushion-cut centre diamond with round brilliant side stones set on a yellow gold band. In 2025, the centre stone was updated to a square emerald-cut diamond while retaining the ring's meaningful trilogy design.
Trefoil side stones
Trefoil side stones group three small diamonds together on each side of the centre stone, creating a delicate floral-inspired effect.
This style adds intricate detail and vintage charm without overwhelming the centre gemstone, making it perfect for someone who appreciates subtle craftsmanship.
Holts Gems inspiration: Alyssum
Featuring beautifully crafted trefoil diamond clusters, Alyssum combines intricate detailing with timeless elegance for a ring that's full of individuality.
Celebrity inspiration: Actress Anya Taylor-Joy wears a vintage-inspired engagement ring featuring an emerald centre stone with delicate trefoil diamond side stones set on a yellow gold band.
Trillion-cut side stones
Trillion-cut diamonds feature a striking triangular shape that naturally directs attention towards the centre stone. Their clean angles create a contemporary, confident look while adding dramatic presence.
They're particularly effective alongside emerald-cut, radiant-cut or coloured gemstone centres.
Holts Gems inspiration: Celestia
Celestia pairs a central gemstone with two perfectly matched trillion-cut side stones, symbolising your past, present and future in a beautifully balanced design.
Celebrity inspiration: Actress and model Elizabeth Hurley wears an estimated 9-carat step-cut sapphire flanked by trillion-cut diamonds.
Marquise or organic side stones
Marquise-shaped side stones create an elegant, flowing silhouette reminiscent of leaves or vines. Rather than looking geometric, these designs feel soft, natural and romantic.
They're an ideal choice for someone looking for a trilogy engagement ring inspired by nature.
Holts Gems inspiration: Hedera
Hedera features marquise-shaped diamonds that resemble fresh leaves embracing the centre stone, creating a beautifully organic design that symbolises growth, harmony and enduring love.
Floral side stones

Floral-inspired trilogy rings use carefully arranged diamonds to create the appearance of petals surrounding the centre stone.
The result feels intricate, feminine and vintage-inspired while offering more visual detail than traditional three-stone settings.
Holts Gems inspiration: Margarita
Margarita pairs a central gemstone with organically positioned diamonds set within delicate milgrain detailing, creating a beautifully romantic floral-inspired trilogy ring.
Tapered baguette side stones
Tapered baguettes gradually narrow towards the centre stone, creating elegant symmetry and naturally enhancing its proportions.
This style became especially popular during the Art Deco period and remains a favourite for lovers of vintage-inspired engagement rings.
Holts Gems inspiration

This bespoke trilogy engagement ring features a vibrant cushion-cut tsavorite garnet framed by elegant tapered baguette diamonds. The gently narrowing side stones draw the eye towards the richly coloured centre gemstone, creating a timeless design with subtle Art Deco influence.
Celebrity inspiration: Actress and activist Mia Farrow wears a pear-shaped diamond engagement ring accented by tapered baguette side stones.
Trapezoid side stones
Trapezoid-cut diamonds offer a sleek, architectural appearance that pairs exceptionally well with larger centre stones.
Their wider outer edge creates a seamless transition towards the band, making the centre gemstone appear even more prominent.
This style is especially popular in contemporary luxury engagement rings.
Holts Gems inspiration

This bespoke trilogy engagement ring showcases an emerald-cut emerald flanked by trapezoid-cut lab-grown diamonds. The clean, angular side stones enhance the centre gemstone's bold geometry, creating a sophisticated and beautifully balanced silhouette.
Celebrity inspiration: Actress and singer Jennifer Lopez received an estimated 8.5-carat fancy green cushion-modified diamond flanked by trapezoid-cut white diamonds on a platinum band.
Scattered side stones
For a more contemporary interpretation of the trilogy engagement ring, scattered side stones replace the traditional single side stone with multiple smaller diamonds arranged organically along the shoulders.
The result is relaxed, modern and full of sparkle while still maintaining the balanced proportions associated with trilogy designs.
Holts Gems inspiration

This bespoke engagement ring reimagines the classic trilogy style with an oval brilliant-cut lab-grown diamond framed by five round brilliant diamonds on each shoulder. The scattered arrangement creates a softer, more organic look while adding exceptional sparkle and a contemporary finish.
Find your perfect trilogy engagement ring
Whether you're drawn to the timeless sparkle of round diamonds, the Art Deco elegance of baguette cuts or the soft romance of pear and marquise side stones, a trilogy engagement ring offers endless possibilities for personalisation.
At Holts Gems, our collection includes both classic diamond trilogy engagement rings and colourful gemstone designs, with every ring handcrafted to celebrate your unique love story. If you've fallen in love with a particular side stone style, our bespoke jewellery designers can also create a completely one-of-a-kind trilogy engagement ring tailored to your vision.
Browse our collection of diamond trilogy engagement rings, explore our coloured gemstone trilogy rings, or book a bespoke engagement ring consultation to design the perfect three-stone ring for your forever.