Olivia Woolwich

Wedding & Event Planner

“You have such an easy, calming, and positive energy about you! Out of all the planners I could have hired I’m so very thankful I chose you.”

Olivia has been a part of the DreamGroup planning team for over 5 years! Clients adore her relaxed, anything is possible, approachable style. Olivia appreciates unique spaces that can be transformed into the perfect venue.

From weddings and birthdays to corporate galas and fundraising initiatives, Olivia invests her passion and creativity into orchestrating beautiful, thoughtful, and personalized events for her clients. Never one to shy away from a challenge, Olivia appreciates unique and intimate spaces where she can help transform it into something fabulous with a little bit of ingenuity and creativity.

“You don’t necessarily need a ballroom to have a beautiful wedding. Sometimes the most unconventional venue ends up being the perfect one for my clients.”

Olivia’s experience, attention to detail, and superior communication skills lend very well to producing large scale weddings and corporate events. She will also jump at the chance to plan a more intimate celebration where priority is given to creating a warm and authentic atmosphere where close friends and family come together in celebration. “I look forward to connecting with you and discussing how I might bring about a truly unique and memorable event you will cherish forever.”

Check out this magical celebration as brought to life with Olivia!

Some of Olivia’s Favourite Venues: Vancouver Convention Centre, Shaughnessy Restaurant, Stanley Park Pavilion, & Hycroft.

On Her Mind: I’m always looking for unique and creative details that help personalize a wedding day, no two weddings should be the same!

A Wedding Highlight Chelsea & Evan with Sara Rogers Photography

A Wedding Highlight Lindsay & Peter with Janice Power Photography

A Wedding Highlight Aman & Simon with Justine Boulin Photography

A Wedding Highlight Kat & Amani with Always Smiling Photography

A Wedding Highlight Holly & Joel with Tay Marie Photo

A Wedding Highlight Sara & Quinn with So Wedding Photography

Words of Thanks…

Olivia was our wedding planner and ridiculously amazing is an apt description. She planned the whole thing in 4 weeks, with all the COVID complications, and it was literally perfect, from the flowers and decorations, to the photographers and food, down to every little detail. Incredibly organized, reassuring, enthusiastic, responds instantly to messages, listens intently to what we’re imagining and makes it better. I doubt there’s a better wedding planner in the city.

Quinn Brander


There aren’t enough words to express how appreciative we are that Olivia was part of our big day. It was so easy working with Olivia leading up to the wedding and on the day of. We had a COVID wedding, and Olivia was so patient working with us over the years and always tried to make us feel better. On the wedding day itself, Olivia was amazing. She was always a step ahead, very detail oriented and had such a calming presence. Because she made us feel so taken care of and at ease we were able to enjoy our day that much more without any stress. I can’t recommend Olivia enough; she truly is the best!! Thank you so much for being a part of our day, we are so grateful.

Megan MacCallum


Olivia Woolwich and the Dream Group team were absolutely essential in making our wedding such a successful and magical day! We met Olivia back in 2019, planning for a 2020 wedding. Covid hit and we had to re-schedule our wedding twice! Olivia was instrumental in taking all the stress away and taking the responsibilities to reach out to all our vendors to re-schedule again and again. When the wedding day finally came, the Dream Group team made everything run so smoothly. They did a fair share of the decor set up while we got ready in the morning. Olivia made sure to give cues to the bridal party all through the event on where to be and what to do. . We would have been completely lost without her! Thank you to the Dream Group team for creating our DREAM wedding!

Crystal Dickinson


We worked with Olivia from DreamGroup as a wedding coordinator and she was FANTASTIC! We got married in Vancouver, but live in the USA so it was challenging to find people who could help us with everything from a distance. Olivia is one of the most professional people we’ve ever worked with and handled every single detail flawlessly. We felt pretty organized, but she thought of things that never would have occurred to us. Her execution on the day of the wedding was tremendous. I can’t tell you how many compliments we received from our guests on her work. I would highly recommend her and her team to anyone looking to reduce wedding stress.

Much love + thanks!

Erin Osborne


Olivia was our planner and she did an outstanding, amazing, fantastic job. Planning a wedding during the pandemic that was within the rules, and had restrictions changing throughout, was a very difficult task. She took everything in stride, calmed my nerves, and got me excited for the wedding every time we talked. She was totally calm even when I thought it would be impossible to have a special day that was also safe for everyone too. Every vendor she recommended did such an amazing job- it was the most beautiful florals, the best cake we’ve ever had, and the photographers took stunning pictures. We asked for the best of everything because we had so few guests and these vendors were the best. There’s no way I would have found them myself. I can’t recommend Olivia enough- she made the day run smoothly and our day was perfect.

Sara B.

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