Olivia Woolwich

Specializing in Full Planning & Design for Weddings, Galas + Celebratory Events

“Olivia is 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.”


Olivia has been a part of the DreamGroup planning team for almost 8 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 Welcoming in Autum at Stanley Park Pavilion on the DreamGroup blog as brought to life with Olivia!


Some of Olivia’s Favourite Venues: Vancouver Convention Centre, Shaughnessy Restaurant, Hart House Restaurant, Shaugnessy Golf & Country Club, 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 at Hycroft Manor

A Wedding Highlight Rachelle & Paul with Amber Hughes Photography at Private Residence

A Wedding Highlight Amy & Tuan with Always Smiling Photography at Stanley Park Pavilion

Our wedding is more than we could have dreamt of.

From Olivia’s careful planning and mindful execution she was able to give us our Pinterest worthy wedding. Our wedding day was full of joy and beauty that we will forever cherish.

From the initial consultation to the to the finest details of our wedding, Olivia was there to make everything flawless and stress-free. She listened and added personal touches that made our big day even more memorable. The vendor’s she recommended were phenomenal. They were extremely professional and outstandingly creative.

My husband and I are forever grateful of Olivia — a wonderful gift in planning our wedding. She is a marvelous person who is very professional and genuinely listened and catered to our requests. if you are getting married and are looking for a experience, efficient, well organized and have a good style wedding planner, please do not hesitate and contact Olivia. It will be the best decision you will ever make.

Amy Le

A Wedding Highlight Lindsay & Peter with Janice Power Photography at Shaughnessy Golf & Country Club

A Wedding Highlight Kelsey & Dave with I Was Young & Needed The Money Photography at Big Rock Brewing

I am so happy that I chose to hire a coordinator for my wedding and so happy that that coordinator was Olivia. I don’t know how I could have done it without her. She was supportive from the very beginning, gave me advice about vendors and helped me bring my vision to life. We had multiple planning sessions together and she was extremely knowledgeable, helpful and easy to get along with. I didn’t want to worry about little details on the day of my wedding and I didn’t want my friends and family to have to “work” either, which is where Olivia came in. If anything didn’t go right, I sure didn’t know about it. She allowed us to focus on the important things – family, friends, and fun! I’m grateful for Olivia and the DreamGroup team and would highly recommend them!

Kelsey Martens

A Wedding Highlight Aman & Simon with Justine Boulin Photography at Vancouver Convention Centre

A Wedding Highlight Kat & Amani with Always Smiling Photography at Vancouver Convention Centre

A Wedding Highlight Holly & Joel with Tay Marie Photo Uber Lounge at Steamworks

Olivia did a fantastic job for our wedding at Steamworks! She was knowledgeable and made helpful suggestions based on her experience. She also made great vendor recommendations. We really appreciated the thought and effort she puts into her work to make for a seamless day that felt completely stress free. Loved working with her, she is absolutely fabulous!

Holy Klein

A Wedding Highlight Sara & Quinn with So Wedding Photography at Hart House Restaurant

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.


Olivia at DreamGroup planned our wedding and we couldn’t have been more impressed with her professional, classy approach to managing our day. Everything went very smoothly and many of our guests commented on what a great job Olivia and her team were doing. She really allowed us to relax and enjoy our day knowing that she was taking care of everything behind the scenes, from intercepting bystanders coming down the seawall during our ceremony to putting our gifts and guest book in our room at the end of the night. I would wholeheartedly recommend Olivia to anyone!

Thank you, Olivia!

Amy Walsh

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