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Chicago Wedding Venues: Part 2

Over the course of our Chicago trip we had the opportunity to stay at The Knickerbocker Hotel, a truly amazing and historical hotel.

It was designed by two notable architects, Rissman & Hirschfield in 1927 and this 14-story, gothic-inspired hotel was built in less than a year. Throughout the years, the hotel changed its name and ownership multiple times, with each owner having a different vision of what the hotel should look like.  In 1999, the hotel was purchased by Millennium Hotels and Resorts and $27 million was spent on restoring the interior of the hotel to return to its early glory.  This landmark property has since become a member of the Historic Hotels of America program of the National Trust for Historic Preservation.

What make this hotel a special venue is the Georgian-Style Crystal Ballroom.  It has a 25-foot, gilded dome ceiling and an illuminated glass dance floor, and is the only one in a Chicago hotel.   Imagine having your first dance on a lit-up dance floor…how romantic is that?

Across the street from Knickerbocker Hotel is the legendary iconic hotel – The Drake.

It is one of my all time favorites, and that’s why I am saving the best for last.   We stayed here during our previous visit to Chicago back in 2008 and the experience was unforgettable.   We loved the Executive Lounge that was located on the 11th floor.  It is exclusive for guests who stayed in the Executive Rooms.  As soon as we checked in, we were then invited to the The Executive Lounge to enjoy the spectacular view of Lake Michigan while sipping our cocktails and eating delicious canapes:

The hotel was built in 1920 by architect Benjamin Marshall.  The hotel is now operated under the Hilton brand and has won many awards.   In January 2011, The Drake Hotel was named to Travel + Leisure’s 2011 T+L 500 list of top-rated hotels around the globe. The top rated restaurants, the gorgeous view of the lake from the hotel, its exclusive and prestigious Club International, the luxurious spa, its 5-star service, and jaw-dropping amazing Goldcoast ballroom has made The Drake a Chicago icon.   This is the hotel where U.S. presidents and British royalties stay.   Hundreds of weddings take place at The Drake each year and creating weddings has become the highest priority of the hotel.  There are a total of four major banquet and meeting areas and 14 smaller meeting rooms.

The major banquet and meeting areas include The Gold Coast Ballroom, Walton Room, French Room, and the Grand Ballroom. I’ve taken a pic of each of these ballrooms below (in the same order):

You’ve got to give the rooms much more credit that what you see here. I took these photos in really poor lighting conditions with no tables, settings, or decor with an iPhone camera – but you get the gist of what each room looks like.

Last but not least, here is the Drake Room:

As a wedding planner who loves truly glamorous things, this is definitely eye candy at its best. Whenever I travel, I always enjoy visiting architectural wonders because you can study so much about the city and the personality of its people. The Drake is truly representative of all that is Chicago.

XO,
Carmen

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20+ meetings by day, disco by night! 🪩🇮🇹

WEMA B-Treat Day 2 ended on a high note at the beautiful Masseria San Giovanni!

Studio 54 vibes, fabulous people, gorgeous florals, and can we talk about that mozzarella bar?! 🤌🤤

Loved catching up with industry friends and having a little WPIC alumni reunion all the way in Italy! 🤍

After 20 years in weddings, it’s nights like these that remind me why I love this industry so much.

And Masseria San Giovanni? Definitely one for the Puglia wedding venue list! ✨

Now tell me… would you have a mozzarella bar at your wedding? 👀

📍 Masseria San Giovanni | Puglia, Italy

#devotedtoyouweddings #PugliaWedding #DestinationWeddingPlanner #TorontoWeddingPlanner #MasseriaSanGiovanni | torontodestinationweddingplanner | torontowedding | italyweddings | Puglia
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20+ meetings in one day… but make it Puglia! 🇮🇹😂

Day 2 of WEMA B-Treat brought us to the beautiful Masseria Spina, and honestly, what a place to spend the day networking!

So many great conversations with talented wedding professionals, from venue owners and DMCs to photographers, designers and AV specialists.

And of course, we had to squeeze in some delicious Italian food along the way. 🤌

One thing I’ve learned after 20 years in weddings? There’s always something new to discover, and nothing beats meeting the people behind the beautiful places we see online.

New connections, fresh ideas, a few new friends, and so much inspiration to bring back to my couples. 🤎

This is exactly why I love travelling for work!

📍 Masseria Spina | Monopoli, Puglia
✨ WEMA B-Treat 2026

Puglia is definitely making its way onto my destination wedding favourites list! 👀

#devotedtoyouweddings #PugliaWedding #ItalyDestinationWedding #DestinationWeddingPlanner #torontoweddingplanner
WEMA Btreat, Travelconference

@sposimagazine @lovenozze @zankyou_portugal @weddingshoneymoonsmagazine_ @visitmadeira @apuliaeasytour
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Puglia, you keep surprising me! 🇮🇹🛺

Exploring Polignano a Mare by tuk-tuk was such a fun way to discover this beautiful coastal town and experience a different side of Puglia.

From the charming fishing cove of Portalga to the statue of Domenico Modugno, the legendary singer behind Volare, we passed the famous Grotta Palazzese cave restaurant and made our way to the picturesque seaside village of San Vito. 🤍

The coastline, the history, the hidden corners… there’s so much more to Puglia than beautiful wedding venues.

As a destination wedding planner, I love discovering experiences like this that can make a wedding celebration feel even more personal and memorable. A tuk-tuk tour could be the perfect welcome activity for your guests, a relaxed day-after experience, or a fun way to explore together between wedding events.

Because some of the most special destination wedding memories happen beyond the wedding day. ✨

Would you add a tuk-tuk tour to your Puglia wedding weekend? 🛺

📍 Polignano a Mare, Puglia, Italy

Save this for your destination wedding inspiration!

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A work trip that feels like a little Italian escape. 🇮🇹🫒

Currently in Puglia for WEMA B-Treat, and what an incredible experience it’s been!

From discovering beautiful properties and connecting with wedding professionals from around the world to experiencing the local culture and hospitality firsthand, this is exactly why I love what I do. 🤍

And can we talk about @hotelcalaponte ? The warm contemporary interiors, relaxed atmosphere and my little patio surrounded by olive trees… definitely one of my favourite parts of this stay! 🌿

After 20 years of planning weddings, I still believe there’s no better way to understand a destination than to experience it yourself. It’s these personal discoveries, meaningful connections and little details that inspire the celebrations we create for our clients.

So grateful to be part of @wema.global B-Treat and to everyone who has made this experience so special!

A little networking, a lot of inspiration, and plenty of la dolce vita. ✨

Puglia, you’re making it very hard to leave! 🤎

📍 Cala Ponte | Polignano a Mare, Puglia

A special thank you to all the wonderful venues, partners and media partners supporting this experience:

🏛️ Venues
@tenuta.pinto @masseria.sangiovanni @masseriaspina @iluoghidipitti @hotelcalaponte @matera_collection

🤝 Partners
@francescoregina_ @creazioniflorealreginaboutique @creazioniflorealireginaevents_ @fc_service_events @apuliaeasytour @visitmadeira

📸 Media Partners
@sposimagazine @weddingshoneymoonsmagazine_ @zankyou_portugal @weddingvenuesdirectory @lovenozze

#WEMABTreat #PugliaItaly #DestinationWeddingPlanner #LuxuryTravel #devotedtoyouweddings
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Some wedding moments deserve a standing ovation… and Vanessa & Mike’s was definitely one of them! 🎭✨

From their theatrical grand entrance to Mike’s EPIC processional surrounded by 18 cold sparklers 🔥 — these two really knew how to make an entrance!

But what makes this wedding even more special is the friendship that came after. From planning their big day to now hanging out over board games… who would’ve thought? 😂🎲❤️

Happy Anniversary, V&M! 🥂 So grateful we got to be part of your celebration and even happier that our paths crossed beyond the wedding day.

Here’s to more love, laughter, and competitive board game nights! 🤍

#DevotedToYou #WeddingAnniversary #TorontoWedding #WeddingGrandEntrance #WeddingInspiration WeddingPlanner WeddingMemories LuxuryWedding
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this one. 🤍🇮🇹

R&K’s Ravello wedding was pure magic — the views, the energy, the people, the love… everything just felt so them.

The kind of wedding that reminds you why destination celebrations are so special: everyone you love, in one unforgettable place, making memories you’ll talk about forever.

Happy 1st anniversary, R&K 🥂
Still smiling thinking about this week.

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Devoted To You

Toronto, Ontario

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carmen@devotedtoyou.ca