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Ambassador Chicago Proposal Venue Spotlight

Ambassador Chicago Top Proposal Venue
Photo By: Golden Hours

Our Favorite Hidden Gem Proposal Location in Chicago 

As Chicago’s Proposal Planners ™ we have curated a list of the most breathtaking proposal venues in the city. We’ve worked at all of the top high-end luxury hotels in the city of Chicago. While each of these venues has its pros, many have stunning views or a private intimate indoor location, but there is only one that has it all.

At the top of our list, every time is Ambassador Chicago.

At Visions, building relationships and serving our clients well are our top values. This is something we have in common with Ambassador Chicago, and the main reason they rank number one on our list.

We are fortunate to have built an incredible relationship with Ambassador Chicago over the years. They extend this level of personalism and care to each of our clients for every proposal.

Their service level goes above and beyond. Someone is always willing to help wherever needed to ensure each proposal is flawless. Working with Ambassador Chicago is truly a cooperative team effort.

Not to mention, the hotel’s rooftop terrace features one of the best views of the city. The best part: it’s completely private! There is no other venue that offers these views with the intimate privacy that Ambassador Chicago does.

Combined with the rich history and beautiful architecture it’s a given that this proposal location is one of our all-time favorites.

Because it’s our favorite, wanted to give this amazing hotel the spotlight it deserved. We sat down with Tony Ovalle for coffee and some questions. We wanted to get his take from behind the curtain on what makes Ambassador Chicago stand out among the rest.

A Proposal Venue Rich in History 

The Ambassador is Chicago’s original boutique hotel. This year marks the 96th anniversary. 

We know a hotel might not be the first location that comes to mind when trying to find a proposal venue.

As proposal planners, we know just how much the history and location add to the charm of the hotel. This makes the entire experience perfect for a city proposal.

Q: Can you tell us a little about the history of the hotel and what makes Ambassador Chicago unique?

A: “With a rich history rooted in Chicago’s Jazz Age, Ambassador Chicago is the city’s original boutique hotel dating back to 1926. This has been the treasured spot of icons such as David Bowie, Marilyn Monroe, Elizabeth Taylor, and Frank Sinatra.

In addition to the history, what makes us unique is that we are located in the heart of the Gold Coast. Nestled among graceful mansions in a quiet, gilded neighborhood tucked into the center of the Windy City offering incredible views of Lake Michigan with easy access to Chicago’s main shopping boulevard, Michigan Avenue. “

The location of Ambassador Chicago alone is one of the many reasons we find it to be the perfect proposal venue. 

Along with the stunning views, Ambassador Chicago is in the heart of the Gold Coast. This neighborhood is full of things to experience.

Q: What are some of the perks of the neighborhood and this incredible location? What are some local area attractions?

A: “The Gold Coast is a hidden pocket of the city that offers our guests the chance to experience and enjoy Chicago like a local.

This neighborhood offers entertainment, shopping, a wide variety of dining, and lakefront access. You can cross everything off your list and not have to get into a car once.

Some of the great attractions would include the lakefront, bike path, the Chicago History Museum, Frida Kahlo Immersive Exhibit, Charlney-Persky House, and 3 Arts café.”

The walkability of the Gold Coast area is another reason we love to utilize Ambassador Chicago as a proposal venue. 

As couples have just had the most romantic on-bended-knee moment, they’re newly engaged and ready to celebrate! The area offers so many options for after parties and celebratory dinners.

When planning a proposal, one of the most important things to consider is the cover story. This is what she thinks she’s doing that day instead of walking to her proposal. 

A proposal location in an area such as the Gold Coast offers so many options of attractions to utilize when creating the perfect cover story for your proposal. 

Not only is Ambassador Chicago surrounded by quality restaurants and attractions, but the hotel itself offers incredible dining options. Ambassador Room, the hotel’s famous restaurant, offers creative cocktails and refined entrees. 

This well-known element of the hotel is the perfect spot for newly engaged couples to enjoy a drink after the proposal or to utilize as a pre-proposal cover story element.

Just another reason Ambassador Chicago is the perfect proposal venue. 

Photo By: Golden Hours

A Proposal Location that once hosted Hollywood Royalty

Q: The Ambassador Room is said to have hosted Hollywood Royalty. What is the history of the restaurant and what historical icons have visited in the past?

A: “Now named the Ambassador Room, it is best known as the former Pump Room. 

The restaurant was opened by the infamous hotelier and restauranteur Ernie Byfield back in the 1930s. He would personally pick up celebrities from the train station and bring them to the hotel.  

The pump room quickly became one of the biggest restaurants in the country and the biggest stars at the time had exclusive access to the ultimate social-status symbol at the time: Booth One. 

 The Pump Room became home to icons like Elizabeth Taylor and Frank Sinatra.

When you come and visit us, make sure to walk around the Ambassador Room and look at the pictures of all the stars we’ve had the privilege of hosting.”

An iconic proposal location loved by icons themselves. Who wouldn’t want a proposal venue with that kind of history?!

Unique Programs for a Unique Venue

One of the most incredible aspects of Ambassador Chicago is its adaptability. 

As we all know, the world looks a lot different than it did a few years ago. As a hotel and venue, Ambassador Chicago has truly adapted and created incredible programs for guests.

With work-from-home becoming more and more the norm, the Ambassador has stepped up to the plate as the perfect place to change up the work from home scene through Workchew. 

Q: What exactly is Workchew and what makes it beneficial?

A: “The work environment has significantly changed over the last 2 years, and we take pride in adapting with the times. 

Working from home has become a norm, and we believe that in order to be the best team member you can be, you need to feel comfortable. WorkChew is geared towards remote working individuals looking for an ideal environment to set up shop.

With a welcoming lobby, delicious breakfast and lunch options brought to you, and fast wifi, our hotel is the perfect place to log in from. 

Ambassador Chicago is truly a unique and versatile space and our partnership with WorkChew is one way we highlight that versatility” 

With this commitment to accommodating and adapting, we know our clients are in the best of hands at Ambassador Chicago.

No matter the vision, the incredible staff will work to ensure the environment is perfect for your proposal. 

Another way the hotel showcases this versatility is through its inclusivity. This includes the most loved family members, your furry friends! 

As proposal planners, we know how important it is to some couples to have family members, even the furry ones, present for such a big milestone moment.

If you can’t imagine your proposal day without your pets, Ambassador Chicago is the perfect place to propose.

A Proposal and Pet-Friendly Environment 

Hire Chicago Proposal Planners for Ambassador Chicago Proposal
Photo By: Golden Hours

Ambassador Chicago loves furry friends!

Q: Can you tell us about Ambassador Chicago’s pet-friendly environment and the PAWsome experience packages?

A:“We are all about creating experiences for our guests. Even more important is making sure guests are able to share those moments with all of those close to them; including our furry family members.

We want to make sure everyone gets a special welcome and our PAWsome package does just that! 

Your pet will be spoiled with a custom dog treat, and dog toy from our local pet boutique, Tails in the City. Plus an Ambassador branded food and water bowl will be provided with a ‘Pet in Room’ door hanger. 

You will also enjoy a 15% off coupon to Tails, waste disposal Bags, and a map of pet-friendly restaurants in the neighborhood. A discounted Pet Fee is included with the rate.” 

Along with creating a welcoming environment for all, Ambassador Chicago is full of ornate and stunning artwork. It’s clear that the hotel values art.

One of the ways the hotel celebrates and highlights this value for art is through the Artists-In-Residence program.

Q: What is Ambassador Chicago’s Artist-In-Residence program and how long has it been offered?

A: “Establishing and fortifying local roots is one of the priorities for Ambassador Chicago. That was the drive behind establishing our Artist-in-Residence program. 

The goal is to welcome local Chicago artists and provide them with a space to create their art. Then we can ultimately celebrate and highlight it here at Ambassador. 

It’s a program very dear to our hearts and one of the several ways that we collaborate with the city that we love so much.”

A Venue Perfect for a Proposal

The location with unbeatable views, the accommodation and flexibility of the staff, and the versatility of the hotel are just a few reasons why Ambassador Chicago remains at the top of our list when it comes to proposal locations. 

But that’s not all this proposal venue has to offer. 

With such stunning architecture and views, the Ambassador practically begs to host events.

Q: What kinds of events do you think the Ambassador is the perfect venue for and why?

A: “With over 8,000 square feet of event space, we are fortunate enough to welcome guests for all kinds of leisure and business events. 

With that being said, I feel that weddings are truly special at Ambassador Chicago. 

“Our rich history and intimate event space create an unforgettable experience that stays with our guests for a lifetime.”

We couldn’t have said it better ourselves! Events at Ambassador Chicago are private, intimate, and unforgettable. 

Ambassador Chicago Proposal Venue Exterior
Photo By: Golden Hours

Ambassador Chicago + Visions Event Studio = A Match Made in Heaven 

We have been fortunate enough to have built a great relationship with Ambassador Chicago over the years of planning proposals in the city. 

Tony has worked with Visions for many of our proposals. He’s even had a role in a few! 

Q: What is it like working with Visions on a proposal at Ambassador Chicago?

A: “I always look forward to partnering on events with Visions. It’s such a creative team full of industry professionals that are always finding new ways to bring their client’s dreams to life. 

Their passion drives their work and we are very fortunate to have an established partnership with such a unique team.”

Q: What has been your favorite or most memorable proposal you’ve seen Visions do at Ambassador Chicago? 

A: “They have all tugged at my emotional strings, but the most memorable so far has been the proposal we did in the Library over the winter. 

Visions truly transformed the space. The design really captured the attention of everyone in the hotel that evening.

I was also able to have a role in the surprise. That proposal really created an unforgettable moment for everyone involved.”

At Visions, we absolutely love working with Tony and Ambassador Chicago. Not only do we know just how stunning each space is that the hotel has to offer, but the entire staff at Ambassador Chicago is truly a team.

They are the most accommodating for our clients and go above and beyond to ensure each proposal is perfect.

The combination of the incredible team and breathtaking views and event spaces is what makes Ambassador Chicago one of the best-hidden gems when it comes to proposal locations in the city.

Q: What is the biggest draw of Ambassador Chicago for couples looking for an engagement location?

A: “Our biggest draw is that we are a boutique hotel nestled in a historic Chicago neighborhood. We are able to create an experience here. 

From the minute a couple walks up the marble staircase, they know they are somewhere unique and intimate.”

A Proposal Venue Worthy of the Spotlight 

When you’ve planned as many proposals in Chicago as we have, you begin to learn where in the city are the biggest “proposal spots” you’ll see on every google search, and which locations lend themselves to the more secluded, intimate, and lesser-known charm our clients love so much. 

Ambassador Chicago truly has it all. A private and intimate rooftop with breathtaking city and lake views, a cozy and romantic library, deep-rooted history brought to life through the artwork and architecture of the building, and the most accommodating staff. 

It’s an honor to get to work with such an incredible venue. We love getting to share this special place with our clients on one of the happiest days of their lives. 

There is no team or venue we would trust more to ensure our clients have the best proposal experience.

Take it from Chicago’s Proposal Planners ™ ourselves, this hidden gem of a location is the perfect proposal venue in the city. 

About Sattin Schreiner

Sattin Schreiner has a passion for building meaningful connections and being creative! Through Visions, Sattin feels honored to know that the work she does planning weddings/proposals will create magical memories couples will cherish for a lifetime.

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