Chicago is America’s city of love. Boasting a stunning skyline, beautiful lakefront views, and charming neighborhoods perfect for hand-in-hand strolls, it’s easy to see why people fall in love here – with the city, and each other.
But a couple’s adventure has to start somewhere, and we think the ideal romantic holiday should begin with picking the perfect hotel.
So, where are the most dreamy hotels in Chicago? Below, we’ve picked out some of the best romantic hotels for couples in Chicago.
1. The Ritz-Carlton Chicago
Overlooking Lake Michigan, the Ritz-Carlton Chicago is situated in the heart of the prestigious Gold Coast. It’s also well-placed for trips to the Water Tower Palace shopping centre, the Observation Deck, and the Magnificent Mile.
The hotel itself houses luxurious rooms with large windows offering beautiful views of the skyline – and rooms with lakefront views are available on request. The indulgent spa is the perfect place to relax and unwind, whilst the restaurant offers eclectic, Italian artisan dishes to energize and revive you. The rooftop bar is perfect for those looking for a laidback experience, serving shared plates and cocktails to help you round off your evening in style.
2. Waldorf Astoria Chicago
Another downtown Gold Coast favorite, the Waldorf Astoria Chicago is located in one of the city’s most historic and opulent neighborhoods. With gourmet restaurants, exciting nightlife, and high-end shopping, if you’re looking for a chic place to stay, then this hotel is the one for you.
Boasting a variety of suites, this hotel offers a range of room sizes to suit your tastes, and your budget. Many of the suites have their own separate living space too, which is ideal if you are planning something extra special for your loved one. So that you can really let your hair down, why not enjoy all the amenities this hotel has to offer – including a personalized concierge, luxury spa, and fine dining?
3. Soho House Chicago
Built in the traditional Chicago-style architecture and housed in a former belt factory, Soho House Chicago is a firm favorite with young couples looking for an authentic Chicago experience. It’s also an excellent spot for those who want great access to all the city’s best sights and attractions.
Being a hub for artists and musicians from across the city, the hotel is a buzz of activity. It boasts its own cinema, a spacious lounge with ping-pong tables, and large outdoor pool. There’s also a variety of spaces for hire – perfect for engagement parties and celebrations.
And if you prefer a cozy experience, Soho House is also an idyllic spot for quiet romantic drinks on its rooftop bar, relaxing couple’s spa treatments, and intimate dining.
4. Ambassador Chicago
The original boutique hotel established in 1926, the Ambassador Chicago hotel has a rich history dating back to Chicago’s infamous Jazz Era. Located in the Magnificent Mile, this chic hotel more than lives up to its stylish neighborhood surroundings. It has hosted some notable celebrities of the 20th and 21st centuries, including Marilyn Monroe and David Bowie, and offers a truly a-list experience.
Despite its big personality, this hotel is tucked away into a quiet part of town, amongst stunning mansions and elegant architecture. The classy surroundings are reflected inside, with high ceilings, ornate décor, and sophisticated rooms. Depending on your preference, you can opt for a panoramic view of the lakefront. Lager suites also encompass their own large living areas. There’s also a great mix of fine and relaxed dining, with the Food Gallery providing meals from artisan chefs, and The Library eatery offering quick and easy bites.
5. The Gwen Chicago
The Gwen Chicago is a contemporary hotel, offering a mix of moderate guest rooms, medium to large suites, and even urban terrace glamping. Whatever your style, you can be sure to find the perfect stay at this hotel. Depending on your room choice, you can enjoy views of Lake Michigan, or Michigan Avenue and across the city.
The Gwen Chicago hotel loves catering to couples: you can benefit from Prosecco on arrival, enjoy a romantic cocktail by a fire-pit on the terrace, and revel in an impressive late checkout at 4pm. What’s more, there’s a dining experience for every mood, from the Mediterranean-inspired Kostali restaurant, to the art deco terrace dining area, aptly named Upstairs at The Gwen.
6. Hotel Zachary
One for the baseball fans! Hotel Zachary is a modest but chic hotel, part of the Mariott Tribute Portfolio, being dedicated to the architect of Wrigley Field: Zachary Taylor Davis. The hotel is, quite literally, a stone’s throw from this infamous baseball field, making it the perfect location to catch the full experience of Chicago’s baseball scene.
But, more than just sports fan accommodation, this hotel is modern and vibrant. Rooms are well furnished with wooden features and modern décor, the bathrooms are innovative and fresh, and the dining is contemporary and casual. This hotel prides itself on being a welcoming space for all, so you can enjoy the laidback Chicagoan approach to a hotel stay.
7. Londonhouse Chicago
A current yet historic waterfront hotel in the heart of the Magnificent Mile, Londonhouse Chicago is part of the Curio Collection by Hilton Hotels. Established in 1926, this hotel boasts a rich history, and its esteem and elegance are its most redeeming qualities.
Beautiful inside and out, its modern exterior is reflected by a chic, innovative interior. A mixture of rooms provide luxury facilities for guests, combining traditional and contemporary décor to create a comfortable yet stylish space. Whether you’re looking for a standard room, or the extravagant presidential suite, Londonhouse has it all.
And for exquisite views and romantic ambience, you can enjoy rooftop dinner, where classical dishes and drinks receive a modern twist for the ultimate dining experience.
When booking your romantic hotel in Chicago, bear in mind that central locations tend to be more expensive – especially during Chicago’s high season. Especially, if you plan on visiting a few tourist spots, you want to make sure you have good public transport connections from wherever you’re staying. But above all, you want to pick the hotel that’s just right for you. We hope you have a wonderfully romantic holiday in Chicago!