Chicago Stays for Couples
Chicago isn’t just a city of towering skyscrapers, deep-dish pizza, and world-class museums, it’s also an incredibly romantic and inclusive destination for couples looking to escape the everyday. No matter where you’re traveling from or who you are, Chicago’s welcoming and diverse atmosphere ensures that you’ll feel at home. As one of the most LGBTQ+ friendly cities in the U.S., Chicago offers a vibrant queer community, inclusive hospitality, and a range of romantic experiences for couples of all identities. Whether you're planning a dreamy staycation or visiting from out of town, the city offers an array of romantic stays catering to different budgets and moods.
From sleek, high-end hotels to cozy, boutique bed-and-breakfasts, there’s something for everyone. And for those looking to venture just beyond the city, so many charming retreats are within a short drive. Taking time for a romantic getaway can refresh relationships, spark new memories, and provide relaxation. This blog post will explore some romantic stays in and near Chicago to help you plan the perfect couple’s retreat.
Note: The majority of the stays listed here are considered “luxury hotels” – they are expensive and likely outside the budget of most Americans in the current economy. If you would like to experience aspects of these stays, you may consider going to a bar, restaurant, coffee shop, or spa housed in these hotels. Additionally, some of the options include hostel/shared rooms, which is a more affordable route. Lastly, AirBnB and VRBO have options that may be within your budget.
Romantic Hotels and Stays in Chicago
Source: Architectural Record
Location: The Loop
Cost: $300 - $500/night
Fun Fact: Cindy’s, a historic bar, is located on the 13th floor – known as one of the best rooftop bars in Chicago.
Source: Conde Nast
Location: River North
Cost: $115 - $200/night & $30/night for shared room
Fun Fact: Café Integral, a coffee shop, and Broken Shaker, an award-winning cocktail bar, make this stay unique.
Source: Marriot
Location: Magnificent Mile
Cost: $200 - $250/night
Fun Fact: Hotel EMC2 prides itself on combining art and science in its design to create a memorable experience.
Source: Conde Nast
Location: Fulton Market
Cost: $350 - $550/night
Fun Fact: Nearby is Chicago’s “Restaurant Row,” located on Randolph Street.
Source: Party Slate
Location: River North
Cost: $550 - $1000
Fun Fact: You can book the Cinema Suite for private film viewings.
Source: Trip Advisor
Location: Magnificent Mile
Cost: $400 - $600/night
Fun Fact: The Peninsula Spa and Fitness Center is highly regarded, and has a great pool.
Source: Kayak
Location: West Loop
Cost: $150 - $250/night
Fun Fact: You can book the whole house, sleeping up to 26 people, for weddings or other special occasions.
Source: Lattes, Life, and Luggage
Location: The Loop
Cost: $130 - $300
Fun Fact: The Daily Amenity Fee is a unique offering to help guests get the most out of their experience!
Source: Viceroy
Location: Gold Coast
Cost: $215 - $600/night
Fun Fact: Every day there is a complimentary candy cart in the lobby!
Source: Villa d’Citta
Location: Lincoln Park
Cost: $150 - $500
Fun Fact: This “boutique mansion” is inspired by Italian architecture and design.
Source: Trip Advisor
Location: Gold Coast
Cost: $415 - $1000
Fun Fact: This hotel is one of the most luxurious stays in Chicago, known for its top-tier service and excellent amenities.
Nearby Romantic Stays
For couples looking to escape the city, several charming retreats are within a short drive:
New Buffalo, Michigan (1.5 hours): Wine trails and cozy B&Bs like Goldberry Woods.
Milwaukee, Wisconsin (1.5 hours): A vibrant arts scene and stylish stays at Saint Kate-The Arts Hotel.
Lake Geneva, Wisconsin (1.5 hours): Luxury resorts like Grand Geneva Resort with spa and lake views.
Kohler, Wisconsin (2 hours): The renowned Kohler Waters Spa at The American Club.
Galena, Illinois (2.5 hours): Historic charm at Eagle Ridge Resort.
Conclusion
Chicago offers a variety of romantic stays that cater to every taste and budget. Taking time to nurture your relationship with a special getaway can bring fresh energy and deepen your bond. Remember to relax and be present!