The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago: A Romantic Getaway for Couples in Chicago

Why consider it for your weekend

Set in the historic McGraw-Hill Building near Michigan Avenue, the hotel combines an Art Deco identity with contemporary rooms and social spaces. It suits couples who want shopping, restaurants and the city outside their door while still having a reason to spend part of the evening at the hotel.

The stay

The Gwen offers a romantic Chicago weekend with an emphasis on design and the pleasure of staying somewhere distinctive. Set in the historic McGraw-Hill Building near Michigan Avenue, the hotel combines an Art Deco identity with contemporary rooms and social spaces. It suits couples who want shopping, restaurants and the city outside their door while still having a reason to spend part of the evening at the hotel.

For a two-person reservation, begin with a king guestroom and compare the actual layout. The wider accommodation collection includes suites, terraces and a specialized urban-glamping experience, but those should be treated as separate upgrades. A terrace in the hotel's photographs is not evidence that an entry-level room has private outdoor space. If a bathtub or particular outlook matters, make it part of the room selection rather than a general request.

Upstairs at The Gwen creates an appealing setting for a drink, brunch or dinner, subject to the current menu and operating schedule. Afternoon-tea experiences can also become part of a celebration, with advance reservations where required. These details make the hotel useful for couples who like to keep some of their plans close to their room instead of crossing the city for every meal.

A relaxed itinerary could pair an afternoon outing with a return to the hotel before dinner, leaving time to change and enjoy the atmosphere. Confirm parking, connectivity and any mandatory charges when comparing rates. The best fit is a couple who enjoys a social city setting and values the room and terrace experience together.

A room for two

One king guestroom for two adults; reserve a terrace or specific bathroom category only when explicitly listed

The shared dining terrace is not a private guestroom terrace. Urban glamping and large terrace suites are special categories and are not represented by the starting-rate example. Confirm bathtub and coffee-machine details.

Planning estimate, not a weekend quote

Expedia displayed $457 for one night for two adults on 2026-10-30, as of 2026-10-18, including its displayed taxes and fees. Two-night arithmetic reference: 457 x 2 = 914. Add an editorial 10% reserve (91.4) and round up to $25 = 1025. The reserve is not an observed weekend surcharge. A second night, Friday-Sunday stay and upgraded room were not quoted. Verify every mandatory charge at checkout.

Accommodation for two adults for two nights. Meals, parking, transport, spa treatments and optional activities excluded unless the selected rate explicitly includes them. Peak weekends and upgraded rooms can exceed this budget.

Best for

Couples interested in design, shopping, terrace dining and a lively urban weekend

Things to know before booking

• Check valet parking, destination charges, internet inclusion and dining reservations. Guestroom and suite layouts differ; a rooftop photograph does not establish an in-room view.

A suggested Friday–Sunday

Suggestions only; nothing here is included with the stay or booked for you.

Friday evening

Settle into The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago and leave time for dinner; confirm opening hours before arrival.

Saturday

Choose one outing around Chicago, then return for an unhurried evening together.

Sunday

Enjoy a slow breakfast and confirm checkout arrangements before heading home.