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The Gwen, Michigan Avenue Chicago Chicago, Illinois
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Hotel comparison guide

The Gwen, Michigan Avenue Chicago vs The St. Regis Chicago

The Gwen, Michigan Avenue Chicago is an Art Deco, family-welcoming Luxury Collection hotel on the Magnificent Mile; this guide is for travelers who want landmark architecture, rooftop dining and easy shopping access. The St. Regis Chicago is a newer five-star luxury hotel in a landmark tower for guests who prioritize contemporary high-end service, a full-service spa and riverfront views.

Updated · about 0.8 km apart

Pink sofa and gold metal screen in the lobby lounge at The Gwen, Michigan Avenue Chicago

The Gwen, Michigan Avenue Chicago

Historic Art Deco · Rooftop dining & bars · Family-friendly

Best for travelers wanting a historic, Magnificent Mile address with rooftop dining and direct access to The Shops at North Bridge.

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The St. Regis Chicago, Chicago, Illinois

The St. Regis Chicago

New landmark tower · Five-star spa & wellness · River/Riverwalk access

Best for travelers seeking contemporary five-star service, in-house full-service spa, and dramatic river and skyline views in a landmark tower.

Quick Verdict: The Gwen, Michigan Avenue Chicago vs The St. Regis Chicago

When The Gwen wins: choose The Gwen if you want to be steps from Magnificent Mile shopping, prefer a boutique/landmark Art Deco setting, enjoy rooftop dining and need a family-welcoming hotel without prioritizing on-site pool or spa facilities.

When The St. Regis wins: choose The St. Regis Chicago if you want a newer five-star property with a full-service spa, indoor pool, 24-hour fitness, and rooms with river or park views in a high-profile architectural tower.

Bottom line: both are upscale downtown choices within walking distance of the same downtown sights; pick The Gwen for historic character and immediate Magnificent Mile access, or The St. Regis for modern five-star wellness facilities and riverfront vistas.

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The Gwen, Michigan Avenue Chicago vs The St. Regis Chicago – At a Glance

Side-by-side facts for The Gwen, Michigan Avenue Chicago and The St. Regis Chicago
CategoryThe Gwen, Michigan Avenue ChicagoThe St. Regis Chicago
Overall vibeHistoric Art Deco boutique luxury, rooftop social sceneContemporary five-star luxury in a modern landmark tower
Location521 North Rush Street — steps from the Magnificent Mile and The Shops at North Bridge401 East Upper Wacker Drive — near Chicago Riverwalk, ~0.7 km to Michigan Avenue
Size (rooms)311 rooms, including 34 suites192 rooms
Built / AgeHistoric 1929 McGraw-Hill Building (landmarked facade)Newer high-rise landmark tower
PoolsNo on-site poolIndoor pool (wheelchair-accessible)
Restaurants & barsKostali (Mediterranean lobby restaurant), Upstairs at The Gwen (rooftop), Tipsy Tea and a lobby bar2 restaurants, 1 bar/lounge including Miru and a coffee shop/cafe (24-hour room service available)
Spa & wellnessNo full-service on-site spa; 24-hour fitness center with Tonal and Peloton bikes; in-room massage options arrangedFull-service spa with massage, body treatments and facials; 24-hour fitness center and steam room
Accessibility & family policyFamily-welcoming; minimum check-in age 21; wheelchair-accessible public areasAll-ages; accessible rooms and wheelchair-accessible public washrooms and services
Event & meeting spaceExtensive event space (~15,901 sq ft across multiple ballrooms/terraces)8 meeting rooms and banquet hall
Nearby highlightsSteps from Magnificent Mile shopping, close to Chicago Riverwalk and Millennium ParkWithin a 10-minute walk of Chicago Riverwalk and Grant Park; ~0.7 km to Michigan Avenue

A Look Inside The Gwen, Michigan Avenue Chicago

The Gwen, Michigan Avenue Chicago: rooms & suitesRooms & suitesThe Gwen, Michigan Avenue Chicago: diningDiningThe Gwen, Michigan Avenue Chicago: spa & wellnessSpa & wellness
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Location: Magnificent Mile access vs Riverwalk proximity

The Gwen, Michigan Avenue Chicago – Location

The Gwen sits a block off Michigan Avenue with direct indoor access to The Shops at North Bridge.

  • Steps from Magnificent Mile boutiques and restaurants; immediate shopping access via hotel lobby.
  • Walking access to Millennium Park, Chicago Riverwalk and nearby nightlife in River North/Streeterville.
  • Complimentary bikes and convenient CTA access a short walk away for wider city travel.

Pick The Gwen for the most convenient Magnificent Mile and shopping access.

The St. Regis Chicago – Location

The St. Regis Chicago is positioned on the riverfront in a landmark tower close to the Chicago Riverwalk.

  • Short walk to Chicago Riverwalk, Grant Park and Millennium Park; river and park views from many rooms.
  • Centrally located for downtown attractions while feeling slightly removed from the immediate Michigan Avenue storefronts.
  • Easy walking distance to riverside restaurants and attractions; multiple nearby transit options.

Pick The St. Regis if you want riverfront location and skyline/river views while staying close to downtown attractions.

Rooms: Historic character vs modern five-star rooms

The Gwen, Michigan Avenue Chicago – Rooms

The Gwen’s rooms are set inside a restored 1920s building and include suites with terraces.

  • 311 rooms total, including 34 suites and several terrace suites for city-view occasions.
  • Complimentary basic Wi‑Fi standard; boutique-style rooms with Art Deco touches.
  • Family-friendly room types and suite options including sofa beds.

Choose The Gwen for landmark architecture and larger on-property room inventory with terrace suite options.

The St. Regis Chicago – Rooms

The St. Regis Chicago’s rooms are contemporary and include river- or park-view options plus several suite tiers.

  • 192 air-conditioned rooms with Smart TVs, minibars and pillowtop beds; many room types list River View or Park View.
  • Room list includes Superior, Deluxe, Grand, Metropolitan and signature St. Regis suites and the Caroline Astor Suite.
  • Wireless internet may carry a surcharge; private bathrooms include separate tubs and showers in many rooms.

Choose The St. Regis for modern five-star rooms with dedicated river or park outlooks and large suite options.

Dining & drinks: Rooftop and Mediterranean vs multiple in-house venues

The Gwen, Michigan Avenue Chicago – Dining & drinks

The Gwen focuses on Mediterranean and American dining with a notable rooftop restaurant and themed tea service.

  • Kostali (Mediterranean) on lobby level; Upstairs at The Gwen rooftop serves breakfast, brunch and dinner with skyline views.
  • Tipsy Tea is a weekend boozy afternoon tea experience with music and themed towers.
  • On-site lobby bar and seasonal rooftop experiences (Camp Lux, The Cabin); reservations recommended for Kostali and Upstairs.

The Gwen is for guests who want rooftop skyline dining and Mediterranean flavors steps from shopping.

The St. Regis Chicago – Dining & drinks

The St. Regis Chicago has multiple dining outlets and 24-hour room service for a classic luxury-hotel experience.

  • Listing shows 2 restaurants, 1 bar/lounge and a coffee shop/cafe; Miru is a featured restaurant on property.
  • Cooked-to-order breakfasts available for a surcharge and 24-hour room service is offered.
  • Hotel dining includes vegan and vegetarian options and a coffee shop for daytime snacks.

The St. Regis offers full in-house dining service and flexible room service typical of a five-star property.

Pools & signature amenity: No pool vs full spa and indoor pool

The Gwen, Michigan Avenue Chicago – Pools & signature amenity

The Gwen does not have an on-site swimming pool; its key amenity is a rooftop terrace and fitness center.

  • No indoor or outdoor pool on property — guests often use city beaches or nearby attractions instead.
  • 24-hour fitness center with Tonal, Peloton bikes and cardio/strength equipment (approx. 2,000 sq ft per third-party listing).
  • Rooftop terrace and garden provide outdoor space and skyline views rather than aquatic amenities.

If a pool or spa is essential, The Gwen is not the right choice.

The St. Regis Chicago – Pools & signature amenity

The St. Regis provides an indoor pool and a full-service spa as core wellness features.

  • Full-service spa offering massages, facials and body treatments; reservations required for treatments.
  • Indoor pool and steam room for guest use; fitness center is open 24 hours.
  • Spa and pool facilities are wheelchair-accessible and paired with other luxury services.

The St. Regis is the clear pick for guests prioritizing on-site pool and spa amenities.

Wellness & nightlife: Fitness and rooftop social life vs spa-led wellness and hotel lounges

The Gwen, Michigan Avenue Chicago – Wellness & nightlife

The Gwen’s wellness offering centers on its well-equipped 24-hour fitness center and rooftop nightlife.

  • Fitness center includes Tonal and Peloton bikes; no full-service spa on site.
  • Upstairs rooftop programming includes live jazz, Lux Happy Hour, seasonal firepit experiences and weekend Tipsy Tea.
  • Accessible public areas and in-room massage arrangements available through outside providers.

Choose The Gwen for active travelers who value a strong fitness setup and rooftop nightlife over an on-site spa.

The St. Regis Chicago – Wellness & nightlife

The St. Regis emphasizes in-house wellness through a full spa, plus classic hotel bar/lounge service.

  • Spa reservations required; massage and body treatments are offered alongside steam room and pool access.
  • A bar/lounge and coffee shop provide relaxed evening and daytime gathering spots within the hotel.
  • Concierge and 24-hour front desk support bookings for fitness, spa and local experiences.

Choose The St. Regis for a hotel-centered wellness and lounge experience typical of five-star properties.

Who Wins? Best Pick by Travel Style

Best for Magnificent Mile shopping
Chandelier and blue lounge chairs around a sculpture in The Gwen lobby

The Gwen, Michigan Avenue Chicago

The Gwen — direct lobby access to The Shops at North Bridge and immediate Magnificent Mile proximity.

Best for on-site spa & pool
The St. Regis Chicago, Chicago, Illinois

The St. Regis Chicago

The St. Regis — full-service spa, indoor pool and steam room are available on property.

Best for historic/architectural character
Pink sofa, gold screen and mirrored bar visible in The Gwen lobby seating area

The Gwen, Michigan Avenue Chicago

The Gwen — housed in the restored 1929 McGraw-Hill Art Deco building with period details.

Best for modern five-star suites and river views
The St. Regis Chicago, Chicago, Illinois

The St. Regis Chicago

The St. Regis — newer tower rooms with River View and dedicated suite categories including signature St. Regis suites.

Frequently asked questions

The Gwen, Michigan Avenue Chicago vs The St. Regis Chicago: FAQs

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Which hotel is closer to the Magnificent Mile?

The Gwen is steps from the Magnificent Mile with direct access to The Shops at North Bridge; The St. Regis is a short walk (about 0.7 km) from Michigan Avenue.

I want a pool and a spa—which should I choose?

Choose The St. Regis Chicago for an on-site full-service spa and an indoor pool. The Gwen does not have a pool and does not operate a full-service spa.

Are either of these adults-only properties?

No. Both properties welcome guests of all ages; The Gwen does require the booking guest to be at least 21 to check in.

Which hotel is better for a rooftop dinner or nightlife?

The Gwen has a rooftop restaurant and bar (Upstairs at The Gwen) with programmed events like live jazz and seasonal firepit experiences; The St. Regis has in-house restaurants and a bar but does not focus on rooftop nightlife in the supplied listing.

More The Gwen, Michigan Avenue Chicago Comparison Guides

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Outdoor terrace with potted plants and downtown Chicago skyline at The Gwen, Michigan Avenue Chicago
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