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The Drake Chicago, Illinois
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Hotel comparison guide

The Drake vs Sheraton Grand Chicago Riverwalk

The Drake is a historic 4-star Gold Coast landmark on the north end of the Magnificent Mile, best for travelers who want lakefront views, classic venues, and a formal, historic Chicago stay. Sheraton Grand Chicago Riverwalk is a large 4-star, major-brand riverfront hotel that suits travelers who want modern, scale-driven downtown accommodations close to the Riverwalk and conference spaces.

Updated · about 1.2 km apart

Spacious grand lobby at The Drake with central fountain and floral sculpture

The Drake

Historic · Lakefront & beach access · Formal event spaces

Best for travelers who want a classic, lake-facing Chicago hotel with formal afternoon tea, historic ballrooms, and proximity to Oak Street Beach.

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Sheraton Grand Chicago Riverwalk, Chicago, Illinois

Sheraton Grand Chicago Riverwalk

Large-scale · Riverfront location · Conference-ready

Best for travelers who want a big-brand, modern riverfront hotel with many meeting rooms, river and skyline views, and on-site dining options.

Quick Verdict: The Drake vs Sheraton Grand Chicago Riverwalk

When The Drake wins: choose The Drake if you want a storied, lakefront Gold Coast stay, historic bars and Palm Court tea, lake views and direct access to Oak Street Beach, or formal event spaces for weddings and galas.

When Sheraton Grand Chicago Riverwalk wins: pick Sheraton Grand for larger conference or meeting needs, more on-site meeting/banquet capacity, a very large guestroom inventory, and river- or skyline-view rooms with easier access to the Chicago Riverwalk.

Bottom line: both are 4-star downtown options within easy walking distance of many central attractions; pick The Drake for lakefront history, atmosphere, and formal venues, and the Sheraton Grand for scale, meeting space, and a contemporary riverfront base.

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The Drake vs Sheraton Grand Chicago Riverwalk – At a Glance

Side-by-side facts for The Drake and Sheraton Grand Chicago Riverwalk
CategoryThe DrakeSheraton Grand Chicago Riverwalk
Overall vibeHistoric, formal, lakefront Gold Coast landmarkLarge-brand, contemporary riverfront hotel
LocationAcross from Oak Street Beach; north end of the Magnificent MileOn the Chicago River near the Riverwalk and Michigan Avenue bridge
Size (rooms)535 guestrooms and 74 suites1,218 guestrooms
Who it's forCouples, families, wedding/ballroom events, shoppersBusiness travelers, conference groups, riverfront sightseers
Pools & fitnessNo on-site pool; 24-hour fitness centerIndoor pool and 24-hour fitness center
Restaurants & barsCoq d'Or, Palm Court (afternoon tea), Cafe on Oak3 restaurants including Shulas Steak House, coffee shop, 2 bars/lounges
Meeting & event space21 event rooms; large historic ballrooms (Gold Coast Room, Grand Ballroom)125,000 sq ft of conference space and 43 meeting rooms
Accessibility & family policyWelcomes children of all ages; reservation holder must be 21+Not adults-only; family stays allowed (up to 2 children 17 and younger stay free with existing bedding)
Known forHistoric public spaces, afternoon tea, lake views, wedding venuesRiverfront location, large meeting capacity, skyline/river-view rooms
Parking & feesSelf-park and valet available (fees listed by property)Covered self-parking (surcharge) and on-site parking options

A Look Inside The Drake

The Drake: rooms & suitesRooms & suitesThe Drake: pools & beachPools & beachThe Drake: diningDiningThe Drake: spa & wellnessSpa & wellness
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Location: The Drake vs Sheraton Grand Chicago Riverwalk

The Drake – Location

The Drake sits at 140 E Walton Place at the north end of the Magnificent Mile with direct proximity to Oak Street Beach.

  • About a 3–5 minute walk to Oak Street Beach and the Lakefront Trail
  • Steps from high-end shopping on the Magnificent Mile and Water Tower Place
  • Within walking distance to 360 CHICAGO and Museum of Contemporary Art

Choose The Drake if you want immediate lakefront access and the northern Magnificent Mile location.

Sheraton Grand Chicago Riverwalk – Location

Sheraton Grand Chicago Riverwalk sits on the Chicago River near the Riverwalk and Michigan Avenue bridge, placing you near downtown attractions and riverfront promenades.

  • About a 5-minute walk to Michigan Avenue and roughly 10 minutes to Millennium Park (per supplier highlights)
  • Close walking access to the Chicago Riverwalk and river architecture cruises
  • Preferred airport listed as ORD in supplier details

Choose Sheraton Grand for direct Riverwalk access and a central downtown position for river- and skyline-focused sightseeing.

Rooms: history and scale

The Drake – Rooms

The Drake offers individually furnished rooms and historic suites, emphasizing classic character and lake views.

  • 535 guestrooms and 74 suites including named signature suites (Princess Diana Suite)
  • Room types include Lake View, Beach View (Oak), and multiple suite categories
  • In-room WiFi available for a daily surcharge; complimentary for eligible loyalty members

Choose The Drake for individually furnished rooms and signature historic suites with lake-facing options.

Sheraton Grand Chicago Riverwalk – Rooms

Sheraton Grand provides a large inventory of traditional, deluxe, club and suite room types with river, skyline, and lake views.

  • 1,218 guestrooms across Traditional, Deluxe, Club, Junior and Executive Suites
  • Multiple room options list River View, Lake View, Skyline View and Club Lounge access categories
  • Many accessible room configurations and club/concierge room options listed

Choose Sheraton Grand when you want many room choices and high-floor club or river-view options.

Dining & drinks: tea and classic bars vs multiple on-site restaurants

The Drake – Dining & drinks

Dining at The Drake centers on historic Palm Court tea service, Coq d'Or cocktail bar, and a lakefront breakfast spot.

  • Palm Court: Friday–Sunday Afternoon Tea (reservations encouraged)
  • Coq d'Or: long-running cocktail bar with walk-in seating and specific hours
  • Cafe on Oak: breakfast overlooking Lake Michigan (hours vary)

Pick The Drake if you value the historic Palm Court tea and a classic hotel bar experience.

Sheraton Grand Chicago Riverwalk – Dining & drinks

Sheraton Grand offers multiple on-site dining outlets including an American steakhouse and casual café options.

  • Three restaurants including Shulas Steak House and a coffee shop/café
  • Room service (limited hours) and two bars/lounges for drinks
  • Continental breakfast available daily for a fee (supplier listing)

Pick Sheraton Grand if you want more on-site restaurant variety and casual meal options.

Pools & signature amenity

The Drake – Pools & signature amenity

The Drake does not have an on-site swimming pool; its signature advantages are lake access, historic public rooms, and ballrooms.

  • No on-site pool or spa (in-room massages can be arranged)
  • Direct access to Oak Street Beach and the Lakefront Trail
  • Historic ballrooms and public spaces are a major draw

Choose The Drake for lake access and historic public venues rather than poolside amenities.

Sheraton Grand Chicago Riverwalk – Pools & signature amenity

Sheraton Grand lists an indoor pool and large meeting and event spaces as notable on-site amenities.

  • Indoor pool available (listed in supplier amenities)
  • Large conference/banquet space (125,000 sq ft) and 43 meeting rooms
  • Fitness center open 24 hours and concierge services on site

Choose Sheraton Grand when an on-site pool or extensive meeting space matters.

Wellness & nightlife

The Drake – Wellness & nightlife

The Drake focuses on 24-hour fitness facilities and historic nightlife in Coq d'Or and Palm Court tea service by day.

  • 24-hour fitness center with cardio machines, free weights, yoga mats
  • No dedicated on-site spa; in-room spa treatments can be arranged
  • Coq d'Or open late on weekends for cocktails and dinner service

Choose The Drake for late-night historic bar atmosphere plus a 24-hour workout room.

Sheraton Grand Chicago Riverwalk – Wellness & nightlife

Sheraton Grand pairs a 24-hour fitness center with an indoor pool and hotel bars for post-meeting drinks.

  • 24-hour fitness center and indoor pool hours per property policy
  • Two on-site bars/lounges and late service at some outlets
  • Multilingual staff and concierge services for local recommendations

Choose Sheraton Grand for convenient fitness hours, a pool, and on-site bars for casual evenings.

Who Wins? Best Pick by Travel Style

Best for lakefront views & beach access
Ornate hotel lobby corridor at The Drake with chandelier and patterned carpet

The Drake

The Drake — immediate access to Oak Street Beach and lake-facing public rooms.

Best for meetings & large groups
Sheraton Grand Chicago Riverwalk, Chicago, Illinois

Sheraton Grand Chicago Riverwalk

Sheraton Grand — far larger meeting footprint (125,000 sq ft) and 43 meeting rooms.

Best for historic atmosphere & formal events
Staircase decorated for the holidays at The Drake flanked by toy soldier figures

The Drake

The Drake — Palm Court, Coq d'Or, and historic ballrooms fit formal occasions and weddings.

Best for on-site pool & contemporary amenities
Sheraton Grand Chicago Riverwalk, Chicago, Illinois

Sheraton Grand Chicago Riverwalk

Sheraton Grand — indoor pool plus high room count and river/skyline-view rooms.

Frequently asked questions

The Drake vs Sheraton Grand Chicago Riverwalk: FAQs

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Which hotel is closer to Oak Street Beach?

The Drake is directly across from Oak Street Beach and is the closer choice for beach access.

Which is better for conferences and large meetings?

Sheraton Grand Chicago Riverwalk — it lists 125,000 sq ft of conference space and 43 meeting rooms versus The Drake’s smaller meeting footprint.

Do either property’s rooms include lake or river views?

Yes. The Drake offers Lake View and Beach View rooms; Sheraton Grand lists River View, Lake View, and Skyline View room categories.

Are children allowed at each hotel?

Yes. Both hotels welcome families; neither is adults-only. Each property has its own child policies and fee rules at check-in to confirm.

More The Drake Comparison Guides

Explore how The Drake stacks up against other hotels nearby:

Panoramic shoreline and lake view with beach and treed park at The Drake
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