
Sheraton Grand Chicago Riverwalk
Best for large groups, conventions, weddings, and families who want on-site event space and multiple casual dining options.
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Sheraton Grand Chicago Riverwalk is a large, family-friendly convention hotel located directly on the Chicago Riverwalk; read this if you want roomy meeting space, riverwalk dining, or a family stay. Trump International Hotel & Tower Chicago is a high-profile five-star riverfront tower with a full spa, luxe rooms, and skyline views; read this if you prefer a classic luxury high-rise in the heart of downtown.
Updated · about 0.3 km apart

Best for large groups, conventions, weddings, and families who want on-site event space and multiple casual dining options.

Best for travelers seeking classic five-star rooms, a full-service spa, and a high-profile downtown address with skyline and river views.
When Sheraton Grand Chicago Riverwalk wins: choose Sheraton if you need large meeting or ballroom capacity, want multiple on-site dining options that include casual riverfront choices, or are traveling with family and value an on-site heated indoor pool and complimentary fitness facilities.
When Trump International Hotel & Tower Chicago wins: pick Trump International for a five-star, more intimate luxury-tower experience with a dedicated full-service spa, designer-style rooms with river/lake views, and a smaller, high-end footprint.
Bottom line: both hotels sit on/near the Chicago Riverwalk and put you within easy walking distance of the Magnificent Mile and Millennium Park — Sheraton Grand is the practical choice for groups and families, Trump International is the pick for traditional downtown luxury and a hotel-branded spa experience.
| Category | Sheraton Grand Chicago Riverwalk | Trump International Hotel & Tower Chicago |
|---|---|---|
| Overall vibe | Large convention hotel, busy and family-friendly | High-profile five-star luxury tower |
| Location | Directly on the Chicago Riverwalk (Streeterville/River North) | Steps from Chicago Riverwalk and Michigan Avenue (Downtown Chicago) |
| Size | 1,218 rooms across 34 floors; extensive meeting space (≈125,000 sq ft) | 339 guestrooms (tower property) |
| Check-in / minimum age | Check-in 4:00 PM; minimum age 21 to check in | |
| Pools | One indoor heated pool (7th floor) with city/Lake Michigan views | Indoor pool (1) listed on supplier listing |
| Restaurants & bars | Multiple outlets (Shula's Steak House, Riverside Café, CHI Bar, Link Café, seasonal Chicago Burger Company) | Terrace 16 (American) + 24-hour room service; 1 bar/lounge listed |
| Spa & wellness | No dedicated branded spa; massage services available; large two-story fitness center with Peloton bikes and dry sauna | Full-service spa with massages, body treatments, facials; fitness center and sauna |
| Known for | Huge ballroom and event capacity, riverwalk access and family-friendly programming | Signature tower address, premium rooms with river/lake views, high guest rating |
| Parking & fees | On-site self and valet parking (surcharge); daily destination fee applies; rollaway and parking fees noted | Self and valet parking (surcharges listed); breakfast and parking are additional fees |
| Nearby highlights | Chicago Riverwalk at the doorstep; Magnificent Mile and Millennium Park within a short walk | |
Sheraton Grand sits directly on the Chicago Riverwalk in Streeterville/River North.
Choose Sheraton if you want immediate Riverwalk access and easy walking access to downtown attractions.
Trump International Hotel & Tower Chicago occupies a prominent riverfront tower location steps from the Riverwalk and Michigan Avenue.
Choose Trump International for a central luxury tower address with quick access to the same downtown sights.
Sheraton Grand offers many room types and suites across a large inventory designed to serve groups and families.
Pick Sheraton when you need more room-type variety, family configurations, or club-level options for groups.
Trump International lists many deluxe and executive room types with river and lake views in a five-star tower format.
Choose Trump International for a smaller, more traditionally luxurious room inventory and river/lake view options.
Sheraton Grand has multiple on-site restaurants and bars covering casual to fine-dining.
Sheraton offers a broader range of on-site dining styles and casual riverfront options.
Trump International lists Terrace 16 as its on-site American restaurant plus 24-hour room service and a bar/lounge.
Trump International focuses on a signature on-site restaurant and upscale in-room dining rather than many casual outlets.
Sheraton Grand has an indoor heated pool on the 7th floor with oversized windows and downtown/Lake Michigan views.
Good choice for families and guests who want a large indoor pool with city views and adjacent fitness facilities.
Trump International lists an indoor pool and a full-service spa among supplier amenities.
Trump International is preferable if a branded spa and a traditional luxury-property wellness offering matter to you.
Sheraton Grand provides a two-story Sheraton Fitness Center, a dry sauna, and an active lobby bar.
Sheraton covers core wellness needs and a mix of casual nighttime options without a branded spa.
Trump International offers a full-service spa, fitness center and a quieter, hotel-focused bar and dining experience.
Trump International is the pick for travelers who want an on-site spa and a quieter upscale evening scene.

Sheraton — roughly 125,000 sq ft of meeting space and ballrooms that accommodate thousands.

Trump International — a high-profile tower with a full-service spa and classic luxury rooms.

Sheraton — family-friendly programming, larger room inventory, and a year-round indoor pool.

Trump International — smaller property footprint, focused dining and spa, and a high guest rating.
Sheraton Grand Chicago Riverwalk — it has far more meeting and ballroom space and capacity for large events.
Trump International Hotel & Tower Chicago lists a full-service spa on site; Sheraton Grand offers massage services but not a dedicated branded spa.
Yes — Sheraton Grand is explicitly marketed as family-friendly; Trump International is family-friendly per its supplier listing as 'family-friendly' (not adults-only).
Yes — Sheraton Grand has an indoor heated pool on the 7th floor; Trump International's supplier listing also notes an indoor pool (1).
Explore how Sheraton Grand Chicago Riverwalk stacks up against other hotels nearby:
vs. sites like Expedia, Hotels.com and other OTAs ·