Book the Best Hotels with POOL in West Town in 2026

Q: What are some accommodations with pools in West Town?

River Hotel : Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. The Chicago Hotel Collection Ambassador Gold Coast : Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.

A train at a station with a cityscape in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on West Town Hotels with a Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for West Town hotels with a pool

A rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.

1. The Robey, Chicago, a Member of Design Hotels

West Town

Seasonal outdoor pool paradise at the Art Deco Robey Hotel with poolside bar and views of Chicago's art scene.

CA $381 total

includes taxes & fees

Oct 4 - Oct 5

A modern indoor swimming pool with clear blue water, large windows offering city views, and a poolside area with chairs and a sun lounger.

2. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Splashy indoor pool luxury awaits with designer touches in Chicago's West Loop scene.

CA $327 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

3. Palmer House a Hilton Hotel

Downtown Chicago

Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.

CA $365 total

includes taxes & fees

Oct 31 - Nov 1

A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

4. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.

CA $409 total

includes taxes & fees

Oct 31 - Nov 1

A rooftop pool area with lounge chairs and a view of the city skyline.

5. The Hoxton, Chicago

Downtown Chicago

Take a dip in the seasonal rooftop pool while sipping craft cocktails at this urban Chicago retreat.

CA $498 total

includes taxes & fees

Nov 1 - Nov 2

A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.

6. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Splash into urban relaxation at this West Loop hotel's stylish indoor pool, where sun loungers invite post-sightseeing unwinding.

CA $404 total

includes taxes & fees

Oct 30 - Oct 31

An indoor swimming pool with a high ceiling and skylights, surrounded by lounge chairs and a tiled floor.

7. voco Chicago Downtown - Riverwalk by IHG

Downtown Chicago

Dive into the Chicago downtown hotel's refreshing indoor pool and sauna for ultimate relaxation.

CA $339 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with lounge chairs and a sofa, large windows with a view of the city, and a high ceiling with skylights.

8. The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

CA $241 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Choose what matters most at hotels with a pool in West Town

Breakfast included

4 stars

Top West Town Hotel Reviews

Eurostars Magnificent Mile

10/10 Excellent

"Amazing"

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"I took a chance on this hotel and I am glad I did. It was right in the center of EVERYTHING! We rented a car, but never drove it because everything we wanted to see and do was within walking distance. I paid for the upgrade and was able to check in early, which was perfect considering my flight arrived at 7:55AM. We had free breakfast, two cocktails daily & 4 bottles of water per day, along with late check out. However, the only drawback was we had no hot water the entire 4 days I was there. They managed to fix it and we had one night of hot water, but every day after was luke warm. Overall it was a great stay, location and experience."

Frequently asked questions

What are some accommodations with pools in West Town?

River Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.

What is there to see and do in West Town?

Explore places like Wrigley Field, Navy Pier, and Soldier Field while you're in the area. The picturesque setting of Humboldt Park and Wood Street Gallery showcase the area's natural beauty. From live music to theater scene, West Town has many things to see and do that everybody will appreciate.

When is the best time to book a hotel with a pool in West Town?

You may want to consider an accommodation with an outdoor swimming pool if you'll be visiting in the warmest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 31°F.

Explore a world of travel with Expedia

Chicago Vacations

Book Hotels in West Town on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on West Town Hotels with a Pool

Our top choices for West Town hotels with a pool

1. The Robey, Chicago, a Member of Design Hotels