Book the Best Hotels with POOL in Near North Side in 2026

Q: What are some accommodations with pools in Near North Side?

Embassy Suites by Hilton Chicago Downtown River North : Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Hyatt Centric Chicago Magnificent Mile : Hotel, 2-minute walk from Michigan Avenue. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Ritz-Carlton, Chicago : Hotel steps from Water Tower Place. Provides a full-service spa, a pool, and Smart TVs. Vacation Day Is Always A Great Idea! Two Great Units, Close to Willis Tower : Hotel, 8-minute walk from Michigan Avenue. Features complimentary wireless internet access, a communal pool, and televisions.

Check availability on Near North Side Hotels with a Pool

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Our top choices for Near North Side hotels with a pool

1. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

CA $261 total

includes taxes & fees

Sep 7 - Sep 8

2. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.

CA $258 total

includes taxes & fees

Sep 10 - Sep 11

3. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

CA $236 total

includes taxes & fees

Sep 7 - Sep 8

4. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

CA $253 total

includes taxes & fees

Sep 7 - Sep 8

5. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.

CA $318 total

includes taxes & fees

Sep 10 - Sep 11

6. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

Make a splash at this downtown Chicago hotel with an indoor pool, fitness centre, and stunning city views from each room.

CA $214 total

includes taxes & fees

Sep 10 - Sep 11

7. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Splash into downtown luxury at this Hampton Inn with stylish indoor pool and river proximity.

CA $292 total

includes taxes & fees

Sep 7 - Sep 8

8. Best Western River North Hotel

Downtown Chicago

Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness centre.

CA $222 total

includes taxes & fees

Sep 7 - Sep 8

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Choose what matters most at hotels with a pool in Near North Side

Breakfast included

4 stars

Top Near North Side Hotel Reviews

The Royal Sonesta Chicago River North

8/10 Good

"Friendly and helpful staff! Our room was clean and spacious and the hotel’s location made it an excellent home base for downtown sightseeing. Do be aware that the busy downtown location may mean it’s loud from street traffic (loud cars, alarms, sirens). Do wish they would change out the barn style bathroom doors because they don’t offer great privacy and were very difficult to slide. Overall very good"

Eurostars Magnificent Mile

8/10 Good

"I stayed a weekend at the hotel and upon entering there is a restaurant. The hotel check in is upstairs. I’m not a fan of that setup because I was confused as to where to go when my Lyft dropped me off. The staff is very nice and friendly. They interacted with guests in passing. In my room there was noticeable wear and tear. Overall the room was clean. I used the spa. You have to book with them for them to open the spa. It seems like a company rents the space out and comes to service you as needed. I enjoyed my spa experience. Lastly, the restaurant was okay. It didn’t have enough variety for me but the tomato soup and cheesecake I enjoyed."

The Whitehall Hotel, BW Premier Collection

8/10 Good

"This is an older hotel that shows some wear and tear, but I still felt it was a good value for what I paid. The staff was very kind and helpful. I arrived very late at night and a security guard walked me outside to show me where the parking garage was and waited for me outside after I parked. Great set from all employees!"

Frequently asked questions

What's it like visiting Near North Side?

If relaxing by the pool is your idea of the perfect getaway, you might want to think about lively Near North Side, which offers 51 places to stay with pools. While you're here, you can explore attractions like Navy Pier and Soldier Field, and then unwind poolside at one of the accommodations in Near North Side that guests like for their pools.

What are some accommodations with pools in Near North Side?

Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. The Ritz-Carlton, Chicago: Hotel steps from Water Tower Place. Provides a full-service spa, a pool, and Smart TVs. Vacation Day Is Always A Great Idea! Two Great Units, Close to Willis Tower: Hotel, 8-minute walk from Michigan Avenue. Features complimentary wireless internet access, a communal pool, and televisions.

How many pool hotels will I find in Near North Side?

Expedia's 51 hotels in Near North Side give you a great choice for your poolside getaway.

What is there to see and do in Near North Side?

Explore places like Navy Pier, Michigan Avenue, and Lake Michigan while you're in Near North Side. Make a point to visit attractions like Oak Street Beach and Chicago Children's Museum. Near North Side appeals to visitors with its beautiful river views, stunning architecture, and array of dining options.

When is the best time to book a hotel with a pool in Near North Side?

You may want to think about a place to stay that has an outdoor pool if you plan to visit in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 31°F.

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Check availability on Near North Side Hotels with a Pool

Our top choices for Near North Side hotels with a pool

1. Hilton Chicago/Magnificent Mile Suites

2. DoubleTree by Hilton Chicago - Magnificent Mile