Book the Best Hotels with POOL in Ashburn in 2026

Q: What are some accommodations with pools in Ashburn?

Congress Plaza Hotel : Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection - Magnificent Mile : Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency O'Hare Chicago : Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool, and a sauna. The Chicago Hotel Collection Ambassador Gold Coast : Hotel, 4-minute walk from State Street. Provides 2 restaurants, an indoor pool, and a health club. Hilton Chicago/Magnificent Mile Suites : Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli.

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Our top choices for Ashburn hotels with a pool

Palmer House a Hilton Hotel

Downtown Chicago

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

CA $419 total

includes taxes & fees

Jul 1 - Jul 2

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 $284 total

includes taxes & fees

Jul 1 - Jul 2

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

CA $419 total

includes taxes & fees

Jul 2 - Jul 3

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness centre.

CA $374 total

includes taxes & fees

Jun 30 - Jul 1

Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

Downtown Chicago

Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.

CA $398 total

includes taxes & fees

Jul 7 - Jul 8

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.

CA $283 total

includes taxes & fees

Jul 1 - Jul 2

Hyatt Place Munster

Munster

Escape to the indoor oasis at this art deco hotel, where poolside relaxation meets modern comfort.

CA $241 total

includes taxes & fees

Jul 5 - Jul 6

Renaissance Chicago Downtown Hotel

Downtown Chicago

Splash into pure relaxation at this downtown hotel's indoor pool with loungers and fitness centre access.

CA $436 total

includes taxes & fees

Jul 2 - Jul 3

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Choose what matters most at hotels with a pool in Ashburn

Breakfast included

4 stars

Top Ashburn Hotel Reviews

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent

"The staff are very polite & humble easy to approach."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Stunning room, lobby, and spectacular views from the rooftop lounge. That being said, room service could’ve been more attentive. We asked for body wash for our room, as it was out when we checked in. Even after calling the front desk, this small request went unanswered. Barring that, it was a good stay. BYOS - Bring Your Own Soup."

Frequently asked questions

What are some accommodations with pools in Ashburn?

Congress Plaza Hotel: Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection - Magnificent Mile: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency O'Hare Chicago: Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool, and a sauna. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 4-minute walk from State Street. Provides 2 restaurants, an indoor pool, and a health club. Hilton Chicago/Magnificent Mile Suites: Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli.

What is there to see and do in Ashburn?

While you're in the area, consider exploring places like Soldier Field, Michigan Avenue, and Navy Pier. Enjoy a stroll along the shore at Rainbow Beach and Ohio Street Beach.

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

You may want to consider an accommodation that has an outdoor pool if you plan to visit 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 come to town during the coldest months of January, February, or December when the average temperature is 31°F.

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