Hotels in Oakland, Illinois

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Best hotels in Oakland

Oakland overview

Oakland is an urban area distinct for its beaches and known for its skyscrapers and shops. You'll enjoy the ample dining choices. Learn about local heritage at popular landmarks in the area like Willis Tower and John Hancock Center. Popular attractions like University of Chicago and McCormick Place are sure to leave an impression. If you're looking for a family- and business-friendly getaway, Oakland is for you.

Where to stay in Oakland

Whether you're planning to stay for a night or for the week, the area around Oakland has accommodations to fit every need. Search for hotels in Oakland with Hotels.com by checking our online map. Our maps display the areas and neighborhoods around all Oakland hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Oakland hotel deals are here with our lowest price guarantee.

How to get to Oakland

Fly in to Chicago, IL (MDW-Midway Intl.), 7.6 mi (12.3 km) from downtown Oakland. Chicago, IL (ORD-O'Hare Intl.) is the next closest major airport, 19 mi (30.5 km) away.

What to see around Oakland

Family-friendly attractions include:
  • • Adler Planetarium and Astronomy Museum
  • • John G. Shedd Aquarium
  • • Skydeck Ledge
  • • Navy Pier
  • • Harpo Studios
It's notable for its beaches, lakes, and top spots for nature lovers that include:
  • • Lake Meadows Park
  • • Washington Park
  • • Midway Plaisance
  • • Osaka Garden
  • • Northerly Island Park
Some top places to visit in the area include:
  • • University of Chicago
  • • McCormick Place
  • • Art Institute of Chicago
  • • Willis Tower
  • • Millennium Park

When to visit Oakland

If you're starting to plan your trip, you might be wondering when's the best time to visit. Here are the seasonal norms to help you decide when to go:

Seasonal temperature averages
  • January-March: 53°F day, 18°F night
  • April-June: 84°F day, 36°F night
  • July-September: 85°F day, 51°F night
  • October-December: 69°F day, 19°F night
Seasonal rainfall averages
  • January-March: 6.77 inches
  • April-June: 11.81 inches
  • July-September: 11.30 inches
  • October-December: 9.21 inches
  • Family
  • Business-friendly
  • Beaches
  • Dining
  • Shopping