Find Romantic Hotels in Winnetka, IL

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Check availability on Winnetka Romantic Hotels

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Winnetka Romantic Hotels

Top Winnetka Hotel Reviews

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Very walkable to many attractions. Close to many tourist attractions."
William 2-night trip
Posted 4 hours ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Frequently asked questions

Searching for romantic hotels in Winnetka?
Are you looking for a romantic escape? You might consider checking out some of the nearby sights and attractions such as Lake Michigan, Chocolate Box, or Maple Street Beach. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Winnetka?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Winnetka: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.
What is there to do in Winnetka?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all that Winnetka has to offer. Lake Michigan, Chocolate Box, and Maple Street Beach are worth a stop when you're out and about.
What's the best way to get to Winnetka and around town during my romantic getaway?
This information about transportation options in Winnetka might help your romantic trip go off without a hitch: If you're looking to fly to Winnetka, the closest major airport is Chicago, IL (PWK-Chicago Executive), located 8.4 mi (13.5 km) from the city center. To explore the surrounding area, ride one of the trains from Winnetka Station or Winnetka Indian Hill Station.