Find Romantic Hotels in Sleepy Hollow, IL

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Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Great Location - Great Room and Great Service - cannot ask for more. "
Mark 3-night trip
Posted 5 hours ago
Fairmont Chicago at Millennium Park

Frequently asked questions

Searching for romantic hotels in Sleepy Hollow?
If you and your partner need a romantic escape, we've got just the thing. If you want to see some sights and attractions in the greater Sleepy Hollow area, you might head to Michigan Avenue, Navy Pier, or Wrigley Field. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time to visit Sleepy Hollow?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Driest months: November, January, February, and December
  • Rainiest months: June, May, April, and October
What is there to do in Sleepy Hollow?
There's nothing better than wandering around a new place with your sweetheart, so consider checking out all that Sleepy Hollow has to offer. There's plenty to see in the greater Chicago area, so you might plan to visit Michigan Avenue, Navy Pier, or Wrigley Field.