Find Romantic Hotels in West Town, IL

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Compare West Town Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Ruby Room
Room

Ruby Room

2.5 star property
7.8 out of 10, Good, (592)
"Quaint room located in the Wicker Park. Great way to experience the neighborhood. Walking distance to the Salt Shed which worked great for us. Steep staircase up to room but I felt they were open about this. Perfect for our weekend visit!"
The price is AED 464
AED 545 total
includes taxes & fees
23 Dec - 24 Dec
Ruby Room
Wicker Park Inn
Room

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (238)
"This was the second time that I stayed at this property. The rooms are so beautiful and all the people are so friendly. I love the area and easy access to parking, would definitely stay here again and again! :)"
The price is AED 714
AED 838 total
includes taxes & fees
2 Jan - 3 January 2025
Wicker Park Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Searching for romantic hotels in West Town?
If you and your partner need a romantic vacation, we’ve got just the thing. Our guests also enjoy West Town for its live music and theater scene. If you want to explore the area, you might head to The Salt Shed, Humboldt Park, or Milwaukee Avenue. If you’d like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you’ll be able to see everything on your list.
How many romantic hotels are there in West Town?
Expedia has 6 romantic West Town hotels for you both to enjoy.
When is the best time to visit West Town?
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 West Town?
There’s nothing better than experiencing a new place with your sweetheart, so consider checking out all that West Town has to offer. Couples looking to explore some cultural attractions will enjoy West Town for its live music and theater scene. If you want to spend a day exploring, you might consider a stop at The Salt Shed, Humboldt Park, or Milwaukee Avenue.
What's the best way to get to West Town and around town during my romantic getaway?
These transportation options in West Town might help your romantic getaway go off without a hitch: If you’re looking to fly in, the closest major airport is Chicago Midway Airport (MDW), located 8.5 mi (13.6 km) away. Walk to nearby metro stations like Division Station, Damen Station, and Chicago Station (Blue Line).