A modern glass building with a wooden walkway leading to it.

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Check availability on Lakeview Romantic Hotels

This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Lakeview romantic hotels

A modern interior with a sofa, a coffee table, and a wall of wine bottles.

1. The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville
3.5 star property
Lakeview
7.4 out of 10, Good, (1,001 reviews)
"PERFECT place to stay for a visit to Wrigley Field! Great atmosphere! Great location!"
United States
Rob
The price is NT$4,727
NT$5,549 total
includes taxes & fees
Oct 26 - Oct 27
The Chicago Hotel Collection - Wrigleyville
A staircase with white railings and a chandelier.

2. The Den Hotel

The Den Hotel
2.0 star property
Lakeview
8.4 out of 10, Very good, (120 reviews)
"The hotel is very well located for train and bus service and room was quiet for sleeping"
United States
David
The price is NT$4,484
NT$5,264 total
includes taxes & fees
Oct 12 - Oct 13
The Den Hotel
A bar area with multiple seating options, including bar stools and round tables, with a variety of bottles and glasses on the bar counter.

3. Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hotel Zachary Chicago, a Tribute Portfolio Hotel
4.0 star property
Lakeview
9.6 out of 10, Exceptional, (1,002 reviews)
"Great location, would definitely stay again!"
United States
Logan
The price is NT$8,882
NT$10,427 total
includes taxes & fees
Nov 9 - Nov 10
Hotel Zachary Chicago, a Tribute Portfolio Hotel
An outdoor patio area with brick flooring, outdoor seating, and potted plants.

4. Best Western Plus Hawthorne Terrace Hotel

Best Western Plus Hawthorne Terrace Hotel
3.0 star property
Lakeview
9.0 out of 10, Wonderful, (1,002 reviews)
"Enjoyed our stay and would recommend to others."
United States
Barbara
The price is NT$6,356
NT$7,461 total
includes taxes & fees
Nov 9 - Nov 10
Best Western Plus Hawthorne Terrace Hotel
A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

5. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (682 reviews)
"Nice house set back from the street. Clean room. Nice atmosphere. Would stay again."
United States
John
The price is NT$2,339
NT$4,023 total
includes taxes & fees
Nov 2 - Nov 3
The Villa Toscana
A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

6. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,226 reviews)
"The room was clean and the building was nostalgic."
United States
John
The price is NT$5,479
NT$6,514 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Vacation Club Hotel Blake Chicago
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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Top Lakeview Hotel Reviews

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

8/10 Good
"The staff was lovely as was the room. The lobby area is in need of a serious renovation, but otherwise, it’s a great property."
Marjorie 2-night trip
Posted 1 hour ago
Sports Illustrated Resorts Chicago

Frequently asked questions

Searching for romantic hotels in Lakeview?
Are you looking for a romantic vacation? Couples choose Lakeview for its scenic lake views and popular theater scene. If you're a pair that loves cultural attractions, you might check out Theater Wit, Vic Theatre, or Athenaeum Theatre. Whether you want to be pampered with breakfast in bed or watch the sunset from your balcony, you'll be sure to find your ideal accommodation in Lakeview to make for the perfect couples' weekend.
What's the best accommodation for a couple visiting Lakeview?
Chicago Guest House Wrigleyville is a favorite hotel for couples, and features free WiFi and free parking.
What is there to do in Lakeview?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Lakeview. Couples looking for a little of everything will enjoy Lakeview for its theater scene, opera houses, and bars. You might consider a visit to Wrigley Field, Lake Michigan, or Theater Wit.
What's the best way to get to Lakeview and around town during my romantic getaway?
This information about transportation options in Lakeview might help your romantic getaway go off without a hitch: Fly into Chicago Midway Airport (MDW), which is the closest major airport, located 11.5 mi (18.6 km) away. You can walk to nearby metro stations including Southport Station, Addison Station (Red Line), and Belmont Station (Red Line).

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