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

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Check availability on Lakeview Romantic Hotels

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

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 AED 544
AED 638 total
includes taxes & fees
26 Oct - 27 Oct
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 AED 444
AED 522 total
includes taxes & fees
28 Oct - 29 Oct
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 AED 1,021
AED 1,199 total
includes taxes & fees
9 Nov - 10 Nov
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)
The price is AED 731
AED 858 total
includes taxes & fees
9 Nov - 10 Nov
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 AED 249
AED 440 total
includes taxes & fees
2 Nov - 3 Nov
The Villa Toscana
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

6. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (68 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
The price is AED 384
AED 783 total
includes taxes & fees
13 Oct - 14 Oct
Chic Urban Retreat Near Wrigley Field w/Parking
A modern building with a large dome and circular design, surrounded by a landscaped area with trees and a water body.

7. Expertly designed 2BR Art Deco sanctuary.

Expertly designed 2BR Art Deco sanctuary.
Lakeview
9.4 out of 10, Exceptional, (18 reviews)
"Great place! Highly recommended!"
United States
Keith N.
The price is AED 414
AED 1,709 total
includes taxes & fees
9 Nov - 10 Nov
Expertly designed 2BR Art Deco sanctuary.
A modern kitchen with stainless steel appliances, a built-in oven, and a dining area with bar stools.

8. Premier 9BR Art Deco manor with garage.

Premier 9BR Art Deco manor with garage.
Lakeview
7.4 out of 10, Good, (3 reviews)
"Check in seamless, property was clean and very well appointed, and hosts were responsive, professional and polite. Can’t ask for much more. "
United States
Joel D.
The price is AED 1,977
AED 7,128 total
includes taxes & fees
2 Nov - 3 Nov
Premier 9BR Art Deco manor with garage.
A modern building with a large dome and circular design, surrounded by a landscaped area with trees and a water body.

9. Expertly designed 5BR Art Deco duplex with garage.

Expertly designed 5BR Art Deco duplex with garage.
Lakeview
10.0 out of 10, Exceptional, (2 reviews)
"I loved our stay at this home! The location is unbelievable for any event at Wrigley. The duplex is really well-decorated and the hosts were very thoughtful. Our party of 5 had tons of space to stay, and we had a few friends over to make use of the poker table! The space is amazing for a group trip or small gathering. Would definitely stay here again!"
United States
Anonymous traveler
The price is AED 1,001
AED 3,905 total
includes taxes & fees
2 Nov - 3 Nov
Expertly designed 5BR Art Deco duplex with garage.
A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

10. 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 AED 631
AED 750 total
includes taxes & fees
3 Nov - 4 Nov
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 less than an 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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