Find Romantic Hotels in Gross Point, Chicago from CA $46

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Gross Point Romantic Hotels

Tonight
Aug 3 - Aug 4
Tomorrow
Aug 4 - Aug 5
Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17

Top Gross Point Romantic Hotels

We don't have any properties that match your exact search

Recommended hotels in Gross Point

The Chicago Hotel Collection Ambassador Gold Coast
Enjoy a romantic breakfast on the balcony with a city view, surrounded by a selection of cheeses, fresh fruits, and nuts.

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1063)
"Great place to stay, would definitely recommend and stay here again "
The price is CA $46
CA $248 total
includes taxes & fees
Aug 4 - Aug 5
The Chicago Hotel Collection Ambassador Gold Coast
Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2052)
"Beautiful property, will definitely stay there again."
The price is CA $243
CA $325 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Chicago Hotel Collection - Magnificent Mile
Relax in a serene urban setting with a spacious seating area and unobstructed city views.

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1134)
"Enjoyed staying here!"
The price is CA $46
CA $248 total
includes taxes & fees
Aug 4 - Aug 5
The Chicago Hotel Collection - Magnificent Mile
Claridge House
Experience the hotel's elegant lobby, featuring a reception area, comfortable seating, and a unique rug with the hotel's logo.

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1291)
"A wonderful hotel in a great location!"
The price is CA $135
CA $199 total
includes taxes & fees
Sep 1 - Sep 2
Claridge House
FOUND Hotel Chicago River North
Experience the vibrant atmosphere of this historic building, featuring ornate details and a lively dining and entertainment area.

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very good, (164)
"Great stay"
The price is CA $152
CA $179 total
includes taxes & fees
Aug 24 - Aug 25
FOUND Hotel Chicago River North
Freehand Chicago
Relax in style with plush seating and a classic design, featuring a sofa, armchairs, and a bookshelf.

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2141)
"Location was just what needed and at an affordable price "
The price is CA $147
CA $238 total
includes taxes & fees
Aug 24 - Aug 25
Freehand Chicago
The Chicago Hotel Collection River North
Enjoy a casual coffee break in our cozy coffee shop with a menu board, seating area, and unique decor.

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (538)
"It was a wonderful place to stay! "
The price is CA $93
CA $222 total
includes taxes & fees
Aug 4 - Aug 5
The Chicago Hotel Collection River North
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Experience the sleek, modern architecture of this urban hotel, featuring a prominent marquee sign and vertical windows.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3628)
"Great stay. "
The price is CA $198
CA $232 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Chicago Downtown/Magnificent Mile
The Godfrey Hotel Chicago
Enjoy a drink at the bar, where a geometric ceiling structure and contemporary design create a welcoming atmosphere.

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1887)
"Great hotel in a great location. Would definitely stay again "
The price is CA $186
CA $251 total
includes taxes & fees
Sep 2 - Sep 3
The Godfrey Hotel Chicago
Millennium Knickerbocker Chicago
Experience the grandeur of our lobby, featuring a stunning chandelier, comfortable seating, and a beautiful staircase.

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1920)
"Great stay"
The price is CA $175
CA $238 total
includes taxes & fees
Aug 24 - Aug 25
Millennium Knickerbocker 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.

Top Gross Point Hotel Reviews

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Thanks beautiful place "
Myriam 3-night trip
Posted 7 hours ago
Crowne Plaza Chicago West Loop by IHG

Frequently asked questions

Searching for romantic hotels in Gross Point?
If you and your partner need some romantic time away, we've got just the ticket. If you want to get out and explore the larger area, you might head to Wrigley Field, Michigan Avenue, or Navy Pier. If you're interested in staying near a particular destination, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time to visit Gross Point?
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, December, and February
  • Rainiest months: May, June, April, and October
What is there to do in Gross Point?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Gross Point has to offer. There's plenty to see in the greater Wilmette area, so you might plan to visit Wrigley Field, Michigan Avenue, or Navy Pier.
What's the best way to get to Gross Point and around town during my romantic getaway?
These transportation options in Gross Point might help your romantic getaway go off without a hitch: Make your way to Gross Point with a flight to Chicago O'Hare Intl. Airport (ORD), which is the closest major airport located 11.7 mi (18.9 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.