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Check availability on Bridgeport Romantic Hotels

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Bridgeport Romantic Hotels

American cuisine, al fresco dining
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1922)
"Awesome staff and great location "
United States
Luis C
The price is 2.197.037 ₫
3.198.386 ₫ total
includes taxes & fees
7 Dec - 8 Dec
The Godfrey Hotel Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3422)
"Great stay!"
United States
Rose
The price is 2.197.037 ₫
2.579.102 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2290)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
The price is 2.698.979 ₫
4.012.331 ₫ total
includes taxes & fees
7 Dec - 8 Dec
The Royal Sonesta Chicago River North
Exterior
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2597)
"Nice hotel and convenient location "
United States
RINA
The price is 3.670.565 ₫
5.152.686 ₫ total
includes taxes & fees
25 Dec - 26 Dec
InterContinental Chicago Magnificent Mile by IHG
Meeting facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1568)
"Professional staff, great location. "
United States
Kelly
The price is 3.787.907 ₫
5.237.694 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Sheraton Grand Chicago Riverwalk
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1042)
"Clean room Great location "
United States
ali
The price is 2.667.831 ₫
3.131.767 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Ivy Boutique Hotel
Bar (on property)
Omni Chicago Hotel

Omni Chicago Hotel

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1620)
"wonderful room and location！"
United States
Ruicong
The price is 4.829.746 ₫
6.443.832 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Omni Chicago Hotel
Front of property
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (56)
"We were there for a Bachelorette party and the hotel was at a great location for it! We could walk to so many nice restaurants and shops! The hotel staff was super friendly as well! "
United States
Baruni
The price is 3.340.394 ₫
4.695.393 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Talbott, Autograph Collection
Breakfast and dinner served
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (323)
"Great accommodation, staff really nice, room was spacious and very clean. Perfect location to walk just about anywhere, "
United States
Lizbeth
The price is 3.172.596 ₫
3.724.310 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Hilton Grand Vacations Club Chicago Magnificent Mile
Exterior
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2250)
"Great location, nice rooms, good dining/bar"
United States
Kari
The price is 4.485.367 ₫
6.039.302 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Sofitel Chicago Magnificent Mile
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 Bridgeport Hotel Reviews

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Frequently asked questions

Searching for romantic hotels in Bridgeport?
If you and your partner need a romantic holiday, we've got just the thing. If you want to explore the area, you might head to Bridgeport Art Center, Theatre on the Lake or Stephen A. Douglas Tomb and Memorial. If you're interested in staying close to a particular destination, you can sort by neighbourhood and proximity to top sights, so you'll be able to see everything on your list.
What is there to do in Bridgeport?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Bridgeport. Bridgeport Art Center, Theatre on the Lake and Stephen A. Douglas Tomb and Memorial are worth a stop when you're out and about.
What's the best way to get to Bridgeport and around town during my romantic getaway?
These transportation options in Bridgeport might help your romantic getaway go off without a hitch: Fly into Chicago Midway Airport (MDW), which is the closest major airport, located 5.8 mi (9.3 km) away. Make your way to Halsted Station (Orange Line) to catch the metro.