Downtown Bridgeport Vacations from $312
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The Latest Downtown Bridgeport Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hamden Hotel and Suites – Hamden New Haven
Price was $397, price is now $312 per person
$312
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
13.2/10 Exceptional! (1,010 reviews)
Very nice room -
Though TV not working, but we did not miss it and Front Counter Manager had advised if that was case she would come right over to fix problem
Staff very helpful
Reviewed on Nov 19, 2025
Clarion Inn
Price was $489, price is now $365 per person
$365
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
15.2/10 Exceptional! (1,002 reviews)
Staff friendly, continental breakfast very good. Shower drain was very clogged with hair and water not going down so I did their job and handled it and the gym is in pretty bad shape- overall the stay was pleasant
Reviewed on Nov 8, 2025
Graduate by Hilton New Haven
Downtown New Haven
Save 100% on your flight
Price was $850, price is now $636 per person
$636
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
18.4/10 Exceptional! (908 reviews)
Nice throwback hotel. Room was spotless, much old school charm. Check in was a little bumpy, otherwise a good stay.
Reviewed on Nov 17, 2025
Where to stay in Downtown Bridgeport
Find the best Downtown Bridgeport areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Bridgeport
Black Rock Historic District
Travelers enjoy Black Rock Historic District for its beaches and restaurants. Consider checking out Longfellow Park while you're in the area.
Downtown Bridgeport Hotel Deals
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Bridgeport CT
$145 nightly
The price is $164 total per night from Nov 24 to Nov 25
$164 total
Nov 24 - Nov 25
Total with taxes and fees
Holiday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel
1070 Main St Bridgeport CT
Love this property. Walking distance to MetroNorth, and surrounded by much of what u may need. The only disappointment was that the pool was closed, but in the midst of a pandemic surge what can you do. Perfect fo a weekend getaway if you dont drive.
Reviewed on Jan 26, 2022
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Bridgeport CT
$203 nightly
The price is $230 total per night from Nov 22 to Nov 23
$230 total
Nov 22 - Nov 23
Total with taxes and fees
9.4/10 Exceptional! (7 reviews)
My husband and I enjoyed staying at this beautiful studio. It was truly a great retreat before my surgery for cancer. The hosts were prompt in communicating but even more thoughtful in their approach to our comfort for the stay. We decided to park in the parking garage next to the building, as we ...
Reviewed on Oct 12, 2025
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.
Discover the most popular places to visit in Downtown Bridgeport
Bridgeport Downtown South Historic District
You can learn about the history of Bridgeport with a stop at Bridgeport Downtown South Historic District. Experience the live music and theater scene in this walkable area.
Seaside Park
If a restful vacation is part of your travel plans, Seaside Park might be the perfect place to seek out during your trip to Bridgeport. Amble around the area's parks or experience its live music.
Hartford HealthCare Amphitheater
Catch an event at Hartford HealthCare Amphitheater during your trip to Bridgeport. Stroll along the beautiful beaches or attend a sporting event in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.