Downtown Bridgeport Vacations from $643
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The Latest Downtown Bridgeport Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Landing Apartments New Haven Near Dixwell
Newhallville
$873
per person
Dec 30 - Jan 2
found 6 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
Hyatus Luxury Residences City Crossing
The Hill
$920
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.4/10 Exceptional! (34 reviews)
Fast and effective check-in, great amenities in the building. Kitchen well furnished.
Overall great experience.
Reviewed on Oct 11, 2026
Landing Furnished Apartment Near Yale University
Downtown New Haven
$747
per person
Dec 30 - Jan 2
found 6 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
2/10 (2 reviews)
Check in automated, but the key box was broken and it took me 30 on the phone with IT to get the keys. When I entered the apartment a water leak in the city had destroyed a chunk of the ceiling and there was a mess of drywall and dirty water on the floor. The firm tried to relocate me an hour away before promising to clean up and repair the problem while I was out, but maintenance never arrived. We had to book a hotel nearby. These people are incompetent
Reviewed on Sep 14, 2026
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
West End - West Side
While West End - West Side might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Seaside Beach and Seaside Park.
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.
South End
3 out of top 10 points of interest in this area
While visiting South End, you might make a stop by sights like Seaside Park and Seaside Beach.
East End
While there might not be top attractions in East End, you can explore the larger area and discover places like Total Mortgage Arena and Hartford HealthCare Amphitheater.
North End
While visiting North End, you might make a stop by sights like Discovery Museum and The Adventure Park at Discovery Museum.
Downtown Bridgeport Hotel Deals
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Bridgeport CT
$147 nightly
$166 total
Oct 25 - Oct 26
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Bridgeport CT
$139 nightly
$157 total
Oct 27 - Oct 28
Total with taxes and fees
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$132 nightly
$152 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (2,389 reviews)
"Always a great place to stay with excellent rates."
Reviewed on Oct 22, 2026
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.
Stay near popular Downtown Bridgeport attractions
Bridgeport Downtown South Historic District
8.0/10 (5 reviews)
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.
Hartford HealthCare Amphitheater
7.8/10 (7 reviews)
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.
Total Mortgage Arena
8.4/10 (77 reviews)
Catch an event at Total Mortgage Arena during your trip to Bridgeport. Amble around this family-friendly area's beautiful beaches or attend a sporting event.
Barnum Museum
You can spend time exploring the galleries in Barnum Museum in Bridgeport. Stroll along the beautiful beaches or attend a sporting event in this family-friendly area.
Downtown Cabaret Theatre
8.6/10 (4 reviews)
You can enjoy a show at Downtown Cabaret Theatre during your trip to Bridgeport. Amble around this family-friendly area's beautiful beaches or attend a sporting event.
Housatonic Museum of Art
You can spend time browsing the exhibits at Housatonic Museum of Art in Bridgeport. Amble around this family-friendly area's beautiful beaches or attend a sporting event.
Baldwin Plaza Shopping Center
You can browse for the perfect souvenirs at Baldwin Plaza Shopping Center during your stay in Bridgeport. Amble around this family-friendly area's beautiful beaches or attend a sporting event.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.