Downtown Bridgeport Vacations from $475
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The Latest Downtown Bridgeport Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hyatus Luxury Residences City Crossing
The Hill
$574
per person
Dec 18 - Dec 21
found 20 hours 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
Mayflower Inn & Spa, Auberge Collection
$3,183
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
El Paso (ELP) to New Haven (HVN)
9.4/10 Exceptional! (65 reviews)
Everything was perfect—the room, the service, the restaurant, the spa; everything was perfect. An unforgettable experience.
Reviewed on Sep 13, 2026
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Hill
$637
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.6/10 Exceptional! (88 reviews)
Overall, we really enjoyed our stay. The property was just as advertised—spacious, clean, modern, and comfortable, with a nice view of New Haven and a great location convenient to shops and the Yale campus. The apartment was thoughtfully stocked with toiletries, kitchen essentials, linens, and plenty of towels, which was a nice touch.
Check-in involved several steps with door codes, garage access, and parking passes, so it took a little more effort than we expected after a long day of travel, but everything worked out fine. The building itself was very quiet, although some road traffic could be heard from the apartment at times.
Overall, this was a comfortable, well-equipped, and conveniently located place to stay, and we would happily recommend it to others visiting New Haven.
Reviewed on Oct 6, 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
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.
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.
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.
Black Rock Gardens Historic District
Black Rock Gardens Historic District is well-liked for its beaches and waterfront. If you're hoping to see more of the larger area, Seaside Beach and Jennings Beach are some interesting sights nearby to check out.
Downtown Bridgeport Hotel Deals
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Bridgeport CT
$173 nightly
$196 total
Oct 20 - Oct 21
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Bridgeport CT
$205 nightly
$232 total
Oct 18 - Oct 19
Total with taxes and fees
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$135 nightly
$155 total
Oct 27 - Oct 28
Total with taxes and fees
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.
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.
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.
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.