Downtown Bridgeport Vacations from $399
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The Latest Downtown Bridgeport Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Milford
Price was $502, price is now $399 per person
$399
per person
Jun 5 - Jun 7
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.4/10 Very Good! (1,004 reviews)
Too noisy—you can hear I-95 traffic all night, and you can hear people moving around in adjacent rooms and the room above.
Other than that it was a good room and the hotel is pretty nice
Reviewed on Apr 21, 2026
Graduate by Hilton New Haven
Downtown New Haven
Save 100% on your flight
Price was $759, price is now $580 per person
$580
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.2/10 Wonderful! (980 reviews)
Everything was excellent—we had a great stay and would absolutely return. The only minor issue was that the mattresses felt a bit worn and slightly saggy and could use an update. There’s no on-site parking, but the parking garage is less than a 3-minute walk from the hotel, which was still very convenient.
Reviewed on May 1, 2026
Hyatus Luxury Residences City Crossing
The Hill
Price was $633, price is now $508 per person
$508
per person
Jun 5 - Jun 7
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (31 reviews)
Great stay with many amenities to enjoy within the building!
Reviewed on Apr 3, 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.
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 May 6 to May 7
$164 total
May 6 - May 7
Total with taxes and fees
9/10 Wonderful! (6 reviews)
The apartment is cute and cozy, but we had some issues with it. The oven didn't work. We found a pot in the oven that still had grease in it. We couldn't prop the window open so when we cooked (on the range) it got very smokey. The drawers had leftover trash & dirty linens from the last occupant ...
Reviewed on Apr 10, 2026
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $161 total per night from May 24 to May 25
$161 total
May 24 - May 25
Total with taxes and fees
9.2/10 Wonderful! (2,110 reviews)
Easy check in and check out. Staff were super nice! Found a stray hair in one of the beds under the covers but otherwise clean!
Reviewed on May 2, 2026
Omni New Haven Hotel at Yale
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $146 total per night from May 26 to May 27
$146 total
May 26 - May 27
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Beautiful property. Attentive staff.
Reviewed on May 2, 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.
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.