Downtown Bridgeport Vacations from $464
Book a Hotel + Flight or Car together to unlock savings
Photo by Mark Ferg
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Downtown Bridgeport Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Best Western Executive Hotel Of New Haven - West Haven
Price was $555, price is now $464 per person
$464
per person
May 21 - May 23
found 4 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
8/10 Very Good! (1,574 reviews)
Our room was clean and the staff friendly and helpful. The only issue we had was a leaky refrigerator. Other than that, the hot breakfast was tasty and the location easy to find, since it's right off the highway.
Reviewed on Apr 7, 2026
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was $646, price is now $493 per person
$493
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8/10 Very Good! (1,007 reviews)
Great place to stay on the shoreline. Privately owned so you.are supporting local businesses!
Reviewed on Apr 10, 2026
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Hill
Price was $1,150, price is now $921 per person
$921
per person
May 21 - May 23
found 4 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
9.6/10 Exceptional! (67 reviews)
The rooms are spacious and clean, kitchen is fully equipped for those who want to cook.
Reviewed on Mar 29, 2026
Cambria Hotel New Haven University Area
West River
Price was $732, price is now $619 per person
$619
per person
May 21 - May 23
found 4 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
8.8/10 Excellent! (1,032 reviews)
Great location. So many awesome restaurants around. Walking distance to Yale university. Clean room. Restaurant onsite as well. We really enjoyed the stay.
Reviewed on Apr 10, 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
$175 nightly
The price is $198 total per night from Apr 14 to Apr 15
$198 total
Apr 14 - Apr 15
Total with taxes and fees
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $143 total per night from May 3 to May 4
$143 total
May 3 - May 4
Total with taxes and fees
9.2/10 Wonderful! (2,082 reviews)
Great
Reviewed on Apr 11, 2026
Hyatt Place Milford / New Haven
190 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Apr 19 to Apr 20
$122 total
Apr 19 - Apr 20
Total with taxes and fees
8.6/10 Excellent! (1,289 reviews)
The breakfast is excellent. A lot of choices. The room is spacious and clean. The staff are nice.
Reviewed on Apr 6, 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.