Downtown Bridgeport Vacations from $333

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The Latest Downtown Bridgeport Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $485, price is now $333 per person
$333
per person
Dec 11 - Dec 14
found 1 hour ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
8.4/10 Very Good! (1,002 reviews)
Comfy bed and great view. Nice staff.

Reviewed on Oct 2, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $3,617, price is now $2,079 per person
$2,079
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to New Haven (HVN)
No reviews
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $590, price is now $458 per person
$458
per person
Nov 6 - Nov 9
found 10 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to New Haven (HVN)
8.2/10 Very Good! (1,008 reviews)
Type of room booked was not available at check in

Reviewed on Oct 3, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Price was $620, price is now $489 per person
$489
per person
Dec 14 - Dec 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New Haven (HVN)
9.4/10 Exceptional! (316 reviews)
the staff was exceptional and our dinner was very good

Reviewed on Sep 17, 2025

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $771, price is now $642 per person
$642
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
8.8/10 Excellent! (1,092 reviews)
This hotel was convenient for us because it is located close to family. The room was clean, and the front desk staff were very helpful. During our stay, on a Friday night, tnere was a lot of loud noise from a nearby room. We called the front desk, and they handled the matter. The free breakfast was good.

Reviewed on Oct 2, 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
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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.

Find hotels in West End - West Side

Downtown Bridgeport Hotel Deals

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue, Norwalk, CT
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $141 total per night from Oct 19 to Oct 20
$141 total
Oct 19 - Oct 20
Total with taxes and fees
8.6/10 Excellent! (1,323 reviews)
"Beautiful hotel"

Reviewed on Oct 2, 2025

Norwalk Inn & Conference Center
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $160 total per night from Oct 26 to Oct 27
$160 total
Oct 26 - Oct 27
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
"The room was nice and clean. Very accomodating"

Reviewed on Oct 3, 2025

Trumbull Marriott Shelton
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $192 total per night from Oct 19 to Oct 20
$192 total
Oct 19 - Oct 20
Total with taxes and fees
8.4/10 Very Good! (1,016 reviews)
"Charged for WiFi. Hotel crowded with uncourteous group members in packs - made elevators slow."

Reviewed on Sep 29, 2025

Omni New Haven Hotel at Yale
See all 978 properties in Downtown Bridgeport
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Downtown Bridgeport

Bridgeport Downtown South Historic District

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.

Bridgeport Downtown South Historic District
Gathering of the vibes 2014

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.

Seaside Park

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.

Hartford HealthCare Amphitheater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.