Search Deals on
Bridgeport Vacation Packages

Build your package with 2 more options

Bridgeport Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
Price was $457, price is now $410 per person
$410
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Seabluff Beach and Oak Street Beach are located nearby.

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
Price was $1,168, price is now $980 per person
$980
per person
Dec 24 - Dec 28
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater are located nearby.
Bed had no mattress cover but was very comfortable. Only one working lamp. Vents could use a good cleaning. I would recommend it and would stay again.

Reviewed on Oct 25, 2026

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Price was $834, price is now $727 per person
$727
per person
Dec 24 - Dec 28
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and free bicycles on site. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Art Plus Studio and Harkness Tower are located nearby.

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Price was $1,681, price is now $1,497 per person
$1,497
per person
Dec 24 - Dec 27
found 7 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Beardsley Zoo are located nearby.

New Haven Hotel

New Haven Hotel

3.5 out of 5
Price was $746, price is now $672 per person
$672
per person
Dec 24 - Dec 28
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.

Mayflower Motel Milford

Mayflower Motel Milford

2 out of 5
Price was $542, price is now $489 per person
$489
per person
Dec 20 - Dec 23
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Bowlero Milford are located nearby.

Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
Price was $1,057, price is now $960 per person
$960
per person
Dec 24 - Dec 28
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Great location if visiting Yale. Felt very safe.

Reviewed on Nov 8, 2026

Bridgeport Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $834, price is now $727 per person
$727
per person
Dec 24 - Dec 28
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Price was $1,168, price is now $980 per person
$980
per person
Dec 24 - Dec 28
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $1,681, price is now $1,497 per person
$1,497
per person
Dec 24 - Dec 27
found 7 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, found 2 hours ago
$148
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Dec 7, priced at $148 found 2 hours ago
Breeze Airways
Fri, Dec 11 - Sun, Dec 13
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Dec 11 from Tampa Intl. to Tweed - New Haven Regional, returning Sun, Dec 13, priced at $179 found 1 day ago
Avelo Airlines
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$183 Roundtrip, just found
$183
Roundtrip
just found
Select Avelo Airlines flight, departing Fri, Dec 25 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Dec 31, priced at $183 just found
Breeze Airways
Fri, Jan 22 - Mon, Jan 25
TPA
Tampa Intl.
HPN
Westchester County
$193 Roundtrip, found 10 hours ago
$193
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Jan 22 from Tampa Intl. to Westchester County, returning Mon, Jan 25, priced at $193 found 10 hours ago