Search Deals onDowntown Bridgeport Vacation Packages
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Downtown Bridgeport Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hampton Inn Milford
Save 100% on your flight
Price was $581, price is now $454 per person
$454
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Milford Green and Port Milford are located nearby.
Madison Beach Hotel
Madison Center
Price was $1,749, price is now $1,459 per person
$1,459
per person
Oct 10 - Oct 14
found 12 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to New Haven (HVN)
Stay at this 4-star beach hotel in Madison. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Deacon John Grave House and Anna Mia's are located nearby.
Beechmont - Perfect for Family Retreat!
Save 100% on your flight
Price was $2,637, price is now $1,607 per person
$1,607
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 5-star luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Glenwood Park are located nearby.
Luxury Apartments by Hyatus at Pierpont
The Hill
Save 100% on your flight
Price was $1,405, price is now $1,035 per person
$1,035
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shubert Theater and Trinity Church on the Green are located nearby.
Graduate by Hilton New Haven
Downtown New Haven
Save 100% on your flight
Price was $1,181, price is now $876 per person
$876
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star 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 Yale University Art Gallery and Yale Repertory Theater are located nearby.
Omni New Haven Hotel at Yale
Downtown New Haven
Save 100% on your flight
Price was $1,357, price is now $1,026 per person
$1,026
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and New Haven Green are located nearby.
Cambria Hotel New Haven University Area
West River
Save 100% on your flight
Price was $642, price is now $497 per person
$497
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yale University Art Gallery and Yale Repertory Theater are located nearby.
Trumbull Marriott Shelton
Save 100% on your flight
Price was $672, price is now $527 per person
$527
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this hotel in Trumbull. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Roosevelt Forest and Boothe Memorial Park and Museum are located nearby.
3-4 Night Vacations in Downtown Bridgeport
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Downtown Bridgeport
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Downtown Bridgeport
Holiday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel
1070 Main St, Bridgeport, CT
Stay at this 4-star business-friendly hotel in Bridgeport. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Bridgeport Downtown ...
Norwalk Inn & Conference Center
99 East Avenue, Norwalk, CT
Stay at this 4-star hotel in Norwalk. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the bar in our reviews. Popular ...
Trumbull Marriott Shelton
180 Hawley Ln, Trumbull, CT
Stay at this hotel in Trumbull. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Save an average of 15% on thousands of hotels when you're signed in
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd, West Haven, CT
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 ...
Omni New Haven Hotel at Yale
155 Temple St, New Haven, CT
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Cambria Hotel New Haven University Area
20 Dwight Street, New Haven, CT
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
La Quinta Inn & Suites by Wyndham New Haven
400 Sargent Dr, New Haven, CT
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
New Haven Hotel
229 George Street, New Haven, CT
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Sep 6 - Wed, Sep 10
MCO
Orlando Intl.
ISP
MacArthur
$82 Roundtrip, found 4 days ago
$82
Roundtrip
found 4 days ago
Tue, Sep 9 - Thu, Sep 11
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$82 Roundtrip, found 6 days ago
$82
Roundtrip
found 6 days ago
Sat, Sep 13 - Sat, Sep 20
TPA
Tampa Intl.
ISP
MacArthur
$108 Roundtrip, found 6 days ago
$108
Roundtrip
found 6 days ago
Sat, Sep 27 - Mon, Sep 29
TPA
Tampa Intl.
HPN
Westchester County
$109 Roundtrip, found 1 day ago
$109
Roundtrip
found 1 day ago
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