Search Deals on
Downtown Bridgeport Vacation Packages

Photo by ‎‎Melly H

Downtown Bridgeport Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $397, price is now $283 per person
$283
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Southington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Panthorn Park and Cheshire Hollow Farm are located nearby.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Price was $2,261, price is now $1,533 per person
$1,533
per person
Nov 20 - Nov 24
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.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $1,367, price is now $1,095 per person
$1,095
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
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 the convenient parking in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $804, price is now $670 per person
$670
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star 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 Westfield Connecticut Post Mall and Milford Plaza Shopping Center are located nearby.
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
The Hill
Price was $2,431, price is now $2,042 per person
$2,042
per person
Nov 20 - Nov 24
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 White Space Gallery are located nearby.
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
Long Wharf
Price was $518, price is now $441 per person
$441
per person
Nov 20 - Nov 24
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 breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Long Wharf Theatre and Wooster Square are located nearby.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $399, price is now $286 per person
$286
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Crystal Bees and Hawks Landing Country Club are located nearby.
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $430, price is now $319 per person
$319
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Barnes Museum and Southington Public Library are located nearby.

3-4 Night Vacations in Downtown Bridgeport

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $804, price is now $670 per person
$670
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Price was $2,261, price is now $1,533 per person
$1,533
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $1,367, price is now $1,095 per person
$1,095
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
The Hill
Price was $2,431, price is now $2,042 per person
$2,042
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)

5-7 Night Vacations in Downtown Bridgeport

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

3 out of 5
Price was $486, price is now $449 per person
$449
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $651, price is now $534 per person
$534
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
Price was $804, price is now $666 per person
$666
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $689, price is now $620 per person
$620
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)

Cheap Hotel Deals in Downtown Bridgeport

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
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 ...
Opens in a new windowNorwalk Inn & Conference Center
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
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. ...
Opens in a new windowTrumbull Marriott Shelton
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
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 ...
Opens in a new windowOmni New Haven Hotel at Yale
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
New Haven Hotel

New Haven Hotel

3.5 out of 5
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 ...
Opens in a new windowNew Haven Hotel
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane, Milford, CT
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowHyatt Place Milford / New Haven
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
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 ...
Opens in a new windowBest Western Executive Hotel Of New Haven - West Haven
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
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 ...
Opens in a new windowCambria Hotel New Haven University Area
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road, Fairfield, CT
Stay at this 3-star beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Opens in a new windowThe Circle Hotel Fairfield
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.

Frontier Airlines
Wed, Oct 29 - Tue, Nov 4
MCO
Orlando Intl.
ISP
MacArthur
$78 Roundtrip, found 6 hours ago
$78
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Wed, Oct 29 from Orlando Intl. to MacArthur, returning Tue, Nov 4, priced at $78 found 6 hours ago
Breeze Airways
Tue, Dec 23 - Thu, Jan 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Dec 23 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Jan 1, priced at $120 found 2 days ago
Breeze Airways
Thu, Dec 11 - Sun, Dec 14
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$125 Roundtrip, found 6 hours ago
$125
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Dec 11 from Tampa Intl. to Tweed - New Haven Regional, returning Sun, Dec 14, priced at $125 found 6 hours ago
Breeze Airways
Thu, Nov 13 - Thu, Nov 20
TPA
Tampa Intl.
ISP
MacArthur
$141 Roundtrip, found 6 hours ago
$141
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Nov 13 from Tampa Intl. to MacArthur, returning Thu, Nov 20, priced at $141 found 6 hours ago