Downtown Bridgeport Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Downtown Bridgeport Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Quality Suites Stratford

Quality Suites Stratford

2.5 out of 5
Price was $764, price is now $738 per person
$738
per person
Mar 28 - Apr 2
found 5 hours ago
Roundtrip non-stop flight included
Gulfport (GPT) to New Haven (HVN)
Book a stay at this golf hotel in Stratford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Perry House and Stratford Historical Society Capt David Judson House are located nearby.

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Top Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
26.12 km from Downtown Bridgeport
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 ...
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
19.92 km from Downtown Bridgeport
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
25.56 km from Downtown Bridgeport
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 ...
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 out of 5
695 Bridgeport Ave Shelton CT
12.4 km from Downtown Bridgeport
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
26.34 km from Downtown Bridgeport
Book a stay at this business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

3 out of 5
99 Marsh Hill Road Orange CT
18.19 km from Downtown Bridgeport
Stay at this hotel in Orange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
9.64 km from Downtown Bridgeport
Book a stay at this business-friendly motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Silver Sands State Park ...
Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

3 out of 5
30 Frontage Rd East Haven CT
28.85 km from Downtown Bridgeport
Book a stay at this business-friendly inn in East Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Shoreline Trolley Museum and ...
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue Norwalk CT
19.24 km from Downtown Bridgeport
Stay at this hotel in Norwalk. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

4 out of 5
500 Sargent Drive New Haven CT
26.35 km from Downtown Bridgeport
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
14.8 km from Downtown Bridgeport
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 ...
Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In

3 out of 5
4180 Black Rock Turnpike Fairfield CT
7.35 km from Downtown Bridgeport
Stay at this motel in Fairfield. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the clean rooms in our reviews. Popular ...
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
20.82 km from Downtown Bridgeport
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 ...
Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

3 out of 5
6905 Main St Stratford CT
10.8 km from Downtown Bridgeport
Book a stay at this business-friendly hotel in Stratford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Springhill Suites Milford

Springhill Suites Milford

3 out of 5
50 Rowe Ave Milford CT
9.29 km from Downtown Bridgeport
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 ...
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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

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Thu, Feb 26 - Sat, Mar 7
TPA
Tampa Intl.
ISP
MacArthur
$68 Roundtrip, found 16 hours ago
$68
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Tampa Intl. to MacArthur, returning Sat, Mar 7, priced at $68 found 16 hours ago
Breeze Airways
Wed, Feb 25 - Thu, Feb 26
TPA
Tampa Intl.
ISP
MacArthur
$120 Roundtrip, found 16 hours ago
$120
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Wed, Feb 25 from Tampa Intl. to MacArthur, returning Thu, Feb 26, priced at $120 found 16 hours ago
JetBlue Airways
Fri, Feb 27 - Sat, Mar 14
TPA
Tampa Intl.
ISP
MacArthur
$128 Roundtrip, found 3 days ago
$128
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Feb 27 from Tampa Intl. to MacArthur, returning Sat, Mar 14, priced at $128 found 3 days ago
Southwest Airlines
Thu, Feb 26 - Thu, Mar 5
TPA
Tampa Intl.
ISP
MacArthur
$147 Roundtrip, found 16 hours ago
$147
Roundtrip
found 16 hours ago
Select Southwest Airlines flight, departing Thu, Feb 26 from Tampa Intl. to MacArthur, returning Thu, Mar 5, priced at $147 found 16 hours ago
American Airlines
Wed, Mar 4 - Mon, Mar 9
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Mar 4 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Mon, Mar 9, priced at $171 found 1 day ago