Downtown Bridgeport Vacation Packages for 2025

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Top Hotel Deals

Holiday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel

Holiday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel

4 out of 5
1070 Main St, Bridgeport, CT
0.3 km from Downtown Bridgeport
Stay at this 4-star business-friendly hotel in Bridgeport. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Baldwin Plaza Shopping ...
New Haven Hotel

New Haven Hotel

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

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
19.93 km from Downtown Bridgeport
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
400 Sargent Dr, New Haven, CT
26.18 km from Downtown Bridgeport
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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
20.85 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 ...
The Watershed

The Watershed

3.5 out of 5
353 Main Ave, Norwalk, CT
20.07 km from Downtown Bridgeport
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean ...
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
7.41 km from Downtown Bridgeport
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. ...
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
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 ...
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
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 ...
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
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 Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road, Fairfield, CT
5.26 km from Downtown Bridgeport
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. ...
Danfords Hotel and Marina

Danfords Hotel and Marina

3.5 out of 5
25 E Broadway, Port Jefferson, NY
27.46 km from Downtown Bridgeport
Stay at this 3.5-star hotel in Port Jefferson. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
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
Stay at this 4-star business-friendly hotel in New Haven. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue, Norwalk, CT
19.34 km from Downtown Bridgeport
Stay at this 4-star hotel in Norwalk. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the bar in our reviews. Popular ...
Hyatt House Shelton

Hyatt House Shelton

3 out of 5
830 Bridgeport Ave, Shelton, CT
11.53 km from Downtown Bridgeport
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
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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.

Avelo Airlines
Thu, Jun 26 - Mon, Jun 30
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$122 Roundtrip, found 5 days ago
$122
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Thu, Jun 26 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Mon, Jun 30, priced at $122 found 5 days ago
Frontier Airlines
Tue, Jun 17 - Thu, Jun 26
PBI
Palm Beach Intl.
ISP
MacArthur
$138 Roundtrip, found 3 days ago
$138
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jun 17 from Palm Beach Intl. to MacArthur, returning Thu, Jun 26, priced at $138 found 3 days ago
Breeze Airways
Mon, Jun 16 - Wed, Jun 18
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jun 16 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Jun 18, priced at $157 found 1 day ago
Breeze Airways
Fri, Jun 20 - Wed, Jun 25
MCO
Orlando Intl.
HPN
Westchester County
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Jun 20 from Orlando Intl. to Westchester County, returning Wed, Jun 25, priced at $159 found 4 days ago