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
Book a stay at this business-friendly hotel in Bridgeport. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Bridgeport Downtown ...
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 hotel in Norwalk. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
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 ...
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 ...
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
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 ...
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 Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
5.26 km from Downtown Bridgeport
Book a stay at this beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Red Carpet Inn

Red Carpet Inn

2 out of 5
1209 E Main St Stamford CT
29.84 km from Downtown Bridgeport
Stay at this hotel in Stamford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chelsea Piers and Cove Island Park are located ...
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 ...
Red Roof Inn Milford - New Haven

Red Roof Inn Milford - New Haven

2 out of 5
10 Rowe Ave Milford CT
9.42 km from Downtown Bridgeport
Stay at this hotel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
The Blake Hotel

The Blake Hotel

4 out of 5
9 High Street New Haven CT
26.05 km from Downtown Bridgeport
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
The Watershed

The Watershed

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

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
12.57 km from Downtown Bridgeport
Book a stay at this business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff 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.

Frontier Airlines
Fri, Feb 6 - Sun, Feb 8
TPA
Tampa Intl.
ISP
MacArthur
$68 Roundtrip, found 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Feb 6 from Tampa Intl. to MacArthur, returning Sun, Feb 8, priced at $68 found 4 days ago
Breeze Airways
Thu, Feb 5 - Sun, Feb 8
TPA
Tampa Intl.
ISP
MacArthur
$77 Roundtrip, found 4 days ago
$77
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Feb 5 from Tampa Intl. to MacArthur, returning Sun, Feb 8, priced at $77 found 4 days ago
JetBlue Airways
Fri, Feb 6 - Sat, Feb 7
TPA
Tampa Intl.
ISP
MacArthur
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Feb 6 from Tampa Intl. to MacArthur, returning Sat, Feb 7, priced at $137 found 4 days ago
American Airlines
Thu, Feb 5 - Sun, Feb 8
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$167 Roundtrip, found 6 days ago
$167
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Feb 5 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Sun, Feb 8, priced at $167 found 6 days ago
Delta
Mon, Dec 15 - Tue, Dec 16
TPA
Tampa Intl.
HPN
Westchester County
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Dec 15 from Tampa Intl. to Westchester County, returning Tue, Dec 16, priced at $197 found 5 days ago