Bridgeport Vacation Packages

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Your Bridgeport Vacation

Prepare to experience Bridgeport in your own style with a custom Bridgeport vacation package! Discovering the best parts of this fascinating city is easy with a base in a neighborhood such as Black Rock Historic District, which is good for history, among many other things. Fairfield University, Total Mortgage Arena and Sacred Heart University are just some of the sights you'll want to check out during your trip to Bridgeport. Your perfect Bridgeport vacation is only clicks away. Explore hotels, flights and more on Expedia for a trip that's tailored to suit your travel style.

Top Bridgeport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Oct 17 - Oct 20
found 17 hours ago
Roundtrip flight included
Detroit (DTT) to New Haven (HVN)
8.8/10 Excellent! (1,004 reviews)
Pillows are horrible.

Reviewed on Aug. 9, 2025

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
per person
Oct 17 - Oct 20
found 17 hours ago
Roundtrip flight included
Detroit (DTT) to New Haven (HVN)
8.8/10 Excellent! (1,052 reviews)
The convenience of the shopping mall with restaurants. There was plenty of parking without having to walk much to far from the hotel.

Reviewed on Aug. 11, 2025

Courtyard by Marriott Southington

Courtyard by Marriott Southington

3 out of 5
per person
Oct 17 - Oct 20
found 17 hours ago
Roundtrip flight included
Detroit (DTT) to New Haven (HVN)
8.8/10 Excellent! (423 reviews)
Everything was good

Reviewed on Jul. 25, 2025

HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
per person
Oct 17 - Oct 20
found 17 hours ago
Roundtrip flight included
Detroit (DTT) to New Haven (HVN)
9/10 Wonderful! (1,003 reviews)
Beautiful room, very comfortable!

Reviewed on Aug. 11, 2025

Where to stay in Bridgeport

Find the best Bridgeport areas and neighborhoods for the activities you enjoy most. Learn more about Bridgeport
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West End - West Side

While West End - West Side might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Seaside Beach and Seaside Park.

Find hotels in West End - West Side

Things to do in and around Bridgeport

Bridgeport, Connecticut, offers a perfect blend of family-friendly activities, outdoor adventures, and urban exploration. Visitors can enjoy various attractions, including recreational areas, educational sites, and shopping districts. For a memorable getaway, explore nearby attractions and friendly locales, or consider day trips to experience the region's charm. Whether you're looking for fun in the sun or cultural experiences, Bridgeport has something for everyone.

Shopping

In Bridgeport, you can explore Westfield Connecticut Post Mall and Westport Farmers Market, both located 14.5km away, offering vibrant shopping experiences. If you're up for a drive, Caldor Shopping Center is 19.3km away, featuring a mix of business and family vibes.

Recreation

Hartford HealthCare Amphitheater offers a vibrant atmosphere for sports enthusiasts, while Seaside Park invites you to unwind amidst its tranquil landscapes and waterfront views. For a blend of culture and entertainment, visit the Fairfield Theater Company, only 6.4km away, perfect for a romantic night out or family fun.

Adventure

The Adventure Park at Discovery Museum offers an exhilarating zipline and ropes course experience, perfect for thrill-seekers. For water sports enthusiasts, Waterski Connecticut, located 19.3km away, provides exciting aquatic activities. Don't miss the charming Lighthouse Point Carousel, 25.7km away, ideal for family fun outdoors.

Nightlife

In Bridgeport, Connecticut, explore lively nightlife spots like the Bijou Theatre for live performances, or the downtown area for vibrant bars and clubs. Enjoy the waterfront views at venues like Captain's Cove Seaport, where you can relax with friends while soaking in the lively atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Bridgeport

Bridgeport, Connecticut, is an ideal destination for families and outdoor enthusiasts alike, offering a variety of attractions that cater to different interests. Visitors can enjoy the beautiful beaches, explore local parks, and engage with cultural sites, making it perfect for those seeking a blend of urban and natural experiences. Whether you're looking to relax by the shore or immerse yourself in the city's vibrant atmosphere, Bridgeport has something for everyone.

  • Fairfield University: Experience the vibrant atmosphere of this modern university, located only 6.4km from Bridgeport. With its stunning campus and city vibes, it's a great place to explore art and culture.
  • Bridgeport Downtown South Historic District: Immerse yourself in the rich history of Bridgeport as you stroll through this historic district. With its charming architecture and cultural significance, it offers a unique glimpse into the city's past.
  • Total Mortgage Arena: Enjoy family-friendly entertainment at this lively arena located in Bridgeport. From concerts to sporting events, it’s a hub of excitement and fun for all ages.

Tips to save on your trip to Bridgeport

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Bridgeport.
  • Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Bridgeport.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Ready to book your vacation to Bridgeport?

 

Choose your dates

Bridgeport Hotel Deals

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue, Norwalk, CT
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Aug 17 to Aug 18
CA $159
CA $183 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,284 reviews)
"We loved our stay. The only suggestion would be more overhead lighting"

Reviewed on Aug. 11, 2025

Norwalk Inn & Conference Center
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Aug 27 to Aug 28
CA $123
CA $142 total
Aug 27 - Aug 28
includes taxes & fees
6.4/10 (709 reviews)
"It was great wonderful staff"

Reviewed on Aug. 12, 2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is CA $114 per night from Aug 19 to Aug 20
CA $114
CA $132 total
Aug 19 - Aug 20
includes taxes & fees
8.4/10 Very Good! (1,641 reviews)
A fine historic hotel
"Easy and friendly checkin. The room and bathroom was very clean and well appointed. We’d stay at this fine hotel again."

Reviewed on Aug. 11, 2025

Amsterdam Hotel
See all 1,280 properties in Bridgeport
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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Discover the most popular places to visit in Bridgeport

Hartford HealthCare Amphitheater

Catch an event at Hartford HealthCare Amphitheater during your trip to Bridgeport. Stroll along the beautiful beaches or attend a sporting event in the area.

Hartford HealthCare Amphitheater

Downtown Cabaret Theatre

You can enjoy a show at Downtown Cabaret Theatre during your trip to Bridgeport. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

Downtown Cabaret Theatre

Frequently asked questions

How much does a Bridgeport vacation package cost?
Offering excellent value package deals from CA $619 on Expedia, you'll be pleasantly surprised at how much a vacation to Bridgeport costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Bridgeport?
To score cheap Bridgeport vacation packages, plan your getaway outside of peak times such as public holidays. You'll generally find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Bridgeport?
Bridgeport vacations can be short or long, but to really sink your teeth into this place, we think 2 days is about right. This will mean you can visit headline attractions like Jennings Beach and Beardsley Zoo along with lesser-known spots. Don't forget to explore cool areas such as Lordship and Brooklawn - St. Vincent either. If you plan wisely, you can even schedule a day trip or two from Bridgeport too.
Is it worth booking a vacation package to Bridgeport?
From leading attractions such as Bridgeport Downtown South Historic District and Beardsley Zoo to its excellent history, a Bridgeport vacation offers a vibrant mix of experiences. With so much to see and do, find out for yourself why Bridgeport is such a good vacation destination.
How to find the best Bridgeport package deals?
Start your search for a Bridgeport package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Bridgeport package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Bridgeport escape off to a flying start.
Is it cheaper to book a Bridgeport vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still get the freedom to create a customized Bridgeport vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Bridgeport?
If you're considering a spontaneous Bridgeport trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Bridgeport?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Bridgeport.
  2. Plan your budget wisely: As well as the cost of your stay, you should factor in other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may arise during your trip to Bridgeport.
  3. Decide your trip length: Think about how long you'd like to spend discovering Bridgeport. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Bridgeport vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.