Bridgeport Holidays

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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

If you're spending some time in West End - West Side, Bridgeport Downtown South Historic District and Longfellow Park are top sights worth seeing.

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East End

While East End may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Total Mortgage Arena and Hartford HealthCare Amphitheater.

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Brooklawn - St. Vincent

1 out of top 10 points of interest in this area

If you're looking for some top things to see and do in Brooklawn - St. Vincent and surrounding area, you can visit Bridgeport Downtown South Historic District and Total Mortgage Arena.

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Top hotels in Bridgeport

New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
The price is S$182 per night from 6 Apr to 7 Apr
S$182
includes taxes & fees
6 Apr - 7 Apr
8.8/10 Excellent! (1,464 reviews)
"nice room"

Reviewed on 25 Mar,2025

New Haven Hotel
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is S$133 per night from 7 Apr to 8 Apr
S$133
includes taxes & fees
7 Apr - 8 Apr
8.4/10 Very good! (1,584 reviews)
Comfy overnight stay
"Front desk staff went above and beyond to help me. Hallways, rooms, and the hotel weren't the newest, but it certainly wasn't a horrible experience. I'd stay here again."

Reviewed on 22 Mar,2025

Amsterdam Hotel
La Quinta Inn & Suites by Wyndham Stamford / New York City
La Quinta Inn & Suites by Wyndham Stamford / New York City
2.5 out of 5
135 Harvard Avenue, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is S$134 per night from 17 Apr to 18 Apr
S$134
includes taxes & fees
17 Apr - 18 Apr
6.2/10 (378 reviews)
"Close to the Metro North train line. Tasty biscuits and gravy for breakfast!"

Reviewed on 23 Mar,2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
See all 1,260 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.

Frequently asked questions

How much does a Bridgeport holiday package cost?
Offering great value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday to Bridgeport costs! Expedia’s packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Bridgeport?
To score cheap Bridgeport holiday packages, plan your trip outside of peak periods like public holidays and major festivals. 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?
Dedicate around 2 days for your Bridgeport holiday to immerse yourself in everything that makes this place unique. Wander around key areas, including Lordship and Brooklawn - St. Vincent. Then head to the major sights like The Adventure Park at Discovery Museum and Downtown Cabaret Theatre. With a well-planned itinerary, you can keep busy with room for some me-time too. Want to travel beyond Bridgeport? Consider an excursion or two.
Is it worth booking a holiday package to Bridgeport?
From attractions such as Bridgeport Downtown South Historic District and Beardsley Zoo to its epic history, a Bridgeport holiday delivers big on experiences. With so much to do and see, find out for yourself why Bridgeport is such a good holiday destination.
How to find the best Bridgeport package deals?
Begin your search for a Bridgeport package deal by entering your travel dates and destination under our “Packages” tab. Then apply some filters, like “Property type” and “Guest rating,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and discover offers that come with huge savings. If you don’t find the ideal Bridgeport package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Bridgeport adventure underway.
Is it cheaper to book a Bridgeport holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking stays and flights separately. Better still, you can personalise your Bridgeport getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Bridgeport?
If you’re planning an impromptu Bridgeport getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Bridgeport?

  1. Choose when to go: Check your calendar and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to visit Bridgeport.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and food to activities and flights. Your accommodation will probably be the largest expense during your trip to Bridgeport.
  3. Determine how many days away: Start by making a list of all the activities and sights you want to experience in Bridgeport. Then, estimate how long you’ll need for each, including any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that’s left is to pick a Bridgeport holiday package that brings all your bookings together.

What to do in Bridgeport

Let’s Roam Scavenger Hunt - Bridgeport, Connecticut

Self-Guided Bridgeport Scavenger Hunt: Connecticut's Sights

S$16
per adult
Self-Guided Bridgeport Scavenger Hunt: Connecticut's Sights
See all activities in Bridgeport

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.