Bridgeport Vacations from $487

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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.

The Latest Bridgeport vacation packages

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
Aug 5 - Aug 9
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New Haven (HVN)
8.8/10 Excellent! (1,004 reviews)
The view was stunning and the hotel was very clean. Would definitely stay again

Reviewed on Jun 18, 2025

The Surfside Hotel

The Surfside Hotel

2 out of 5
Lordship
Save 100% on your flight
per person
Sep 21 - Sep 26
found 6 hours ago
Roundtrip flight included
Minneapolis (MSP) to New Haven (HVN)
9.2/10 Wonderful! (114 reviews)
I LOVED my stay. I took my daughter for a quick over night stay, and was blown away. We were steps away from the ocean, we got to swim, read on the beach, search for shells during the day. We had a snack at the Little Pub that afternoon and it was delicious. I love how the outside bar is facing the water, you really feel like you’re on vacation. At night we went next door for seafood, and it was wonderful (Reilys). That evening we took a bike ride (bikes provided) and went for homemade ice cream at the local market, then went sight seeing up the sea wall. The next morning we walked across the street and had the most amazing coffee from the coffee cart while swinging and looking at the ocean. I left so relaxed and really enjoyed the room. I look forward to returning and making this a tradition.

Reviewed on Jun 26, 2025

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
per person
Aug 20 - Aug 24
found 8 hours ago
Roundtrip flight included
Minneapolis (MSP) to New Haven (HVN)
8.8/10 Excellent! (1,014 reviews)
It was clean staff was wonderful

Reviewed on Jul 2, 2025

Courtyard by Marriott Southington

Courtyard by Marriott Southington

3 out of 5
per person
Aug 20 - Aug 24
found 5 hours ago
Roundtrip flight included
Minneapolis (MSP) to New Haven (HVN)
8.8/10 Excellent! (412 reviews)
It was close to shopping and restaurants.

Reviewed on May 2, 2025

Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

2.5 out of 5
per person
Aug 5 - Aug 9
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New Haven (HVN)
9/10 Wonderful! (1,003 reviews)
Great hampton inn as usual

Reviewed on Jul 3, 2025

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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

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

Discover the most popular places to visit in Bridgeport

Gathering of the vibes 2014

Seaside Park

If a restful vacation is part of your travel plans, Seaside Park might be the perfect place to seek out during your trip to Bridgeport. Amble around the area's parks or experience its live music.

Seaside Park
Bridgeport Downtown South Historic District

Bridgeport Downtown South Historic District

You can learn about the history of Bridgeport with a stop at Bridgeport Downtown South Historic District. Experience the live music and theater scene in this walkable area.

Bridgeport Downtown South Historic District

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

Bridgeport Hotel Deals

EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
$112 nightly
The price is $128 total per night from Jul 27 to Jul 28
$128 total
Jul 27 - Jul 28
Total includes taxes and fees
8.2/10 Very Good! (1,003 reviews)
"I've stayed at this property many times, and generally would give it an excellent rating. This visit was just a little off. I still look forward to returning as it's incredibly convenient on/off the highway, has great comfortable bedding, good space, is safe, well lit, and has courteous employees. ..."

Reviewed on Jul 3, 2025

EVEN Hotel Norwalk by IHG
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $155 total per night from Jul 21 to Jul 22
$155 total
Jul 21 - Jul 22
Total includes taxes and fees
8.8/10 Excellent! (1,627 reviews)
"The property was very nice with great customer service.We stayed on a Friday night and we could hear the music from the night club behind the hotel late into the night. Other than that I have no complaints about the property."

Reviewed on Jul 3, 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
$87 nightly
The price is $101 total per night from Jul 10 to Jul 11
$101 total
Jul 10 - Jul 11
Total includes taxes and fees
8.4/10 Very Good! (1,596 reviews)
"A lot of people were smoking"

Reviewed on Jul 2, 2025

Amsterdam Hotel
See all 1,287 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.

Find the Best Bridgeport Vacation Packages

Bridgeport Essential Information

Language
English
Currency
U.S dollars
Closest Airport
MacArthur Airport (ISP)
Population
147,600
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Jennings Beach, Compo Beach and Beardsley Zoo

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Frequently asked questions

How much does a Bridgeport vacation package cost?
Offering great value package deals from $487 on Expedia, you'll be pleasantly surprised at how much a vacation to Bridgeport costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Bridgeport?
You can typically find lower rates and better availability in December, January and February. Check out our cheap Bridgeport vacation packages and you could get some great off-season deals.
How many days is enough for Bridgeport?
Bridgeport vacations come in all shapes and sizes, but to really get a feel for this place, we'd say 2 days is a good ballpark. With this timeframe, you can visit headline attractions like Downtown Cabaret Theatre and Discovery Museum along with underrated spots. Don't forget to explore cool areas such as East Bridgeport Historic District and Brooklawn - St. Vincent either. If you plan wisely, you may even be able to take a day trip from Bridgeport too.
Is it worth booking a vacation package to Bridgeport?
Well known for its history and home to leading attractions like Hartford HealthCare Amphitheater, a Bridgeport vacation is sure to leave an impression. Another top sight to visit? Don't miss Beardsley Zoo.
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 vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking stays and flights separately. Better still, you can personalize 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 vacation 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. Pick your dates: The things you plan to do in Bridgeport and your preferred season can help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to activities and flights. Your accommodations will likely be the largest expense during your trip to Bridgeport.
  3. Organize your Bridgeport getaway with our trip planning tool: Look for and book accommodations and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Bridgeport together.
  4. Work out your trip length: Think about how long you'd like to spend exploring Bridgeport. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  5. Combine your airfare and accommodations: After you've settled on your dates and duration, book the right Bridgeport vacation package for you.
  6. Book any activities or day trips: Now to the fun part --- locking in everything you want to see and do. Check out some of the exciting things to do in Bridgeport and book your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Bridgeport vacation packages?
Set off on your dream trip to Bridgeport with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for payday --- we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.