Bridgeport Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
per person
Jul. 26 - Jul. 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
7/10 Good! (804 reviews)
The area was safe and quiet and it was right off the higway. There were places to eat and shop near by The room smelled of cleaning products and the rooms were dated however we were only spending a night in a budget hotel so you get what you pay for the room had two beds and one had a stain on the sheet so we slept in the other and that one had a stain on the comforter the breakfast was continental so recommend eating someplace else. breakfast was in a brown bag and was a donut and a granola bar a fruit cup and a fruity drink if you are looking for no frills budget stay I would recommend staying here however I would check the sheets or bring your own

Reviewed on May 17, 2024

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Jul. 26 - Jul. 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (1,000 reviews)
A short weekend away with my 8 year old. As a single mom, I look for value, easy and location. This was amazing all around! Loved the indoor and outdoor pools, local towns and state parks recommended by the hotel staff all amazing!

Reviewed on May 27, 2024

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
per person
Jul. 26 - Jul. 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (7 reviews)
Near nice shops and restaurants

Reviewed on May 26, 2024

The Niantic Inn

The Niantic Inn

2 out of 5
per person
Jul. 26 - Jul. 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.6/10 Exceptional! (15 reviews)
Very nice accommodations.

Reviewed on May 19, 2024

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
per person
Jul. 26 - Jul. 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
7.6/10 Good! (775 reviews)
Just what you need for a quick stay. Really great breakfast option across the street. Hard to get anything late.

Reviewed on May 27, 2024

Where to stay in Bridgeport

Find the best Bridgeport areas and neighborhoods for the activities you enjoy most. Learn more about Bridgeport
Default Image

West End - West Side

While visiting West End - West Side, you might make a stop by sights like Bridgeport Downtown South Historic District and Longfellow Park.

Find hotel + flight trips in West End - West Side

Bridgeport Hotel Deals

New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Jun. 3 to Jun. 4
CA $217
CA $249 total
includes taxes & fees
Jun 3 - Jun 4
8.8/10 Excellent! (1,236 reviews)
"Excellent welcoming staff in a very convenient lication to the Yale University Art Gallery. Good restaurants around the corner. Spacious, clean and quiet rooms."

Reviewed on May 24, 2024

New Haven Hotel
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is CA $136 per night from Jun. 2 to Jun. 3
CA $136
CA $158 total
includes taxes & fees
Jun 2 - Jun 3
8.4/10 Very Good! (1,506 reviews)
"Great older hotel at very reasonable price for the area."

Reviewed on May 24, 2024

Amsterdam Hotel
Hilton Garden Inn Shelton
Hilton Garden Inn Shelton
3 out of 5
25 Old Stratford Rd, Shelton, CT
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Jun. 5 to Jun. 6
CA $155
CA $179 total
includes taxes & fees
Jun 5 - Jun 6
7.6/10 Good! (1,005 reviews)
Value
"Great location to New Haven. Wonderful value for amenities. Very clean but definitely needs an update in rooms and lobby area."

Reviewed on May 22, 2024

Hilton Garden Inn Shelton
See all 1,191 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

Family Vacations

Frequently asked questions

How much does a Bridgeport vacation package cost?
Starting from as low as CA $512, a package is your gateway to affordable travel. Create your own Bridgeport escape by selecting from our comprehensive range of airfares, hotels and rental cars.
How do I get a cheap travel package to Bridgeport?
Bundling your hotel and flight with Expedia won’t just save you time — it’ll save you a pretty penny too. A Bridgeport vacation package makes it easy to create the perfect trip. With more than 550 airlines around the world to choose from, finding flights that suit your schedule won’t be difficult. On top of that, we’ve got over 1,000,000 properties globally to choose from. Now that’s choice! No matter who you are, Expedia puts more of the world within your reach.
Where should I stay in Bridgeport?
A trip to Bridgeport isn’t complete without stopping by Hartford HealthCare Amphitheater, Total Mortgage Arena and Beardsley Zoo. Spend your nights near these top sights and make sightseeing simple.
What are the top hotels in Bridgeport?
People visiting Bridgeport often make a booking at Off 95 Highway Ex 26 Remodeled Classic House or Clean And Spacious Room With Relaxation Lounge. You’ll find them in West End - West Side. Another happening neighborhood is Black Rock Historic District. Black Rock Bungalow and Bridgeport Vacation Rental - Walk To Beach are well-liked options in this area.
How far in advance should I book my Bridgeport vacation?
The earlier you book, the better. Airlines generally release flight tickets up to a year prior to departure, and this is a perfect opportunity to pick up some of the cheapest prices. Boss just told you to take your vacation time next month? No problem! Expedia are never short on fantastic bargains to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Bridgeport travel package include?
Expedia has everything you need to organize your Bridgeport trip, but what goes into your package is entirely up to you. Pick from a combination of hotels, rental cars and flights. Searching for some activities or tours to keep you entertained? Once you’ve made your booking, you can add them on too. Whatever your budget, there’s a deal to match your needs.
What should I know before booking a Bridgeport travel package?
Bundling your bookings into a Bridgeport vacation package is the easiest way to organize your trip. Not only that, you’ll save big just for combining your flights, hotels and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a Bridgeport Expedia vacation package?
Yes, the choice is all yours. We offer more than 550 airlines around the world, so you can design your Bridgeport vacation according to your style and budget.
If I'm not able to travel, can I cancel my Bridgeport vacation package?
You can cancel your Bridgeport booking if your travel plans have changed. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Bridgeport

Image for Seaside Park

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
Image for 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
Image for Hartford HealthCare Amphitheater

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

What to do in Bridgeport

Image for 2-Hour Kayak Sunset Tour in Westport

2-Hour Kayak Sunset Tour in Westport

CA $115
Per adult
2-Hour Kayak Sunset Tour in Westport
See all activities in Bridgeport

Other vacations you might like

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