Bridgeport Vacation Packages
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Top Holiday Package Deals in Bridgeport
Price found within the past 48 hours. Click for updated prices.
New Kingston Guest Apartment VII
Liguanea
CA $2,083
per person
Nov 28 - Dec 5
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Kingston (KIN)
10/10 Exceptional! (8 reviews)
This is a great place for anyone who likes their privacy. They have all of the amenities and the apartment was is in a nice community. Highly recommended!
Reviewed on Aug 21, 2019
New Kingston Guest Apartment at Westbury
New Kingston
CA $1,306
per person
Nov 29 - Dec 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Kingston (KIN)
9.6/10 Exceptional! (23 reviews)
The property is well kept, the atmosphere relaxing, but most of all I felt very safe. The communication level however at first could've been better. The agent that I spoke with was very apologetic and very professional and courteous. Overall my stay was excellent. I'll recommend it to anyone seeking a quiet place away from home for a couple of days
Reviewed on Nov 13, 2022
Where to stay in Bridgeport
Find the best Bridgeport areas and neighborhoods for the activities you enjoy most. Learn more about Bridgeport
New Kingston
3 out of top 10 points of interest in this area
Discover urban parks like Emancipation Park and Hope Gardens, or explore landmarks such as the Bob Marley Museum. Enjoy the redeveloped waterfront area with hotels, shops, and cultural centers, while easily navigating via buses and taxis.
Port Royal
Explore the city where buccaneers and cutthroats once ruled. Learn about the earthquake that caused most of it to sink into the sea.
Half Way Tree
Half Way Tree might not have many top sights, but Devon House and Kings House are two attractions nearby that you can check out.
Constant Spring
1 out of top 10 points of interest in this area
If you're spending some time in Constant Spring, Manor Park Plaza and Constant Spring Golf Club are top sights worth seeing.
Mona Heights
Mona Heights is well-liked for its restaurants and shopping. If you're hoping to see more of the larger area, Hope Zoo and National Stadium are some interesting sights nearby to check out.
Bridgeport Hotel Deals
S Hotel Kingston
1 St Lucia Avenue Kingston Saint Andrew
Fully refundableReserve now, pay when you stay
CA $264
CA $340 total
Oct 2 - Oct 3
includes taxes & fees
9.4/10 Exceptional! (1,779 reviews)
"This is a well maintained facility, you feel safe moving around and enjoying the surroundings. The staff were very friendly and helpful which made us feel welcome."
Reviewed on Sep 19, 2026
R Hotel Kingston
2 Renfrew Road , Kingston 10, Jamaica Kingston Jamaica
Fully refundableReserve now, pay when you stay
CA $224
CA $275 total
Sep 28 - Sep 29
includes taxes & fees
8.4/10 Very good! (1,183 reviews)
"The carpet in the hallway needed cleaning as it was visibly dirty and made the whole floor stink. The furniture in the could be updated and improved."
Reviewed on Sep 19, 2026
ROK Hotel Kingston, Tapestry Collection by Hilton
2-4 King Street Kingston
Fully refundableReserve now, pay when you stay
CA $237
CA $292 total
Oct 2 - Oct 3
includes taxes & fees
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 vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Bridgeport from just CA $1,144. And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Bridgeport?
Our Bridgeport vacation packages promise plenty of savings for the savvy globetrotter. For the best deals, simply combine your flights, hotels and tours into a convenient package. But bargain prices are just the beginning of your next memorable adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 properties globally to select from. No matter your budget, there's a vacation package with your name on it.
Where should I stay in Bridgeport?
A vacation in Bridgeport isn't complete without paying a visit to Sovereign Village Mall. Why not book a hotel close to this interesting tourist attraction?
How far in advance should I book my Bridgeport vacation?
It's difficult to pick the ideal time for airfares, but we normally say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to a year in advance. If you can't book early, don't worry. Budget prices occasionally appear just weeks before departure dates.
What does an Expedia Bridgeport travel package include?
Expedia has everything you need to organize your Bridgeport getaway, but how you structure your package depends on you. Pick from any combination of rental cars, hotels and flights. Searching for some activities or tours to keep you on the move? Once you've made your booking, you can add them too. No matter your budget, there's a deal to suit your needs.
What should I know before booking a Bridgeport travel package?
Whether it's relaxation or adventure you're after, a Bridgeport vacation package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your accommodations with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Bridgeport Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to choose from worldwide. With such a big range of choice, finding the ideal carrier to whisk you off to Bridgeport won't be hard.
If I'm not able to travel, can I cancel my Bridgeport vacation package?
Certainly, and we're here to help. You may be able to cancel and rebook your Bridgeport vacation package at no cost if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your circumstances suddenly change, take a look at our Customer Service Portal for further information.
Things to do
Kingston Blue Mountains Tour with Coffee Tasting
CA $125
per adult
100% of travellers recommend
Kingston Tour & Bob Marley Museum Admission
CA $112
per adult
74% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.