Bridgeport Vacation Packages

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Top Holiday Package Deals in Bridgeport

Price found within the past 48 hours. Click for updated prices.
Casa Pinto Guest Apartments

Casa Pinto Guest Apartments

3 out of 5
Save 100% on your flight
per person
Aug. 12 - Aug. 19
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
9.8/10 Exceptional! (57 reviews)
Nice clean and comfortable spot definitely one of my favorite spots to just relax and enjoy Kingston at.

Reviewed on May 9, 2023

Eclipse Suite Guest Apartments

Eclipse Suite Guest Apartments

3.5 out of 5
Havendale
Save 100% on your flight
per person
Aug. 12 - Aug. 19
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
9/10 Wonderful! (21 reviews)
My biggest problem with the property was the water . And may i suggest that the owners consider putting in another ac unit in the living area or even ceiling fans. Other than these the unit in good location very private secure quite. Will stay again

Reviewed on Jul. 12, 2019

New Kingston Guest Apartment at Westbury

New Kingston Guest Apartment at Westbury

3.5 out of 5
New Kingston
Save 100% on your flight
per person
Aug. 12 - Aug. 19
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
8.6/10 Excellent! (28 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

The Cabin at Long Mountain Country Club

The Cabin at Long Mountain Country Club

3.5 out of 5
Beverly Hills
Save 100% on your flight
per person
Aug. 12 - Aug. 19
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
8.2/10 Very Good! (12 reviews)
We spent over 3 weeks at the property and had no issues. It’s gated with security high up in the hills very safe and quiet. Friendly service and we would definitely recommend this property.

Reviewed on Jan. 8, 2020

New Kingston Guest Apartments at Seymour

New Kingston Guest Apartments at Seymour

3.5 out of 5
New Kingston
Save 100% on your flight
per person
Aug. 12 - Aug. 19
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
8.6/10 Excellent! (6 reviews)
Enjoyed my stay here at this apartment, it was perfect for my little trip. Sheldon is a great property manager. Thanks again for everything.

Reviewed on Apr. 11, 2019

Where to stay in Bridgeport

Find the best Bridgeport areas and neighborhoods for the activities you enjoy most. Learn more about Bridgeport
Devon House which includes a house and a garden

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.

Find hotel + flight trips in New Kingston

Bridgeport Hotel Deals

Cute and Cozy Ez Home
Cute and Cozy Ez Home
Portmore
The price is CA $116 per night from May 31 to Jun. 1
CA $116
CA $170 total
includes taxes & fees
May 31 - Jun 1
Cute and Cozy Ez Home
R Hotel Kingston
R Hotel Kingston
4 out of 5
2 Renfrew Road , Kingston 10, Jamaica, Kingston, Jamaica
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Jun. 13 to Jun. 14
CA $208
CA $255 total
includes taxes & fees
Jun 13 - Jun 14
8.6/10 Excellent! (1,009 reviews)
"Everything about this hotel is excellent"

Reviewed on May 25, 2024

R Hotel Kingston
S Hotel Kingston
S Hotel Kingston
4.5 out of 5
1 St Lucia Avenue, Kingston, Saint Andrew
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Jun. 22 to Jun. 23
CA $232
CA $299 total
includes taxes & fees
Jun 22 - Jun 23
9.4/10 Exceptional! (1,103 reviews)
"Loved the staff from reception to dining room to cleaners! It was our first visit and we will definitely return."

Reviewed on May 26, 2024

S Hotel Kingston
See all 1,461 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.

Explore other types of vacation packages

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?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Bridgeport from just CA $1,069. 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.

Discover the most popular places to visit in Bridgeport

Image for Bob Marley Museum

Bob Marley Museum

5/5(14 reviews)

Learn how a poor Jamaican man from Trench Town became an international pop star thanks to his thought-provoking lyrics and feel-good reggae music.

Bob Marley Museum
Image for Devon House

Devon House

4.5/5(23 reviews)

Explore the opulent home of Jamaica’s first black millionaire, go shopping and sample the famous ice cream in the mansion’s courtyard.

Devon House
Image for National Gallery of Jamaica

National Gallery of Jamaica

5/5(5 reviews)

Discover the most famous Jamaican artists of the last 100 years in the oldest museum in the Anglophone Caribbean.

National Gallery of Jamaica

Things to do

Image for Kingston City Private Cultural and Heritage 3 in 1 Day Tour

Kingston City Private Cultural and Heritage 3 in 1 Day Tour

CA $244
Per adult
Kingston City Private Cultural and Heritage 3 in 1 Day Tour
Image for Blue Mountain Sight-Seeing & Nature Trail Hike with Private Guide

Blue Mountain Sight-Seeing & Nature Trail Hike with Private Guide

CA $298
Per adult
Blue Mountain Sight-Seeing & Nature Trail Hike with Private Guide
Image for 360 Degrees City to Mountain EcoTour Experience

360 Degrees City to Mountain EcoTour Experience

CA $812
Per adult
360 Degrees City to Mountain EcoTour Experience
See all activities in Kingston

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.