Bridgeport Vacations from $597

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Your Bridgeport Vacation

Our Bridgeport vacation packages are a simple and practical way to arrange and book your next escape. Experience the magic of this unique neighborhood without the fuss of organizing it all yourself. If you're eager to sightsee during your trip to Bridgeport, head straight for nearby attractions such as Sovereign Village Mall. Stop dreaming and start doing. When it's time to book your ideal vacation to Bridgeport, Expedia will help get you there.

The Latest Bridgeport Vacation Packages

Price found within the past 48 hours. Click for updated prices.
New Kingston Corporate Apts at Donhead

New Kingston Corporate Apts at Donhead

3.5 out of 5
New Kingston
Save 100% on your flight
Price was $1,098, price is now $597 per person
$597
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kingston (KIN)
9.4/10 Exceptional! (32 reviews)
Very decent, true to what is shown online

Reviewed on Apr 16, 2026

New Kingston Guest Apt at Fairway

New Kingston Guest Apt at Fairway

3.5 out of 5
New Kingston
Save 100% on your flight
Price was $3,322, price is now $1,656 per person
$1,656
per person
Jul 29 - Aug 5
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Kingston (KIN)
No reviews
Casa Clayton at Donhead - New Kingston

Casa Clayton at Donhead - New Kingston

3.5 out of 5
New Kingston
Save 100% on your flight
Price was $1,940, price is now $1,051 per person
$1,051
per person
Jul 29 - Aug 5
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Kingston (KIN)
10/10 Exceptional! (35 reviews)
Area around the property was beautiful and quiet. The property is a fire trap bar..around the windows with only one entrance door. In addition the kitcken is at the entrance the only waytoexisttheproperty. ...... .....bars

Reviewed on Mar 9, 2025

Modern London Decor Guest Apartments

Modern London Decor Guest Apartments

3.5 out of 5
Barbican
Save 100% on your flight
Price was $1,724, price is now $1,019 per person
$1,019
per person
Jun 30 - Jul 5
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Kingston (KIN)
8/10 Very Good! (4 reviews)
Perfect location in Kingston. Felt secure at all times.

Reviewed on Dec 16, 2019

New Kingston Guest Apartments II

New Kingston Guest Apartments II

3.5 out of 5
New Kingston
Save 100% on your flight
Price was $2,327, price is now $1,379 per person
$1,379
per person
Jul 13 - Jul 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kingston (KIN)
9.4/10 Exceptional! (19 reviews)
Overall stay was great! could use a deep clean but it was ok.

Reviewed on Aug 4, 2024

Where to stay in Bridgeport

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

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 hotels in New Kingston

Bridgeport Hotel Deals

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
$186 nightly
The price is $211 total per night from May 23 to May 24
$211 total
May 23 - May 24
Total with taxes and fees
9.4/10 Exceptional! (1,663 reviews)
Breakfast is always worth it

Reviewed on May 12, 2026

S Hotel Kingston
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
$195 nightly
The price is $214 total per night from May 16 to May 17
$214 total
May 16 - May 17
Total with taxes and fees
8.4/10 Very Good! (1,169 reviews)
The Jamaican breakfast served was great. The pool was smaller than I thought and it’s in between the restaurant and bar. But overall, for a short stay it’s doable.

Reviewed on May 12, 2026

R Hotel Kingston
ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton

4 out of 5
2-4 King Street Kingston
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $182 total per night from May 30 to May 31
$182 total
May 30 - May 31
Total with taxes and fees
9/10 Wonderful! (1,237 reviews)
Breakfast was excellent and the scenery was amazing

Reviewed on May 13, 2026

ROK Hotel Kingston, Tapestry Collection by Hilton
See all 1,628 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Bridgeport

Bob Marley Museum

Bob Marley Museum

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
Devon House

Devon House

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
Emancipation Park

Emancipation Park

Take a morning jog, enjoy pleasant tropical scents or admire the artwork in Kingston’s favorite park, a tribute to Jamaican residents’ journey to freedom.

Emancipation Park

Things to do

Kingston Dub Club Sundays

Kingston Dub Club Sundays

$65
per adult
Kingston Dub Club Sundays
displays at the bob marley museum in Jamaica

Kingston Tour & Bob Marley Museum Admission

$81
per adult
74% of travellers recommend
Kingston Tour & Bob Marley Museum Admission
Walk Tours in Kingston.

Walk/Drive Tour of Downtown Kingston/Tivoli Gardens/Trench Town.

$60
per adult
100% of travellers recommend
Walk/Drive Tour of Downtown Kingston/Tivoli Gardens/Trench Town.
See all activities in Kingston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.