Bridgeport Vacation Packages 2026 from $817

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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.

Casa Clayton at Donhead - New Kingston

New Kingston

Save 100% on your flight

$817

per person

Oct 23 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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

New Kingston Guest Apt at Fairway

New Kingston

$1,492

per person

Oct 16 - Oct 23

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Kingston (KIN)

No reviews

The Emrald of the North

Save 100% on your flight

$1,066

per person

Sep 20 - Sep 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Kingston (KIN)

No reviews

Millsborough Guest Apartments

Jack's Hill

$899

per person

Oct 16 - Oct 23

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Kingston (KIN)

No reviews

Modern London Decor Guest Apartments

Barbican

$940

per person

Oct 16 - Oct 23

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Kingston (KIN)

8/10 Very Good! (4 reviews)

Checking in was a very stressful process

Reviewed on May 16, 2022

Where to stay in Bridgeport

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

A large, two-story building with a symmetrical facade, a central entrance with steps, and a formal garden with trimmed hedges and flowering plants.

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.

A sailboat docked at a pier with a calm water body and distant mountains.

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.

A busy urban intersection with a central roundabout, surrounded by buildings, trees, and parked cars.

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.

A valley with a river, surrounded by mountains and a town with houses and roads.

Liguanea

1 out of top 10 points of interest in this area

The restaurants and shopping are a few reasons travelers visit Liguanea. Though there aren't many top sights in the neighborhood, you can visit Palace Cineplex and Bob Marley Museum, a few notable attractions nearby.

A lush green valley with mountains in the background and a white gazebo in the foreground.

Beverly Hills

Beverly Hills might not have many top sights, but National Stadium and National Arena are two attractions nearby that you can check out.

Bridgeport Hotel Deals

S Hotel Kingston

1 St Lucia Avenue Kingston Saint Andrew

Fully refundableReserve now, pay when you stay

$176 nightly

$198 total

Sep 13 - Sep 14

Total with taxes and fees

R Hotel Kingston

2 Renfrew Road , Kingston 10, Jamaica Kingston Jamaica

Fully refundableReserve now, pay when you stay

$190 nightly

$210 total

Sep 10 - Sep 11

Total with taxes and fees

AC Hotel by Marriott Kingston, Jamaica

38 Lady Musgrave Rd Kingston St. Andrew Parish

Fully refundableReserve now, pay when you stay

$266 nightly

$298 total

Sep 4 - Sep 5

Total with taxes and fees

See all 1,697 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.