Hillsborough County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

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    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top destinations in Hillsborough County

Tampa Bay featuring night scenes, a river or creek and skyline
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Tampa

Tampa
Dinosaur World
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Plant City

Plant City

Hillsborough County Hotel Deals

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is NT$4,417 per night from Aug 10 to Aug 11
NT$4,417
NT$5,014 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (1,646 reviews)
"The property was really nice with nice views the only con was the roof top pool was down for maintenance but they did offer shuttle to the sister hotel for guest to enjoy the pool."

Reviewed on 2025/7/7

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Hotel Alba, Tapestry Collection by Hilton
Hotel Alba, Tapestry Collection by Hilton
4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is NT$3,700 per night from Aug 10 to Aug 11
NT$3,700
NT$4,200 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (1,980 reviews)
"Perfect location and close to everything!"

Reviewed on 2025/7/9

Hotel Alba, Tapestry Collection by Hilton
Sailport Waterfront Suites
Sailport Waterfront Suites
3.5 out of 5
2506 N Rocky Point Dr, Tampa, FL
The price is NT$3,661 per night from Aug 12 to Aug 13
NT$3,661
NT$4,681 total
Aug 12 - Aug 13
includes taxes & fees
8.2/10 Very Good! (4,610 reviews)
Excellent
"We always love staying there. Just wish they would bring back the deck that was off of the pool area. And fix broken dock that’s on the beach side area."

Reviewed on 2025/7/9

Sailport Waterfront Suites
See all 4,006 properties in Hillsborough County
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 Hillsborough County vacation package cost?
Chart your own course with our Hillsborough County vacation packages, which start from only . Select the hotels and flights that suit your travel style. Then, add on a few tours or experiences for an incredible escape.
How do I get a cheap travel package to Hillsborough County?
Browse and book everything in one place with our Hillsborough County vacation packages. You'll discover deals on hotels, flights and more that'll keep your credit card happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels around the globe to select from, you'll have endless opportunities to mix and match as you like.
Where should I stay in Hillsborough County?
Tampa is a great place to visit. It draws in many wanderers who come to explore its top sights, which include Raymond James Stadium and University of South Florida.
What are the top hotels in Hillsborough County?
For properties in Tampa with friendly service and cozy beds, you can't beat Hyatt Place Tampa Downtown and Seminole Hard Rock Hotel & Casino Tampa. If you're swinging by Plant City as well, you can look forward to a relaxing night's sleep at Ramada by Wyndham Tampa Westshore or Hampton Inn & Suites Tampa Airport Avion Park Westshore.
How far in advance should I book my Hillsborough County vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Hillsborough County sometimes become available just a few weeks before departure.
What does an Expedia Hillsborough County travel package include?
Expedia has everything you need to plan your Hillsborough County trip, but what goes into your package is your call. Pick from any combination of flights, hotels and rental cars. Looking for some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style, there's a vacation package to match your needs.
What should I know before booking a Hillsborough County travel package?
An Expedia travel package can be customized for your circumstances and is a great way to stretch your dollars further. How much you include is completely up to you. Rental cars, hotels and flights --- decide on a combination that suits your style.
Can I choose my airline with a Hillsborough County Expedia vacation package?
Yes, and with over 550 airlines to choose from around the world, you've got lots of choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Hillsborough County vacation package?
Certainly, and we're here to help. You may be able to cancel or amend your Hillsborough County vacation package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If life throws you a curveball, browse our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.