Hillsborough County Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top destinations in Hillsborough County

A city skyline with illuminated buildings, a bridge over a river, and a park with trees.
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Tampa

Tampa
A wooden boardwalk through a dense forest with tall trees and lush greenery.
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Plant City

Plant City

Top hotels in Hillsborough County

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
111 W Fortune St Tampa FL
Fully refundableReserve now, pay when you stay
The price is S$221 per night from 6 Aug to 7 Aug
S$221
6 Aug - 7 Aug
includes taxes & fees
8.6/10 Excellent! (2,688 reviews)
"The staff was welcoming and covered all accommodations without us asking. The staff did the best they could but was obviously short handed, and waits for food services were long. Overall they made it a good experience and would return."

Reviewed on 8 Jul, 2026

The Barrymore Hotel Tampa Riverwalk
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is S$240 per night from 7 Aug to 8 Aug
S$240
7 Aug - 8 Aug
includes taxes & fees
8.6/10 Excellent! (1,417 reviews)
"Great location! Clean room. Would recommend. Only had 1 elevator working during our stay but everything else was good"

Reviewed on 8 Jul, 2026

The Westin Tampa Bay
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
2506 N Rocky Point Dr Tampa FL
The price is S$164 per night from 28 Jul to 29 Jul
S$164
28 Jul - 29 Jul
includes taxes & fees
8.4/10 Very good! (5,112 reviews)
"Decent. Needs updating."

Reviewed on 8 Jul, 2026

Sailport Waterfront Suites
See all 4,423 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 holiday package cost?
Chart your own course with our Hillsborough County holiday 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 holiday 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 cosy 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 holiday?
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 holiday 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 holiday 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 holiday package?
Certainly, and we're here to help. You may be able to cancel or amend your Hillsborough County holiday 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.

Stay near popular Hillsborough County attractions

A roller coaster with a green track, a cable car system, and a pavilion in a park.

Busch Gardens Tampa Bay

8.8/10 (6,744 reviews)
This premier theme park seamlessly blends heart-racing roller coasters with one of North America's largest zoos. Experience the rush of Iron Gwazi or observe exotic wildlife on the Serengeti Plain safari.
See properties

What to do in Hillsborough County

Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

S$36
per adult
88% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

S$47
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

S$86
per adult
100% of travellers recommend
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
See all activities in Hillsborough County

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.