Hillsborough County Holidays

Photo by Geraldine Soh

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Top destinations in Hillsborough County

FlightsFlightsHotelsHotels

Tampa

Tampa
The beautiful tree lined Hurrah Lake in Alafia River State Park, Lithia, Hillsborough County, Florida
FlightsFlightsHotelsHotels

Lithia

Lithia

Top Flight + Hotel Deals in Hillsborough County

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was €1,294, price is now €966 per person
€966
per person
13 May - 21 May
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.2/10 Very Good! (5,128 reviews)
Great location, clean and tidy. The hotel needs repairs, upgrades. The laminate floorint

Reviewed on 6 Apr 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was €1,848, price is now €1,255 per person
€1,255
per person
13 May - 21 May
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,068 reviews)
Very clean and friendly staff

Reviewed on 8 Apr 2026

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area

4 out of 5
Price was €1,784, price is now €1,268 per person
€1,268
per person
13 May - 21 May
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.6/10 Excellent! (1,778 reviews)
Room service more frequently.

Reviewed on 4 Apr 2026

Parkway International Resort

Parkway International Resort

3 out of 5
Price was €1,313, price is now €1,005 per person
€1,005
per person
13 May - 21 May
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.4/10 Exceptional! (2,271 reviews)
The gym is too small and not enough equipped.

Reviewed on 9 Apr 2026

Caribe Royale Orlando

Caribe Royale Orlando

4.5 out of 5
Price was €1,633, price is now €1,261 per person
€1,261
per person
13 May - 21 May
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (4,882 reviews)
Beautiful place. Super nice

Reviewed on 9 Apr 2026

Top hotels in Hillsborough County

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
200 N Ashley Dr Tampa FL
Fully refundableReserve now, pay when you stay
The price is €144 per night from 3 May to 4 May
€144
3 May - 4 May
includes taxes & fees
7/10 Good! (1,824 reviews)
By far the worst hotel experience in my 31 years of life. Biggest waste of $200- HUGE RIP OFF. Less than a week before our stay we were notified that the pool, both bars, and restaurant would be closed for renovations. Unfortunately they only took $25 off the price for us, making the stay now $198. ...

Reviewed on 9 Apr 2026

Hotel Tampa Riverwalk
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
6.2/10 (4,265 reviews)
Very friendly

Reviewed on 9 Apr 2026

Get rates
Ramada by Wyndham Tampa Westshore Airport South
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
2506 N Rocky Point Dr Tampa FL
The price is €170 per night from 3 May to 4 May
€170
3 May - 4 May
includes taxes & fees
8.4/10 Very Good! (4,990 reviews)
We were there two hours before check in. The first room they gave us on the second floor was uninhabitable. The rug had holes, the shower was stained, there was still food left out. I went to the desk and they gave us a new room on the top floor, it was okay. Still extremely run down.. will include ...

Reviewed on 8 Apr 2026

Sailport Waterfront Suites
See all 4,417 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 €966. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.