Hillsborough County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Geraldine Soh

Top destinations in Hillsborough County

Tampa Bay showing a river or creek, skyline and night scenes
FlightsFlightsHotelsHotels

Tampa

Tampa
FlightsFlightsHotelsHotels

Lithia

Lithia

Top hotels in Hillsborough County

Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
The price is 1.985.098 ₫ per night from 8 Feb to 9 Feb
1.985.098 ₫
2.253.087 ₫ total
8 Feb - 9 Feb
includes taxes & fees
6.2/10 (3,855 reviews)
Clean room

Reviewed on 26 Jan 2026

Ramada by Wyndham Tampa Westshore Airport South
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
The price is 5.712.672 ₫ per night from 8 Feb to 9 Feb
5.712.672 ₫
6.483.882 ₫ total
8 Feb - 9 Feb
includes taxes & fees
8.4/10 Very Good! (1,106 reviews)
Very clean, super nice staff, and great rooftop!!

Reviewed on 25 Jan 2026

The Westin Tampa Bay
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 5.933.239 ₫ per night from 8 Feb to 9 Feb
5.933.239 ₫
6.734.285 ₫ total
8 Feb - 9 Feb
includes taxes & fees
8.6/10 Excellent! (1,776 reviews)
Unique decor and cleanliness. Relaxing to sit in lobby area by fountain

Reviewed on 26 Jan 2026

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
See all 4,268 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 1null000null000 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.