Hillsborough County Vacation Packages

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Your Hillsborough County Vacation

Answer the call of adventure with a tailor-made vacation package to Hillsborough County. Wherever your travels take you and whatever you have planned, prepare to experience a destination that'll make you feel alive. With so much to see and do on a trip to Hillsborough County, it can be difficult to know where to begin. Kick off your travels in Tampa at Busch Gardens Tampa Bay and Raymond James Stadium — two popular attractions here. Another great city worth adding to your itinerary is Wesley Chapel. Don't miss Advent Health Centre Ice and Wesley Chapel District Park. Expedia has everything you need for planning your Hillsborough County vacation. From hotels and flights, to activities and more, we're here to help you create a travel experience like no other.

Top vacation destinations in Hillsborough County

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

Tampa

Tampa

Top Hillsborough County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,059, price is now CA $522 per person
CA $522
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (5,254 reviews)
The property is nice. However, they should not charge for the water park. Since it is minimal, it should either be included for free with the stay or have a one-time charge for the duration of the visit. The staff were very friendly, and the grounds were well-maintained.

Reviewed on Aug. 27, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $1,425, price is now CA $628 per person
CA $628
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.8/10 Excellent! (1,002 reviews)
This was a good time!

Reviewed on Aug. 23, 2025

ette hotel

ette hotel

5 out of 5
Price was CA $1,963, price is now CA $984 per person
CA $984
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
9.8/10 Exceptional! (330 reviews)
Excellent service, food, location and staff! Thank you

Reviewed on Aug. 11, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $972, price is now CA $545 per person
CA $545
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8/10 Very Good! (1,346 reviews)
The property is very beautiful and they do a wonderful job keeping it clean. However, it's far too big for older visitors and there are no benches to rest while walking.

Reviewed on Aug. 26, 2025

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was CA $953, price is now CA $554 per person
CA $554
per person
Nov 15 - Nov 20
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.4/10 Very Good! (1,001 reviews)
There was a very shady old looking red car parked outside our windows with loud music playing late into the night our last two nights

Reviewed on Aug. 19, 2025

Hillsborough County Hotel Deals

Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Sep 7 to Sep 8
CA $155
CA $176 total
Sep 7 - Sep 8
includes taxes & fees
Hilton Tampa Airport Westshore
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $235 per night from Aug 31 to Sep 1
CA $235
CA $314 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (1,032 reviews)
"Casitas were clean and cozy and near a pool with cocktail waitress."

Reviewed on Aug. 25, 2025

Grand Hyatt Tampa Bay
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Fully refundable
The price is CA $222 per night from Aug 31 to Sep 1
CA $222
CA $252 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Good"

Reviewed on Aug. 23, 2025

The Westin Tampa Bay
See all 4,092 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 CA $522. 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.