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
Top Hillsborough County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
CA $1,703
per person
Nov 22 - Nov 29
found 17 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
This place was fantastic to stay at. We had a two bedroom cottage, the facilities were fantastic. All bedrooms ensuite, TVs in every room. Full kitchen and living room. Hot tub. Great pool nearby and sunset walk is five minutes walk away. They had live music in most nights and there is a lot of different food and drink places there.
Reviewed on Oct 15, 2026
Seasons Florida Resort
CA $1,115
per person
Jan 1 - Jan 8
found 8 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (3,974 reviews)
Great place to stay. Friendly staff, quiet area, & reasonable rates. This is our 4th stay & we will be back.
Reviewed on Oct 18, 2026
Hillsborough County Hotel Deals
Four Points by Sheraton Suites Tampa Airport Westshore
4400 W Cypress St Tampa FL
Fully refundableReserve now, pay when you stay
CA $167
CA $190 total
Oct 25 - Oct 26
includes taxes & fees
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
CA $219
CA $249 total
Oct 25 - Oct 26
includes taxes & fees
OASIS BAY SUITES, Tampa, Busch Gardens, USF
3001 University Center Dr Tampa FL
Fully refundableReserve now, pay when you stay
CA $182
CA $207 total
Oct 19 - Oct 20
includes taxes & fees
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 CA $865. 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.
Stay near popular Hillsborough County attractions
Busch Gardens Tampa Bay
8.8/10 (6,744 reviews)
Exotic animals and thrill rides all on the one site at this theme park and zoo designed for the whole family.
Port Tampa Bay
8.6/10 (5,897 reviews)
Explore the waterfront in Tampa with a trip to Port Tampa Bay. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Raymond James Stadium
8.8/10 (3,842 reviews)
Catch an event at Raymond James Stadium during your trip to Tampa. Attend a football game or simply enjoy the top-notch restaurants while you're in the area.
Tampa Riverwalk
9.0/10 (7,225 reviews)
Walk, bike or rollerblade along Tampa’s waterside neighborhood, with public art, museums, restaurants and more attractions right on the waterfront.
Benchmark International Arena
9.0/10 (1,814 reviews)
Catch an event at Benchmark International Arena during your trip to Tampa. Attend a hockey game or simply enjoy the top-notch restaurants while you're in the area.
Tampa Convention Center
8.4/10 (2,186 reviews)
During your trip, find out what's happening at Tampa Convention Center, a top convention center in Tampa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Florida State Fairgrounds
8.4/10 (798 reviews)
Enjoy an outing to Florida State Fairgrounds during your stay in Tampa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Florida Aquarium
8.8/10 (3,540 reviews)
Embark on a colorful exploration of Florida’s ecosystems and aquatic habitats at this popular aquarium.
What to do in Hillsborough County
Tarpon Springs: Evening Dolphin Cruise
CA $40
per adult
100% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
CA $39
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
CA $50
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
