Book Exclusive Hillsborough County Vacation Packages

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Search vacation packages deals in Hillsborough County's top destinations

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

Tampa

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

Plant City

Vacations
Plant City

Hillsborough County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was CA $1,534, price is now CA $943 per person
CA $943
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,682, price is now CA $1,031 per person
CA $1,031
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Orlando (MCO)
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Aquatica are located nearby.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was CA $2,076, price is now CA $1,290 per person
CA $1,290
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Camping World Stadium are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,513, price is now CA $943 per person
CA $943
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $2,720, price is now CA $1,727 per person
CA $1,727
per person
Sep 6 - Sep 12
found 15 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Top Hillsborough County hotels deals

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
111 W Fortune St Tampa FL
Free cancellation
Reserve now, pay when you stay
The price is CA $187 per night
CA $187
CA $215 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
Pool
Pet-friendly
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Free cancellation
Reserve now, pay when you stay
The price is CA $208 per night
CA $208
CA $237 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
On private beach
Pool
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
2506 N Rocky Point Dr Tampa FL
The price is CA $122 per night
CA $122
CA $164 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this business-friendly aparthotel in Tampa. Enjoy breakfast (surcharge), a fitness center, and a 24-hour front desk. Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
Pool
Kitchen
Four Points by Sheraton Suites Tampa Airport Westshore

Four Points by Sheraton Suites Tampa Airport Westshore

3 out of 5
4400 W Cypress St Tampa FL
Free cancellation
Reserve now, pay when you stay
The price is CA $158 per night
CA $158
CA $179 total
Jul 23 - Jul 24
includes taxes & fees
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
Pool
Free airport shuttle
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd Tampa FL
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
CA $185 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
Pool
Free airport shuttle
La Quinta Inn by Wyndham Tampa Near Busch Gardens

La Quinta Inn by Wyndham Tampa Near Busch Gardens

3 out of 5
9202 N 30th St Tampa FL
Free cancellation
Reserve now, pay when you stay
The price is CA $107 per night
CA $107
CA $122 total
Jul 29 - Jul 30
includes taxes & fees
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Busch Gardens Tampa Bay and Seminole Hard Rock Casino Tampa are located nearby.
Pool
Breakfast included
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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.

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)
Enjoy the rides and games at Busch Gardens Tampa Bay and find out why this is a popular amusement park in Tampa. Amble around this family-friendly area's picturesque gardens or experience its lively festivals.
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Photos of local treasures

Browse Hillsborough County vacation photos for more inspiration

A city skyline with modern buildings, a calm river reflecting the structures, and a sunset in the background.
A city skyline with modern skyscrapers, a marina with boats, and a river.
A riverside walkway with a city skyline in the background.
A city skyline with high-rise buildings and a marina with boats.
A city skyline with modern skyscrapers, a bridge, and a calm river reflecting the buildings.

Frequently asked questions

How much are vacation packages to Hillsborough County?
With offers starting from as little as CA $943, hotel and flight packages are an excellent way to stretch your vacation budget even further. Get ready Hillsborough County — here you come!
Where can I get the best vacation package deals for Hillsborough County?
For an amazing Hillsborough County package deal, book with Travelocity. Choose from 400 airlines and 1,000,000 worldwide properties to create your ultimate trip — the choice is all yours!
Why should I purchase my Hillsborough County vacation bundle via Travelocity?
We have experiences for every kind of traveler, first-rate service and 24/7 support. And to top it off, we'll match any better price you happen to find with our Price Match Guarantee.
Will I save money on my Hillsborough County car rental if I bundle it with a hotel or flight?
Certainly. And our Hillsborough County vacation packages are the best way to do it. With just a few clicks you can save cash and time by bundling your bookings. Pick up the keys to your rental car then chart your own course. Need to fill your itinerary? Add some tours or experiences to your package and save on those too.
Which airport is best for Hillsborough County?
For passengers contemplating flying in and out of Hillsborough County, the most commonly used airports are Tampa Intl. Airport (TPA), Sarasota-Bradenton Intl. Airport (SRQ) and St. Petersburg-Clearwater Intl. Airport (PIE).
What is there to do in Hillsborough County?
Hillsborough County boasts hidden gems around every turn, however make sure you see Raymond James Stadium and ZooTampa at Lowry Park while you're in town. These landmarks are a must-see for visitors to the region.