Deals on vacations and trips to Hillsborough County

Save when you book Hillsborough County, FL package deals

Choose two or more items and save on your trip:

Search vacation packages deals in Hillsborough County's top destinations

Tampa

Vacations
Tampa

Hillsborough County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $695, price is now $356 per person
$356
per person
Aug 25 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was $1,105, price is now $552 per person
$552
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $2,066, price is now $1,073 per person
$1,073
per person
Aug 22 - Aug 28
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access and an outdoor pool are featured at this smoke-free aparthotel. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $677, price is now $363 per person
$363
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the 7 outdoor pools and get free valet parking.
CW Hotel

CW Hotel

2 out of 5
Save 100% on your flight
Price was $1,533, price is now $830 per person
$830
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and concierge services.

Top Hillsborough County hotels deals

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
$151 nightly
The price is $172 total per night
$172 total
Jun 30 - Jul 1
Total with taxes and fees
A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at the bar/lounge and enjoy perks like free WiFi.
On private beach
Pet friendly
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive Tampa FL
Free Cancellation
Reserve now, pay when you stay
$201 nightly
The price is $228 total per night
$228 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free hotel features 2 restaurants, 2 outdoor pools, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. There's a bar/lounge on site, and concierge services and wedding services are also provided.
Pool
Free airport shuttle
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
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $130 total per night
$130 total
Jul 4 - Jul 5
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-in, express check-out, and free airport shuttle. Valet parking, a coffee shop, and limo/town car service are also offered.
Free airport shuttle
Restaurant
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
2506 N Rocky Point Dr Tampa FL
$117 nightly
The price is $130 total per night
$130 total
Jul 12 - Jul 13
Total with taxes and fees
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. You'll appreciate the gym, poolside bar, and snack bar/deli.
Pool
Kitchen
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
$76 nightly
The price is $86 total per night
$86 total
Jul 9 - Jul 10
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-out and free internet in public areas. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Breakfast included
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
3050 N Rocky Point Dr W Tampa FL
Free Cancellation
Reserve now, pay when you stay
$158 nightly
The price is $179 total per night
$179 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Hillsborough County
View all properties
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.

Photos of local treasures

Browse Hillsborough County vacation photos for more inspiration

Panoramic view of Summer sunset over Tampa Downtown waterfront skyline, Tampa, Florida, USA, skyline, waterfront, sunset
Aerial panorama of Tampa, Florida skyline
Downtown Tampa skyline reflected in the water
Tampa Florida skyline under beautiful clouds
Tampa Bay, Florida, USA Skyline

Frequently asked questions

How much are vacation packages to Hillsborough County?
With offers starting from as little as $356, 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.

Explore More Ways to Travel with Travelocity