Deals on vacations and trips to Hillsborough County

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Tampa Bay featuring night scenes, a river or creek and skyline

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Dinosaur World

Plant City

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Plant City

Hillsborough County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $986, price is now $289 per person
$289
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $910, price is now $311 per person
$311
per person
Apr 4 - Apr 11
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $736, price is now $337 per person
$337
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $2,339, price is now $1,071 per person
$1,071
per person
Feb 22 - Feb 28
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access and an outdoor pool are featured at this smoke-free condo resort. 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 Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $681, price is now $322 per person
$322
per person
Mar 28 - Apr 1
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Top Hillsborough County hotels deals

Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
$82 nightly
The price is $93 total per night
$93 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
3314 S Dale Mabry Hwy Tampa FL
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $108 total per night
$108 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
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
$202 nightly
The price is $230 total per night
$230 total
Jan 18 - Jan 19
Total with taxes and fees
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. There's an outdoor pool on site, and concierge services and wedding services are also offered.
Pool
Free airport shuttle
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave Tampa FL
Free Cancellation
Reserve now, pay when you stay
$163 nightly
The price is $185 total per night
$185 total
Jan 23 - Jan 24
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, express check-in, and free airport shuttle. There's a 24-hour gym on site, and a 24-hour front desk and a terrace 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
$195 nightly
The price is $221 total per night
$221 total
Jan 18 - Jan 19
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. Free self parking, a coffee shop, and limo/town car service are also offered.
Free airport shuttle
Parking 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
$140 nightly
The price is $158 total per night
$158 total
Jan 25 - Jan 26
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
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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.

Photos of local treasures

Browse Hillsborough County vacation photos for more inspiration

At the Perry Harvey, Sr. Park, James Simon’s sculptures of musicians, dancers, and a jukebox help highlight the importance of music to the history and culture of the historic Central Avenue Business District in Tampa. #sculpture #Tampa #OnTheRoad
At the Perry Harvey, Sr. Park, James Simon’s sculptures of musicians, dancers, and a jukebox help highlight the importance of music to the history and culture of the historic Central Avenue Business District in Tampa. #sculpture #Tampa #OnTheRoad
Great views of Downtown Tampa
The springs are so clear and such a nice refresher on a hot day, it was definitely a bonus while we RV camped at the county park #florida #swimming #underwater
ruins on Egmont Key #perspectives

Frequently asked questions

How much are vacation packages to Hillsborough County?
With offers starting from as little as $289, 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.

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