Hillsborough County Vacation Packages 2026 from $310

Search vacation packages deals in Hillsborough County's top destinations

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Hillsborough County flight + hotel vacation packages

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

Westgate Town Center Resort

$310

per person

Apr 4 - Apr 9

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.

Palazzo Lakeside Hotel

$377

per person

Mar 11 - Mar 16

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 Lakes Resort & Spa Universal Studios Area

$372

per person

Apr 4 - Apr 9

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 a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.

Westgate Cocoa Beach Resort

$1,542

per person

Mar 7 - Mar 13

found 19 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) 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 Palace Hotel / Universal / I-Drive

International Drive District

$581

per person

Mar 19 - Mar 24

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Top Hillsborough County hotels deals

Ramada by Wyndham Tampa Westshore Airport South

1200 N Westshore Blvd Tampa FL

$75 nightly

$85 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.

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4860 West Kennedy Boulevard Tampa FL

Free Cancellation

Reserve now, pay when you stay

$246 nightly

$279 total

Feb 22 - Feb 23

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.

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3001 University Center Dr Tampa FL

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$157 total

Feb 23 - Feb 24

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Free perks include buffet breakfast, free self parking, and a theme park shuttle. Free WiFi in public areas, a garden, and luggage storage are also on offer.

Grand Hyatt Tampa Bay

2900 Bayport Drive Tampa FL

Free Cancellation

Reserve now, pay when you stay

$207 nightly

$235 total

Feb 8 - Feb 9

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 valet parking. There's a bar/lounge on site, and concierge services and wedding services are also provided.

Quality Inn Airport - Cruise Port

1020 S Dale Mabry Hwy Tampa FL

Free Cancellation

Reserve now, pay when you stay

$113 nightly

$128 total

Feb 2 - Feb 3

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Hotel South Tampa & Suites

3314 S Dale Mabry Hwy Tampa FL

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$127 total

Feb 16 - Feb 17

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.

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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

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

Frequently asked questions

How much are vacation packages to Hillsborough County?

With offers starting from as little as $310, 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.