Hillsborough County Vacation Packages 2025/2026 from $451

Hillsborough County flight + hotel vacation packages

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

Westgate Palace Hotel / Universal / I-Drive

International Drive District

$451

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip 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.

Westgate Lakes Resort & Spa Universal Studios Area

Save 100% on your flight

$501

per person

Nov 12 - Nov 19

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

$1,517

per person

Dec 25 - Jan 1

found 1 day ago

Roundtrip non-stop 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.

Bryan’s Spanish Cove

Save 100% on your flight

$504

per person

Dec 17 - Dec 23

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A garden, a picnic area, and concierge services are also on offer.

Westgate Vacation Villas Resort

Save 100% on your flight

$595

per person

Dec 21 - Dec 27

found 1 day ago

Roundtrip flight included

Detroit (DTW) 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.

Top Hillsborough County hotels deals

Hilton Tampa Airport Westshore

2225 N Lois Ave, Tampa, FL

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$120 total

Oct 20 - Oct 21

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

Hotel Alba, Tapestry Collection by Hilton

5303 W Kennedy Blvd, Tampa, FL

$141 nightly

$160 total

Oct 24 - Oct 25

Total with taxes and fees

This hotel features 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 5 conference rooms, free WiFi in public areas, and express check-out. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Pool

Pet friendly

Hotel South Tampa & Suites

3314 S Dale Mabry Hwy, Tampa, FL

Free Cancellation

Reserve now, pay when you stay

$70 nightly

$80 total

Oct 20 - Oct 21

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

DoubleTree by Hilton Tampa Rocky Point Waterfront

3050 N Rocky Point Dr W, Tampa, FL

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$87 total

Oct 26 - Oct 27

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

The Westin Tampa Bay

7627 W Courtney Campbell Cswy, Tampa, FL

Free Cancellation

$161 nightly

$183 total

Oct 19 - Oct 20

Total with taxes and fees

A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. 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 a 24-hour front desk and concierge services are also provided.

On private beach

Pet friendly

Quality Inn Airport - Cruise Port

1020 S Dale Mabry Hwy, Tampa, FL

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$86 total

Oct 27 - Oct 28

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

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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

Tampa featuring a pond, a lake or waterhole and mangroves

Tampa which includes a park, a river or creek and a bridge

Lettuce Lake Park featuring a garden, a lake or waterhole and fall colors

Big Cat Rescue which includes zoo animals as well as a large group of people

Frequently asked questions

How much are vacation packages to Hillsborough County?

With offers starting from as little as $451, 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.