Hillsborough County Vacation Packages 2026 from $277

Search vacation packages deals in Hillsborough County's top destinations

Tampa

Vacations

Hillsborough County flight + hotel vacation packages

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

Westgate Vacation Villas Resort

Save 100% on your flight

$277

per person

Apr 26 - Apr 30

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 a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.

Westgate Lakes Resort & Spa Universal Studios Area

$350

per person

May 3 - May 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 Town Center Resort

$311

per person

May 3 - May 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.

Westgate River Ranch Resort & Rodeo

Save 100% on your flight

$424

per person

Apr 16 - Apr 21

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

This smoke-free resort features free water park access, a marina, and 2 restaurants. There's fun for all ages with mini golf and a playground, and barbecue grills are available on site. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

Westgate Palace Hotel / Universal / I-Drive

International Drive District

Save 100% on your flight

$497

per person

Apr 28 - May 3

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.

Top Hillsborough County hotels deals

Hotel Tampa Riverwalk

200 N Ashley Dr Tampa FL

Free Cancellation

Reserve now, pay when you stay

$201 nightly

$228 total

Apr 5 - Apr 6

Total with taxes and fees

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the outdoor pool and conveniences like a 24-hour front desk and wedding services.

Ramada by Wyndham Tampa Westshore Airport South

1200 N Westshore Blvd Tampa FL

$73 nightly

$83 total

Mar 31 - Apr 1

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.

Sailport Waterfront Suites

2506 N Rocky Point Dr Tampa FL

$155 nightly

$174 total

Apr 6 - Apr 7

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.

HomeTowne Studios by Red Roof Tampa - Airport

6121 West Sitka Street Tampa FL

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$106 total

Apr 1 - Apr 2

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Grand Hyatt Tampa Bay

2900 Bayport Drive Tampa FL

Free Cancellation

Reserve now, pay when you stay

$230 nightly

$261 total

Apr 5 - Apr 6

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.

BAY INN

2307 E BUSCH BLVD Tampa FL

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$84 total

Mar 17 - Mar 18

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this motel. Staff at the 24-hour front desk can provide around-the-clock assistance.

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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

Metal fish installation art by convention center.

June 8th, 2012. USA played Antigua & Barbuda. USA won 3-1.

This was my first time at a professional soccer game of any kind. Although it poured about half the time, and the other time it just rained, it was very much worth it. The electricity in the crowd is unlike any other sporting event I've been to. For 90 minutes people are on their feet chanting USA, Dempsey, etc. If you get the chance and like sports of any kind I would highly recommend going, I can say I will be finding other USA games wherever they are and going in the future.

Frequently asked questions

How much are vacation packages to Hillsborough County?

With offers starting from as little as $277, 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.