Hillsborough County Vacations & Trips from $230
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Your Hillsborough County Vacation
Answer the call of adventure with a tailor-made vacation package to Hillsborough County. Wherever your travels take you and whatever you have planned, prepare to experience a destination that'll make you feel alive. With so much to see and do on a trip to Hillsborough County, it can be difficult to know where to begin. Kick off your travels in Tampa at Busch Gardens Tampa Bay and Raymond James Stadium — two popular attractions here. Another great city worth adding to your itinerary is Wesley Chapel. Don't miss Advent Health Center Ice and Wesley Chapel District Park. Expedia has everything you need for planning your Hillsborough County vacation. From hotels and flights, to activities and more, we're here to help you create a travel experience like no other.
Top destinations in Hillsborough County
Tampa
The Latest Hillsborough County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Florida Hotel & Conference Center in the Florida Mall
Price was $758, price is now $304 per person
$304
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (2,232 reviews)
Yes the room was very clean and quiet. The staff were largely supportive. The check in took several attempts to complete
Reviewed on Dec 7, 2025
Residence Inn by Marriott Daytona Beach Oceanfront
Price was $1,461, price is now $603 per person
$603
per person
Jan 27 - Feb 3
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The outside of the building could use some tlc but inside was clean and updated. Staff was attentive, polite, & helpful. Breakfast was surprisingly better than I anticipated with hot options outside of the traditional continental options. Furniture around pool was pressure washed every morning and plentiful. There are no seating options for the beach however we would definitely stay here again.
Reviewed on Nov 30, 2025
Westgate Cocoa Beach Resort
Price was $1,770, price is now $837 per person
$837
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (500 reviews)
No Beach view but beach is an10m walk so not too bad. Beach chairs falling apart. The pools and tiki bar were awesome. The two room suite was okay and for the most part pretty clean. But there were some dead bugs which is not what I expected for the price point.
Reviewed on Nov 6, 2025
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $568, price is now $272 per person
$272
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,482 reviews)
Ok. No room service. House keeping knocked 2 hrs before check out time. Felt rushed.
Reviewed on Dec 7, 2025
Find the Best Hillsborough County Vacation Packages
Hillsborough County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tampa Intl. Airport (TPA) |
Top Sights | Florida Aquarium, ZooTampa at Lowry Park and Ben T. Davis Beach |
Hillsborough County Hotel Deals
Hilton Tampa Airport Westshore
2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $147 total per night from Dec 23 to Dec 24
$147 total
Dec 23 - Dec 24
Total with taxes and fees
8.4/10 Very Good! (1,057 reviews)
The refrigerator in our room did not work.We requested assistance three separate times and nobody came. There is no free breakfast at this hotel. And I found trash sitting on top of the couch, which led me to believe their cleanliness, is not top priority.
Reviewed on Dec 5, 2025
Hotel Alba, Tapestry Collection by Hilton
5303 W Kennedy Blvd Tampa FL
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $128 total per night from Dec 30 to Dec 31
$128 total
Dec 30 - Dec 31
Total with taxes and fees
8.6/10 Excellent! (2,409 reviews)
I will definitely be returning on my nxt travel to Tampa. Room was very updated and cleanliness exceeded my expectations.
Reviewed on Dec 2, 2025
DoubleTree by Hilton Tampa Rocky Point Waterfront
3050 N Rocky Point Dr W Tampa FL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $139 total per night from Dec 15 to Dec 16
$139 total
Dec 15 - Dec 16
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
Disappointed in the parking fees
Reviewed on Dec 4, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.