Downtown Holidays

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The Latest Downtown Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • A covered patio area with outdoor seating, potted plants, and a building entrance.
    18 Dec - 21 Dec

    The Inn on Third + Flight

    Downtown St. Petersburg
    3 nights
    2.0 star property
    9.6/10 - Exceptional (1,002 reviews)
    "Unexpected! Loved thequaintness of this hotel. Staff were friendly & courteous. Clean & Beautiful on the inside. It has am old world charm. Just a delightful place to visit. Offered a complimentary drink between 5-8. Water, pop, beer, or wine. Snacks there to buy for $1, on the honor system."
    Reviewed November 5, 2026
    Return • New Orleans (MSY) - Tampa (TPA)
    MSY - TPA • Direct TPA - MSY • Direct
    €502
    €396
    per traveller
    found 1 day ago
    The Inn on Third
  • A modern living room with a large window, a sofa set, a coffee table, and a dining area.
    18 Dec - 21 Dec

    CW Resort + Flight

    Clearwater Beach
    3 nights
    4.0 star property
    9.4/10 - Exceptional (298 reviews)
    "This Hotel Has the Most Passive aggressive staff and owner I have ever encountered, They say yes while intentionally stalling, and practicing misleading information about the hotel, They use Subtle hostility, sarcasm, eye rolling and claiming misunderstanding of the situation . They play the victim and try to shift the blame elsewhere when called out. The Biggest is complaint I have is they absolutely HATE EXPEDIA travel site, I was told 5 times that since booked my vacation through EXPEDIA..."
    Reviewed November 7, 2026
    Return • New Orleans (MSY) - Tampa (TPA)
    MSY - TPA • Direct TPA - MSY • Direct
    €782
    €540
    per traveller
    found 1 day ago
    CW Resort
  • An outdoor patio with a grill, white chairs, and a red umbrella.
    9 Dec - 13 Dec

    Hibiscus Suites - Gateway to Siesta Key + Flight

    Sarasota
    4 nights
    2.5 star property
    8.8/10 - Excellent (2,479 reviews)
    "Great location good price clean rooms"
    Reviewed November 1, 2026
    Return • Pittsburgh (PIT) - Tampa (TPA)
    PIT - TPA • Direct TPA - PIT • 1 stop
    €911
    €698
    per traveller
    found 1 day ago
    Hibiscus Suites - Gateway to Siesta Key
  • A modern indoor pool area with a central seating area, surrounded by lounge chairs and a waterfall feature.
    9 Dec - 13 Dec

    Las Palmas by beachside Management + Flight

    Siesta Key
    4 nights
    4.5 star property
    Return • Pittsburgh (PIT) - Tampa (TPA)
    PIT - TPA • Direct TPA - PIT • 1 stop
    €4,250
    €3,331
    per traveller
    found 1 day ago
    Las Palmas by beachside Management
  • An outdoor patio area with multiple seating arrangements, including sofas and chairs, and ceiling fans.
    9 Dec - 13 Dec

    The Sarasota Modern, a Tribute Portfolio Hotel + Flight

    Central Sarasota
    4 nights
    4.0 star property
    8.2/10 - Very good (589 reviews)
    "Hotel is nice rooms are good the gym isn’t great."
    Reviewed November 4, 2026
    Return • Pittsburgh (PIT) - Tampa (TPA)
    PIT - TPA • Direct TPA - PIT • 1 stop
    €1,087
    €864
    per traveller
    found 1 day ago
    The Sarasota Modern, a Tribute Portfolio Hotel

Where to stay in Downtown

Find the best Downtown areas for the activities you enjoy most.
A sunrise over a calm lake with silhouetted reeds in the foreground.

East County Civic Group

While visiting East County Civic Group, you might make a stop by sights like Hillsborough County Fairgrounds and Edward Medard Regional Park.

Knights Community Club

While Knights Community Club isn't home to many top sights, Keel & Curley Winery and Dinosaur World are some notable places to visit nearby.

Discover the most popular places to visit in Downtown

Robert W. Willaford Railroad Museum

8.0/10 (11 reviews)
You can spend an afternoon exploring the galleries in Robert W. Willaford Railroad Museum during your travels in Plant City.
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Downtown Hotel Deals

A modern cafe with a central island, various food and drink dispensers, and a prominent waffle display.

Hampton Inn by Hilton Plant City

Hampton Inn by Hilton Plant City
2.5 star property
2.8 km from Downtown
9.2 out of 10, Wonderful, (957 reviews)
"."
The price is €102
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn by Hilton Plant City
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.