Historic Uptown Holidays

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Your Historic Uptown Holiday

Make travel planning easier by booking a holiday package to Historic Uptown. We'll look after all the details, so you can focus on appreciating everything this neighbourhood can offer. Some nearby attractions to visit during your trip to Historic Uptown include Salvador Dali Museum, Tropicana Field and Sunken Gardens. Expedia will help turn your dream Historic Uptown holiday into reality, whatever your budget or travel plans.

Price found within the past 48 hours. Click for updated prices.
  • Terrace/patio
    Aug 8 - Aug 22

    DoubleTree by Hilton Tampa Rocky Point Waterfront + Flight

    Rocky Point
    14 nights
    4.0 star property
    8.2/10 - Very good (1,000 reviews)
    "The Double Tree standards continue to be high! The gym and pool were just perfect and the space was private and quiet! Everything you need when on vacation. I was surprised that breakfast wasn’t free but I failed to read small print. Restaurant food was as tasteful as I expected but it forces me to venture out more to taste the local restaurant scene."
    Reviewed May 25, 2026
    Return • London (LCY) - Tampa (TPA)
    LCY - TPA • 2 stops TPA - LHR • 2 stops
    £1,648
    £1,239
    per traveller
    found 1 day ago
    DoubleTree by Hilton Tampa Rocky Point Waterfront
  • Outdoor pool
    Aug 8 - Aug 22

    Landing Tampa Westshore + Flight

    Port Tampa City
    14 nights
    4.5 star property
    9.0/10 - Wonderful (193 reviews)
    "Todo, desde indication hasta tipo de muebles y servicios"
    Reviewed May 26, 2026
    Return • London (LCY) - Tampa (TPA)
    LCY - TPA • 2 stops TPA - LHR • 2 stops
    Save 100% on your flight
    £2,343
    £1,605
    per traveller
    found 1 day ago
    Landing Tampa Westshore
  • Terrace/patio
    Aug 8 - Aug 22

    Homewood Suites by Hilton Tampa Airport - Westshore + Flight

    Westshore
    14 nights
    3.0 star property
    9.2/10 - Wonderful (1,002 reviews)
    "The room had 2 bedrooms with their own bathrooms. Spacious and clean full kitchen."
    Reviewed May 18, 2026
    Return • London (LCY) - Tampa (TPA)
    LCY - TPA • 2 stops TPA - LHR • 2 stops
    £1,571
    £1,277
    per traveller
    found 1 day ago
    Homewood Suites by Hilton Tampa Airport - Westshore
  • Courtyard
    Aug 8 - Aug 22

    Embassy Suites by Hilton Tampa USF Near Busch Gardens + Flight

    Tampa
    14 nights
    3.5 star property
    8.2/10 - Very good (1,446 reviews)
    "Very nice room and pretty building! Not sure why the front desk number didn’t work but I enjoyed my stay!"
    Reviewed May 26, 2026
    Return • London (LCY) - Tampa (TPA)
    LCY - TPA • 2 stops TPA - LHR • 2 stops
    £1,858
    £1,533
    per traveller
    found 1 day ago
    Embassy Suites by Hilton Tampa USF Near Busch Gardens
  • Terrace/patio
    Aug 8 - Aug 22

    Hilton Garden Inn Tampa Ybor Historic District + Flight

    Ybor City
    14 nights
    3.0 star property
    8.4/10 - Very good (1,013 reviews)
    "Great Hotel!"
    Reviewed May 26, 2026
    Return • London (LCY) - Tampa (TPA)
    LCY - TPA • 2 stops TPA - LHR • 2 stops
    £1,739
    £1,441
    per traveller
    found 1 day ago
    Hilton Garden Inn Tampa Ybor Historic District

Where to stay in Historic Uptown

Find the best Historic Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Historic Uptown
Pass-a-Grille

Pass-a-Grille

1 out of top 10 points of interest in this area
5/5(3 area reviews)

As you view this neighborhood’s iconic pink hotel it feels as if you’ve crossed into the past. Find beautiful beaches and serene enjoyment here.

Find hotels in Pass-a-Grille

Top hotels in Historic Uptown

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is £346 per night from 1 Jun to 2 Jun
£346
1 Jun - 2 Jun
includes taxes & fees
9.4/10 Exceptional! (3,281 reviews)
"perfect hotels for families!"

Reviewed on 27 May 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
The price is £139 per night from 7 Jun to 8 Jun
£139
7 Jun - 8 Jun
includes taxes & fees
8.6/10 Excellent! (1,327 reviews)
"Unfortunately pool was closed and 3 out of 4 elevators were down, this may our stayed disappointed. It took us at least 15 min to be able to get into our rooms. Rooms are new and well done."

Reviewed on 26 May 2026

The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is £179 per night from 18 Jun to 19 Jun
£179
18 Jun - 19 Jun
includes taxes & fees
8.2/10 Very Good! (2,632 reviews)
"All as I expected"

Reviewed on 26 May 2026

Hilton Clearwater Beach Resort & Spa
See all 17,954 properties in Historic Uptown
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Historic Uptown travel package cost?
Be ready to book, because a getaway to Historic Uptown starts from an affordable . When you bundle your hotels, flights and car rentals into a package, you'll enjoy the lowest prices.
If I'm not able to travel, can I cancel my Historic Uptown travel package?
Don't stress if you're rethinking your Historic Uptown travel package — it's possible to change or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We realise life can sometimes throw you a curveball, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.
How do I get a cheap travel package to Historic Uptown?
You'll save big if you bundle your car rentals, flights and hotels into a Historic Uptown travel package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer over 550 airlines and 1,000,000 hotels worldwide, so you'll always have plenty of variety to choose from. Like to save even more? Add some popular activities to your package deal and unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Historic Uptown holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has come up with a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a fantastic getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna can help. Paying in convenient monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Consider this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Pressing the "book now" button is easier with this payment option. Simply put down a small deposit on your booking and then start packing your suitcase.

Where should I stay in Historic Uptown?
A trip to Historic Uptown isn't over until you've seen Salvador Dali Museum and Clearwater Marine Aquarium. Look for somewhere to stay nearby for quick access to these famous tourist attractions.
What are the top hotels in Historic Uptown?
Get your escape off to an excellent start by booking a stay at Hollander Boutique Hotel. It's one of most popular properties in Historic Uptown. Another comfortable option is Holiday Inn Express & Suites St. Petersburg - Madeira Beach, an IHG Hotel.
How far in advance should I book my Historic Uptown holiday?
Savvy travellers always book early. Air carriers usually advertise flight tickets around a year prior to departure, and this is a fantastic opportunity to land some of the lowest prices. Boss just told you to take some holiday time in a few weeks? That's fine too — Expedia are never short on fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Historic Uptown travel package include?
That depends on what you're looking for. If you're travelling alone, you might decide to combine flights and hotels. Taking the whole crew to Historic Uptown? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the freedom to customize your travel package.
What should I know before booking a Historic Uptown travel package?
You'll score amazing savings when you bundle your hotels, flights and rental cars into a travel package. Not just that, booking everything together just makes things easier. So why waste time or money? Whether you're organising a luxury romantic escape or a low-cost family break, browse our travel packages today.
Can I choose my airline with a Historic Uptown Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.

Popular places to visit

Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.

John's Pass Village & Boardwalk

4.5/5(34 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area or visit its lively bars.

John's Pass Village & Boardwalk
Fort De Soto Park

Fort De Soto Park

4.5/5(25 reviews)

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park
Salvador Dali Museum

Salvador Dali Museum

5/5(21 reviews)

Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.

Salvador Dali Museum

Things to do

Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

£27
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

£27
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

£33
per adult
100% of travellers recommend
Pirate Adventure Cruise - John's Pass
See all activities in St. Petersburg - Clearwater

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.