Historic Uptown Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

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

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is S$327 per night from 13 Apr to 14 Apr
S$327
13 Apr - 14 Apr
includes taxes & fees
8.2/10 Very Good! (1,752 reviews)
This is not a 5 star resort Broken elevator.. rooms are old and furniture is run down.. beach area is nice though and good food at the Restaurant on site

Reviewed on 3 Apr, 2026

RumFish Beach at TradeWinds
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is S$605 per night from 3 May to 4 May
S$605
3 May - 4 May
includes taxes & fees
9.4/10 Exceptional! (3,108 reviews)
It was better than we expected! Can’t wait to come back and bring our kids.

Reviewed on 3 Apr, 2026

Wyndham Grand Clearwater Beach
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
200 N Ashley Dr Tampa FL
Fully refundableReserve now, pay when you stay
The price is S$224 per night from 3 May to 4 May
S$224
3 May - 4 May
includes taxes & fees
7/10 Good! (1,814 reviews)
I didn’t eat breakfast but did have dinner at their restaurant and it was subpar in my opinion. The hotel felt outdated, really old rickety elevator, and just didn’t ha

Reviewed on 2 Apr, 2026

Hotel Tampa Riverwalk
See all 17,836 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.

Frequently asked questions

How much does a Historic Uptown holiday package cost?
Our Historic Uptown packages, which start at just , are the perfect way to save big bucks. Pick and choose your preferred flights, hotels and rental cars to create your dream escape.
How do I get a cheap travel package to Historic Uptown?
Just imagine all the fun things you could do in Historic Uptown with extra cash in your wallet. Watch your savings stack up when you bundle your hotel and airfare bookings into a Historic Uptown holiday package. You have plenty of choice when you book with Expedia too. In fact, you can select from over 550 airlines and 1,000,000 hotels around the globe. Whether you're holidaying with the whole family or flying solo, exploring Historic Uptown is better with a package.
Where should I stay in Historic Uptown?
A journey to Historic Uptown isn't over until you've seen Salvador Dali Museum and Tropicana Field. Reserve a room close by for quick access to these popular attractions.
What are the top hotels in Historic Uptown?
Reserve a room at Stylish Centrally Located 3bedroom Close To The Beach. It's one of this neighbourhood's most popular properties. Another reputable option in Historic Uptown is La Casa Azul Located Minutes From Dt St Petersburg.
How far in advance should I book my Historic Uptown holiday?
Smart travellers will likely want to reserve their seats early. You can usually compare international airfares on Expedia up to 12 months before your intended flight. If you're purchasing your ticket at the last minute, there's no need to worry. Bargain prices sometimes become available in the last weeks before departure.
What does an Expedia Historic Uptown travel package include?
With Expedia, you can choose a combination of car rentals, flights and hotels to create your ideal Historic Uptown package. Once you've made your booking, you can add on all the fun stuff like sightseeing tours and activities. Don't forget — the more you bundle, the more deals you'll score!
What should I know before booking a Historic Uptown travel package?
Whether it's relaxation or adventure you're chasing, a Historic Uptown holiday package lets you plan your escape your way. Plus, you'll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Historic Uptown Expedia holiday package?
With a holiday package, you're the one in charge. Whether you're eager to fly to Historic Uptown in coach or business class, simply choose from the available airline options. Expedia has access to over 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Historic Uptown holiday package?
If your holiday plans in Historic Uptown have been upended, it's good to know that it is possible to cancel or amend your booking. If you made your booking less than 24 hours ago, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose fees. To find out more, visit our Customer Service Portal.

Popular places to visit

Salvador Dali Museum

Salvador Dali Museum

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
Sand Key Park

Sand Key Park

If a restful holiday is part of your travel plans, Sand Key Park might be the perfect place to visit during your trip to Clearwater Beach. Stroll along the seaside in this family-friendly area or visit its top-notch restaurants.

Sand Key Park

Splash Harbour Water Park

Bring the children to Splash Harbour Water Park and enjoy some excitement at this theme park in Indian Rocks Beach. While you're in the area, stroll along the beautiful beaches.

Splash Harbour Water Park

Things to do

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

S$48
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

S$58
per adult
100% of travellers recommend
Pirate Adventure Cruise - John's Pass
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

S$47
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.