Historic Uptown Vacations

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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(26 area reviews)

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

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Historic Uptown Hotel Deals

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is ₩282,431 per night from Jun 19 to Jun 20
₩282,431
₩320,559 total
Jun 19 - Jun 20
includes taxes & fees
8.6/10 Excellent! (1,365 reviews)
"I didn’t like when you walked in the room it smells like someone else before me was smoking cigarettes nasty smell"

Reviewed on Jun 13, 2026

The Westin Tampa Bay
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 ₩455,409 per night from Jun 18 to Jun 19
₩455,409
₩574,618 total
Jun 18 - Jun 19
includes taxes & fees
9.4/10 Exceptional! (3,370 reviews)
"Very clean and super quiet. Pool was clean and beach was convenient. Cabana only a $10 up charge from the free umbrella and chairs. Ocean Hai restaurant was fantastic and the gulf front view balcony was beautiful at sunset."

Reviewed on Jun 15, 2026

Wyndham Grand Clearwater Beach
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 ₩300,076 per night from Jul 1 to Jul 2
₩300,076
₩399,105 total
Jul 1 - Jul 2
includes taxes & fees
8.2/10 Very Good! (2,713 reviews)
"Hotel overall was ok. Valet and bell services were very lacking while the housekeeping staff were wonderful. The resort fees charged were of no value to us. Beach amenities should be included in these fees. Of the 180 degree view from our gulf view (upgrade) room, maybe 10 degrees was gulf view."

Reviewed on Jun 14, 2026

Hilton Clearwater Beach Resort & Spa
See all 17,798 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 vacation 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 vacation 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 vacationing 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 neighborhood'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 vacation?
Smart travelers 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 vacation 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 vacation package?
With a vacation 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 vacation package?
If your vacation 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.

Stay near popular Historic Uptown attractions

NOVA 535 Unique Event Space

You can get tickets for a performance at NOVA 535 Unique Event Space during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.
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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.