Historic Uptown Holidays

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Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was €495, price is now €340 per person
€340
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Boston (BOS) to Tampa (TPA)
No reviews
Great staff, very clean.

Reviewed on 11 Jan 2026

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
Price was €664, price is now €505 per person
€505
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (1,000 reviews)
Clean new hotel. Excellent breakfast. EV chargers. Would definitely stay here again.

Reviewed on 12 Jan 2026

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Price was €789, price is now €610 per person
€610
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Boston (BOS) to Tampa (TPA)
8.4/10 Very Good! (2,509 reviews)
Many rooms including mine had no hot water. Even though the issue was reported, nothing was done about it. Took one cold shower the entire stay.

Reviewed on 12 Jan 2026

Landing Apartments near Sun City Center and Riverview

Landing Apartments near Sun City Center and Riverview

4 out of 5
Price was €640, price is now €498 per person
€498
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (8 reviews)
Beautiful apartment. Spacious and clean!

Reviewed on 29 Dec 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was €1,507, price is now €1,211 per person
€1,211
per person
17 Feb - 21 Feb
found 3 hours ago
Return flight included
Dublin (DUB) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
Staff was very courteous

Reviewed on 7 Jan 2026

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
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Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

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 €288 per night from 25 Jan to 26 Jan
€288
25 Jan - 26 Jan
includes taxes & fees
9.4/10 Exceptional! (2,976 reviews)
All around great !

Reviewed on 8 Jan 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 €208 per night from 25 Jan to 26 Jan
€208
25 Jan - 26 Jan
includes taxes & fees
8/10 Very Good! (2,392 reviews)
Great place truly amazing

Reviewed on 5 Jan 2026

Hilton Clearwater Beach Resort & Spa
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
The price is €79 per night from 8 Feb to 9 Feb
€79
8 Feb - 9 Feb
includes taxes & fees
6.2/10 (3,774 reviews)
I had an overnight stay to be close to the airport. The location was great. The beds were comfortable and it was clean. It met my need.

Reviewed on 8 Jan 2026

Ramada by Wyndham Tampa Westshore Airport South
See all 17,526 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 €340, 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

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

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

John's Pass Village & Boardwalk
Vinoy Park

Vinoy Park

While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment.

Vinoy Park
Fort De Soto Park featuring a beach

Fort De Soto Park

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

Things to do

The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

€32
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

€38
per adult
100% of travellers recommend
Pirate Adventure Cruise - John's Pass
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

€32
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
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.