Historic Uptown Vacation Packages

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Top Holiday Package Deals in Historic Uptown

Price found within the past 48 hours. Click for updated prices.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Aug. 16 - Aug. 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.8/10 Excellent! (1,000 reviews)
It was awesome. Spotless room. Comfy beds. Fully stocked kitchenette. Delicious morning coffee in the lobby. Beautiful pool area. On the beach. Tiki bar was fun and super affordable. Lots of fun games to play. Putt Putt. Foosball. Ping pong. Giant chess and Jenga games. Cool places to hang out.

Reviewed on May 19, 2024

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jun. 27 - Jul. 4
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.6/10 Exceptional! (297 reviews)
Loved everything about our stay at the Avalon Club! Beach access, easy access, parking, amazing staff, amazing room and views. Everything we were looking for and more!

Reviewed on May 21, 2024

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun. 27 - Jul. 4
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
8.4/10 Very Good! (1,030 reviews)
We truely enjoyed our stay

Reviewed on May 24, 2024

Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Save 100% on your flight
per person
Jul. 9 - Jul. 16
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (499 reviews)
Great two bedroom suite. Nice sitting area with the grill by the waterfront and small marina. Across the street is beautiful St Pete beach. Reception crew is one of the best I ever met. Thanks Tyrel, Anna, Tanner and Ray. Super fun, friendly, professional and efficient.

Reviewed on May 3, 2024

Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Save 100% on your flight
per person
Jul. 9 - Jul. 16
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (448 reviews)
The staff was so accommodating and friendly. I was in for two short nights and arrived at the hotel at 2 AM. They let me grab my keys, go to my room to sleep and come back once awoken to fully checkin.

Reviewed on May 13, 2024

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

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.

Find hotel + flight trips in Pass-a-Grille

Historic Uptown Hotel Deals

RumFish Beach Resort by TradeWinds
RumFish Beach Resort by TradeWinds
4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (1,004 reviews)
"Amazing"

Reviewed on May 23, 2024

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RumFish Beach Resort by TradeWinds
Sirata Beach Resort
Sirata Beach Resort
3 out of 5
5300 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
7.2/10 Good! (2,241 reviews)
"Everything was good"

Reviewed on May 24, 2024

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Sirata Beach Resort
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
9/10 Wonderful! (1,881 reviews)
"Love the hotel location"

Reviewed on May 25, 2024

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Wyndham Grand Clearwater Beach
See all 17,761 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Historic Uptown vacation package cost?
Our Historic Uptown packages, which start at just CA $1,565, 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.

Discover the most popular places to visit in Historic Uptown

Image for John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(136 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 check out its top-notch restaurants.

John's Pass Village & Boardwalk
Image for Tropicana Field

Tropicana Field

4/5(26 reviews)

Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.

Tropicana Field
Image for Fort De Soto Park

Fort De Soto Park

4.5/5(28 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

Things to do

Image for StarLite Majesty Evening Yacht Cruise Clearwater

StarLite Majesty Evening Yacht Cruise Clearwater

CA $43
Per adult
86% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Image for 2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

CA $47
Per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
Image for Tiki Boat - Clearwater - The Only Authentic Floating Tiki Bar

Tiki Boat - Clearwater - The Only Authentic Floating Tiki Bar

CA $81
Per adult
100% of travellers recommend
Tiki Boat - Clearwater - The Only Authentic Floating Tiki Bar
See all activities in St. Petersburg - Clearwater

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.