Historic Uptown Vacation Packages
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The Latest Historic Uptown Vacation Packages
- CW Resort
Feb 4 - Feb 7CW Resort + Flight
Clearwater Beach3 nights4.0 star property9.4/10 - Exceptional (302 reviews)"Super clean, very helpful. Room was amazing and large. Onsite cafe had a very good brunch right on the intercoastal side. Well worth it. Short walk to beach (2-blocks) and restaurants."Reviewed November 9, 2026Roundtrip • Toronto (YTO) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $1,705CA $1,122found 1 day agoper traveller - Ocean Club Treasure Island Hotel
Feb 4 - Feb 7Ocean Club Treasure Island Hotel + Flight
Sunshine Beach3 nights4.0 star property9.6/10 - Exceptional (1,323 reviews)"Gg"Reviewed November 8, 2026Roundtrip • Toronto (YTO) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $1,982CA $1,217found 1 day agoper traveller - The Avalon Club
Feb 4 - Feb 7The Avalon Club + Flight
Clearwater Beach3 nights4.0 star property9.4/10 - Exceptional (620 reviews)Roundtrip • Toronto (YTO) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $2,081CA $1,396found 1 day agoper traveller - La Tortuga Historic Downtown Pass A Grille
Feb 2 - Feb 7La Tortuga Historic Downtown Pass A Grille + Flight
Pass-a-Grille5 nights4.0 star property8.8/10 - Excellent (39 reviews)"Great location on 8th Ave. We loved being so close to the historic section."Reviewed November 8, 2026Roundtrip • Toronto (YYZ) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $2,691CA $1,844found 21 hours agoper traveller - The Westin Sarasota
Dec 21 - Dec 27The Westin Sarasota + Flight
Central Sarasota6 nights4.0 star property9.2/10 - Wonderful (1,210 reviews)"The only parking available is valet for $50 which seems excessive for Sarasota. This is not South Beach. Just because you can that does not means you should. Overplaying the revenue management part of the hotel. The bath room sink was stuck and the hallway light Burt out. For $400 a night you expect something better."Reviewed November 9, 2026Roundtrip • Toronto (YYZ) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • NonstopCA $2,104CA $1,452found 23 hours agoper traveller
Where to stay in Historic Uptown
Downtown St. Petersburg
Pass-a-Grille
Sunset Beach
Sand Key
Sunshine Beach
Historic Uptown Hotel Deals
Tru By Hilton St. Petersburg Downtown Central Ave, FL
Tru By Hilton St. Petersburg Downtown Central Ave, FL"N/a"
Avalon Hotel Downtown St. Petersburg
Avalon Hotel Downtown St. Petersburg"A nice hotel with personality."
Hollander Boutique Hotel
Hollander Boutique Hotel"Had a great weekend."
"Thank goodness I only booked for 1 night due to a wedding. When I arrived in my room the floor was sticky, the bathroom had a bad odor & sewer flies in it. When I went to bed I locked the deadbolt & then could not get it unlocked. It took over 1 hour for maintenance to unlock my door. This could have been a very dangerous situation if a fire broke out or an elderly person needed attended to. So very disappointed especially for the money that was spent."
The Inn on Third
The Inn on Third"Loved the ambiance of place. Be aware no lift though staff offer help to room and only one flight of stairs. Great having parking on site. Checkin at four, when booked through 3rd party companies can be awkward, however did let us do so a bit early. Breakfast continental was very adequate. Good central location. Would definitely return."
Holiday Inn Express St. Petersburg North (I-275) by IHG
Holiday Inn Express St. Petersburg North (I-275) by IHG"Everything was great"
Comfort Inn & Suites Northeast - Gateway
Comfort Inn & Suites Northeast - Gateway"I had a great experience staying at this hotel. The room was clean, comfortable, and well maintained. The staff was friendly and helpful. The location was convenient, and the overall atmosphere was pleasant. I would definitely recommend this hotel to others and would be happy to stay here again."
Quality Inn Saint Petersburg North-Tampa Bay
Quality Inn Saint Petersburg North-Tampa Bay"it is a bit beat up/mainly the bathroom and especially the bathroom door which desperately needs replacement in both units I rented. Breakfast was very limited and no flavor. parking was good, staff was good/kind/helpful and sorry about the bathrooms."
Frequently Asked Questions
How much does a Historic Uptown vacation package cost?
Our Historic Uptown packages, which start at just CA $1,122, 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.