Oldsmar Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Oldsmar

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Fully refundable
The price is 3.991.807 ₫ per night from 16 Aug to 17 Aug
3.991.807 ₫
4.530.702 ₫ total
16 Aug - 17 Aug
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Overall, it was a great place to stay, clean, comfortable, parking garage, private Bay access, jet ski rentals, Starbucks in the lobby, and nice staff. Things to note - hotel is right by interstate so you can hear traffic/cars, there is no pool available, or an outdoor shower. They currently have ..."

Reviewed on 5 Aug 2025

The Westin Tampa Bay
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 4.214.813 ₫ per night from 18 Aug to 19 Aug
4.214.813 ₫
5.800.372 ₫ total
18 Aug - 19 Aug
includes taxes & fees
8/10 Very Good! (2,091 reviews)
"Wonderful location!"

Reviewed on 7 Aug 2025

Hilton Clearwater Beach Resort & Spa
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is 2.496.497 ₫ per night from 7 Sept to 8 Sept
2.496.497 ₫
2.833.524 ₫ total
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very Good! (1,029 reviews)
"The staff were very pleasant at check-in and check out"

Reviewed on 6 Aug 2025

Hilton Tampa Airport Westshore
See all 15,152 properties in Oldsmar
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.

Popular places to visit

Port of Tampa

Port of Tampa

Explore the waterfront in Tampa with a trip to Port of Tampa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Port of Tampa
Busch Gardens Tampa Bay

Busch Gardens Tampa Bay

Enjoy the rides and games at Busch Gardens Tampa Bay and find out why this is a popular theme park in Tampa. Amble around this family-friendly area's picturesque gardens or experience its lively festivals.

Busch Gardens Tampa Bay
Raymond James Stadium

Raymond James Stadium

Catch an event at Raymond James Stadium during your trip to Tampa. Attend a football match or simply enjoy the top-notch restaurants while you're in the area.

Raymond James Stadium

Frequently asked questions

How much does an Oldsmar holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday to Oldsmar costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Oldsmar?
If you're looking to snag a cheap Oldsmar holiday package, consider visiting in September, October and November. You'll generally find lower rates on flights and hotels during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Oldsmar?
With a well-organised travel plan, you can easily tick off the most popular Oldsmar attractions in a few days. But if you want to venture off the beaten track or take day trips, think about booking your Oldsmar holiday for longer.
Is it worth booking a holiday package to Oldsmar?
Whether you're planning to visit attractions like Oldsmar Flea Market and Oldsmar Historical Society Museum, or want to experience its top-notch nature and history, an Oldsmar holiday guarantees an unforgettable adventure. Book your trip with Expedia and discover why Oldsmar is such a good holiday destination.
How to find the best Oldsmar package deals?
Start your search for an Oldsmar package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Oldsmar package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oldsmar getaway off to a flying start.
Is it cheaper to book an Oldsmar holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging stays and flights separately. Better still, you can tailor your Oldsmar getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Oldsmar?
If you've got your Oldsmar travel dates locked in, book as early as you can to snap up some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Oldsmar?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Oldsmar.
  2. Plan your budget wisely: On top of the price of your hotel, you'll need to factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Oldsmar.
  3. Decide how long to go for: Now that you're up to speed on Oldsmar, you can work out the ideal length of your break. Create a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick an Oldsmar holiday package that brings all your bookings together.