Oldsmar Packages (Flight + Hotel)

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Top hotels in Oldsmar

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
3990 Tampa Rd Oldsmar FL
Fully refundable
The price is ฿3,601 per night from 9 Jul to 10 Jul
฿3,601
฿4,070 total
9 Jul - 10 Jul
includes taxes & fees
9.4/10 Exceptional! (1,250 reviews)
"Very clean, staff was wonderful. Great location. Good breakfast.The only negative thing I would say is that if hanging out at the pool, especially with kids, is a priority, I don’t think this hotel would be ideal. It is a tiny pool, max capacity is 12 and that would be very crowded. Super slick decking ..."

Reviewed on 1 Jul 2026

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
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 ฿8,423 per night from 2 Aug to 3 Aug
฿8,423
฿10,836 total
2 Aug - 3 Aug
includes taxes & fees
9.4/10 Exceptional! (3,452 reviews)
"The property was very clean"

Reviewed on 2 Jul 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 ฿6,827 per night from 14 Jul to 15 Jul
฿6,827
฿9,033 total
14 Jul - 15 Jul
includes taxes & fees
8.2/10 Very good! (2,738 reviews)
"Great view from our room, staff are great"

Reviewed on 1 Jul 2026

Hilton Clearwater Beach Resort & Spa
See all 16,237 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.

Stay near popular Oldsmar attractions

Oldsmar Flea Market

8.2/10 (64 reviews)
This sprawling 28-acre marketplace showcases hundreds of vendors selling everything from antiques to fresh produce. Arrive early to browse the treasures with fewer crowds and bring cash for unique finds.
See properties

What to do in Oldsmar

The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

฿1,476
per adult
94% of travellers recommend
Pirate Adventure Cruise - John's Pass
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

฿2,190
per adult
100% of travellers recommend
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

฿1,215
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
See all activities in Oldsmar

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.

Explore a world of travel with Expedia

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