Greater Woodlawn Vacation Packages
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Top Holiday Package Deals in Greater Woodlawn
Price found within the past 48 hours. Click for updated prices.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton
Downtown Tampa
CA $1,204
per person
Dec 4 - Dec 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.6/10 Excellent! (943 reviews)
The wide site isn’t clear on parking. Plan on paying for parking, whether it’s a parking lot nearby or valet. There are walkable eateries and bars nearby.
Reviewed on Oct 23, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
CA $1,963
per person
Dec 30 - Jan 4
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,282 reviews)
We only book for 1 night which was a bad mistake but you live and learn, next time longer. This is a great hotel and the staff were great and it had everything close. Love the bed it was very comfortable, every room was clean and spacious with the convenience of a washer and dryer. It was right at the beach with easy access as well as the pool. Lots of parking outside and in the garage, nice.
Reviewed on Oct 26, 2026
Hibiscus Suites - Gateway to Siesta Key
CA $1,210
per person
Dec 18 - Dec 24
found 23 hours ago
Roundtrip flight included
Hamilton (YHM) to Tampa (TPA)
8.8/10 Excellent! (2,455 reviews)
AC unit is very loud and there is no blackout blinds over windows so its very bright. Bed is very hard. Rooms need to be renovated
Reviewed on Oct 26, 2026
CW Resort
CA $793
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (255 reviews)
We enjoyed the location and the property. Very new and clean. Beds were comfortable. We would definitely stay at the CW again.
Reviewed on Oct 26, 2026
Where to stay in Greater Woodlawn
Find the best Greater Woodlawn areas and neighborhoods for the activities you enjoy most. Learn more about Greater Woodlawn
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.
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.
Sunset Beach
Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg - Clearwater Beaches.
Sand Key
1 out of top 10 points of interest in this area
While visiting Sand Key, you might make a stop by sights like Belleair Beach and Sand Key Park.
Sunshine Beach
If you're spending some time in Sunshine Beach, St. Petersburg - Clearwater Beaches and St. Petersburg Municipal Beach at Treasure Island are top sights worth seeing.
Greater Woodlawn Hotel Deals
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
CA $287
CA $380 total
Oct 29 - Oct 30
includes taxes & fees
9.4/10 Exceptional! (4,021 reviews)
"Great experience overall and very helpful staff. Great location!!"
Reviewed on Oct 26, 2026
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $367
CA $470 total
Nov 17 - Nov 18
includes taxes & fees
9.4/10 Exceptional! (2,472 reviews)
"Pretty hotel with nice staff - in particular the parking valets. Pool was in the shade most of the day and the hot tub was closed due to private events being held near it. Room was spacious and comfortable. Didn’t love the beach set up. You have to rent chairs which was discounted which I appreciate ..."
Reviewed on Oct 25, 2026
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
CA $217
CA $246 total
Nov 22 - Nov 23
includes taxes & fees
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 Greater Woodlawn vacation package cost?
Starting from just CA $765, a vacation package is your portal to low-priced travel. Customize your Greater Woodlawn getaway by picking from our extensive range of hotels, airfares and rental cars.
How do I get a cheap travel package to Greater Woodlawn?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we've got it all. Pick the combination that suits your style and see your savings stack up. We know a package deal is never a one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 hotel options across the world, which lets you customize your Greater Woodlawn vacation.
Where should I stay in Greater Woodlawn?
A visit to Greater Woodlawn isn't complete without stopping by Salvador Dali Museum and Tropicana Field. Stay close by so you can easily access these famous sights.
What are the top hotels in Greater Woodlawn?
Relax In A 1930s Reno Near Downtown And Beaches is one of Greater Woodlawn's most sought-after hotels. Secure a room here and you'll be able to rest easy knowing you're in excellent hands.
How far in advance should I book my Greater Woodlawn vacation?
Reserving your seat early with Expedia means one less thing to have to worry about. A number of air carriers advertise tickets up to a year in advance. This is typically the cheapest time to book. If circumstances have left you booking late, great deals to Greater Woodlawn sometimes occur a few weeks before departure.
What does an Expedia Greater Woodlawn travel package include?
Hotels, flights and a cool car for your road trip adventures. Simply pick and choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on some tours and activities and watch your savings stack up. When it comes to creating your Greater Woodlawn trip, you're the boss!
What should I know before booking a Greater Woodlawn travel package?
Booking all the parts of your trip together is one of the best ways to save. Combine car rentals, airfares and hotels into a convenient little package. But you're not restricted to hotels. Expedia offers all sorts of properties, including vacation rentals like mountain cabins and spacious residences. The list is almost endless!
Can I choose my airline with a Greater Woodlawn Expedia vacation package?
Yes — that's the beauty of an Expedia package. You can mix and match your flights, hotels and more. We have more than 550 airline partners across the globe, so you have loads of choice when creating your Greater Woodlawn getaway.
If I'm not able to travel, can I cancel my Greater Woodlawn vacation package?
Plans can change unexpectedly, so yes. You may be able to amend or cancel your Greater Woodlawn vacation package at no cost within 24 hours of booking. For bookings older than that, you can still make changes, but your car rental company, airline or hotel may impose a fee. Need more information? Check out our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
Things to do
Starlite Infinity Evening Yacht Cruise Clearwater
CA $52
per adult
90% of travellers recommend
Dolphin Racer Speedboat Adventure
CA $51
per adult
94% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
CA $40
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.