Woodlands Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Woodlands

Price found within the past 48 hours. Click for updated prices.
Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn

3 out of 5
Price was CA $1,735, price is now CA $1,244 per person
CA $1,244
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (124 reviews)
Waking up to the sound of waves and opening the curtains to a breathtaking ocean view was absolutely magical. The room was spacious, the bed incredibly comfortable, and the coastal decor felt charming without being overdone. The bathroom was spotless and the AC worked perfectly a lifesaver in the beach heat. Friendly staff and smooth check-in made everything even better. Would come back in a heartbeat! 🌊🏖️​​​​​​​​​​​​​​​​

Reviewed on Jun 24, 2026

The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Price was CA $2,363, price is now CA $1,565 per person
CA $1,565
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (990 reviews)
Buena ubicación, excelente servicio,

Reviewed on Jun 21, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,736, price is now CA $1,838 per person
CA $1,838
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (557 reviews)
Hotel cerca de la playa y con muy buenas condiciones.

Reviewed on Jun 21, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $2,432, price is now CA $1,719 per person
CA $1,719
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Tampa (TPA)
9.2/10 Wonderful! (532 reviews)
Some of the units are on the beach and some are across the street.

Reviewed on Jun 25, 2026

The Don CeSar

The Don CeSar

4 out of 5
Price was CA $2,397, price is now CA $1,702 per person
CA $1,702
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,173 reviews)
Beautiful property with great staff and beach views.

Reviewed on Jun 24, 2026

Where to stay in Woodlands

Find the best Woodlands areas and neighborhoods for the activities you enjoy most. Learn more about Woodlands
A coastal residential area with a marina, houses, and a large body of water.

Gulf Harbors

If you're looking for some top things to see and do in Gulf Harbors and surrounding area, you can visit Green Key Beach and Robert K Rees Memorial Park.

Find hotels in Gulf Harbors

Woodlands Hotel Deals

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
The price is CA $279 per night from Jul 7 to Jul 8
CA $279
CA $371 total
Jul 7 - Jul 8
includes taxes & fees
8.2/10 Very good! (2,717 reviews)
"Ac units are extremely LOUD on the 9th floor"

Reviewed on Jun 26, 2026

Hilton Clearwater Beach Resort & Spa
Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

3 out of 5
650 Bay Esplanade Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Jul 1 to Jul 2
CA $217
CA $245 total
Jul 1 - Jul 2
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Beds are comfortable"

Reviewed on Jun 24, 2026

Fairfield Inn & Suites by Marriott Clearwater Beach
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 CA $133 per night from Jul 7 to Jul 8
CA $133
CA $151 total
Jul 7 - Jul 8
includes taxes & fees
9.4/10 Exceptional! (1,222 reviews)
"Clean room friendly staff"

Reviewed on Jun 25, 2026

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
See all 3,512 properties in Woodlands
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Woodlands vacation package cost?
Perhaps less than you might think — from a tempting CA $1,244, actually! By bundling hotels, flights and car rentals into your own custom-built travel package, your getaway to Woodlands is just a few clicks away.
How do I get a cheap travel package to Woodlands?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got everything you need. Choose the combination that best suits you and see your savings pile up. Of course, a travel package is never one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 hotels from all over the world, which lets you customize your Woodlands getaway.
Where should I stay in Woodlands?
With fascinating attractions like Green Key Beach and Robert K Rees Memorial Park in this neighborhood, try to find a hotel situated near either one. Morton Plant North Bay Hospital is another sight that pulls the crowds.
How far in advance should I book my Woodlands vacation?
While not all air carriers advertise tickets early, it's usually possible to look up international fares on Expedia up to 12 months in advance. This is the time you'll bag some incredible deals. If you're booking at the last minute, there's a chance you could get lucky. Discounted prices occasionally appear just weeks before departure.
What does an Expedia Woodlands travel package include?
From airfares and hotels to rental cars, Expedia can help you create a Woodlands package that works for you. Heading off for a few weeks? Consider a rental car, hotel and flight bundle. If you're taking a quick break, an airfare and hotel deal could be what you're after. Activities can also be added after you've booked. Our travel packages make it easy to plan and save.
What should I know before booking a Woodlands travel package?
Discover deals that suit your budget with an Expedia package. Flights, hotels, rental cars — we've got them all. You'll save a tidy sum just for combining your bookings. Whether you're embarking on a winter snow adventure or sunning yourself on a warm beach, your ideal getaway is only a few clicks away.
Can I choose my airline with a Woodlands Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to pick from around the world. With all that choice, finding the right carrier to fly you to Woodlands won't be hard.
If I'm not able to travel, can I cancel my Woodlands vacation package?
Because we understand life is full of surprises, the answer is yes. For further information, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it with no penalties. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

Things to do

2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

CA $75
per adult
80% of travellers recommend
2 Hours Kayak Eco Tour in Tarpon Springs
Tarpon Springs Ghost Tour — Haunted History & True Crime

Tarpon Springs Ghost Tour — Haunted History & True Crime

CA $55
per adult
Tarpon Springs Ghost Tour — Haunted History & True Crime
Audio Guide to New Port Richey's History and Quirky People

Audio Guide to New Port Richey's History and Quirky People

CA $10
per adult
Audio Guide to New Port Richey's History and Quirky People
See all activities in New Port Richey
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.