Woodlands Vacation Packages

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Top Holiday Package Deals in Woodlands

Price found within the past 48 hours. Click for updated prices.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $1,519, price is now CA $996 per person
CA $996
per person
Jul 28 - Jul 31
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (506 reviews)
The staff was so sweet and accommodating. Everything you could need for an overnight at the beach. Room by the road had traffic noise but we didn’t mind at all!

Reviewed on May 7, 2026

Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Price was CA $2,130, price is now CA $1,400 per person
CA $1,400
per person
Jul 22 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,245 reviews)
The 2 bedroom condo was very clean and updated. The walk to the beach was short and we didn't have to cross any busy streets just walked the small roads within the complex of other resort condos.

Reviewed on May 8, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Price was CA $1,517, price is now CA $1,029 per person
CA $1,029
per person
Jul 25 - Aug 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,196 reviews)
Loved the location and the roof top pool and bar!!

Reviewed on May 6, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,358, price is now CA $1,645 per person
CA $1,645
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
9.4/10 Exceptional! (534 reviews)
This may have been the cleanest place I’ve ever stayed. Lots of room for the family. Next time I would not pay for the refund in case of cancellation because that added alot of money to the cost of the room- the fee is much higher than other places. That’s my only negative- the experience and location was great!

Reviewed on May 11, 2026

East Gulf Dockside Beach Homes

East Gulf Dockside Beach Homes

2.5 out of 5
Price was CA $1,804, price is now CA $1,270 per person
CA $1,270
per person
Jul 11 - Jul 18
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
No reviews

Where to stay in Woodlands

Find the best Woodlands areas and neighborhoods for the activities you enjoy most. Learn more about Woodlands
Aerial view of residential suburbs with private homes located on gulf coast near wildlife wetlands with green vegetation on sea shore.

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
Fully refundableReserve now, pay when you stay
The price is CA $291 per night from Jun 7 to Jun 8
CA $291
CA $383 total
Jun 7 - Jun 8
includes taxes & fees
8.2/10 Very Good! (2,616 reviews)
We arrived, our room had not been cleaned, there were cans and bottles from the previous guests, we found mold in the shower, the toilet stopped flushing, the AC unit sounded like it was on life support. The slider door to the balcony needed two hands to open and getting it to latch and lock was ...

Reviewed on May 10, 2026

Hilton Clearwater Beach Resort & Spa
Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

3 out of 5
455 East Shore Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from May 31 to Jun 1
CA $234
CA $310 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (1,057 reviews)
Location is great! The staff were wonderful. Did a great job accommodating my parent’s anniversary. Room was very spacious & clean. The price of the stay was pretty reasonable, a little more pricey than I’d liked it to be, but still reasonable. Good stay overall.

Reviewed on May 10, 2026

Courtyard by Marriott Clearwater Beach
HomeTowne Studios by Red Roof Tampa - Airport

HomeTowne Studios by Red Roof Tampa - Airport

2 out of 5
6121 West Sitka Street Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from May 12 to May 13
CA $129
CA $146 total
May 12 - May 13
includes taxes & fees
8.6/10 Excellent! (1,102 reviews)
Room was clean staff was friendly and the location was good. Very close to airport! Broken elevator but we didn’t mind the stairs at all. I would stay here again .

Reviewed on May 10, 2026

HomeTowne Studios by Red Roof Tampa - Airport
See all 3,530 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.
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Frequently asked questions

How much does a Woodlands vacation package cost?
Perhaps less than you might think — from a tempting CA $996, 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.

Discover the most popular places to visit in Woodlands

Green Key Beach

If a restful vacation is part of your travel plans, Green Key Beach might be the perfect place to seek out during your trip to New Port Richey. Stroll along the waterfront or visit the shops in this family-friendly area.

Green Key Beach

Rasmussen College New Port Richey - West Pasco Campus

Enjoy the collegiate vibe at Rasmussen College New Port Richey - West Pasco Campus during your stay in New Port Richey. Amble around this family-friendly area's waterfront, or seek out the golf courses.

Rasmussen College New Port Richey - West Pasco Campus

Summertree Golf Course

Enjoy a round of golf in New Port Richey at Summertree Golf Course. Stroll along the waterfront in this family-friendly area, or check out its top-notch restaurants.

Summertree Golf Course

Things to do

2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

CA $74
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
Goodacre's "Naiads" at the Sponge Docks

I Came, I Saw... I GREEKED!

CA $227
per adult
I Came, I Saw... I GREEKED!
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.