Corkscrew Woodlands Vacation Packages

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Top Holiday Package Deals in Corkscrew Woodlands

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
per person
Oct 24 - Oct 27
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,010 reviews)
Nice grounds, clean rooms, convenient location.

Reviewed on Jul. 27, 2025

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
per person
Sep 14 - Sep 20
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Nice property, but rooms are dated, 3 star rating but paying 4-5 star prices. AC broke, we were offered another room but no help or golf cart to help move us at 10 PM to a different building.

Reviewed on Jul. 29, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (1,002 reviews)
Very good! A nice experience for a quick getaway Relaxing and beautiful beach with no over crowding.

Reviewed on Jul. 30, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,000 reviews)
Excellent hotel in the heart of Naples, plenty of dining options, very friendly staff and service with the exception of one of the valet staff, who was very rude and inconsiderate, the other valet staff were amazing, maybe he had a bad day, but other than this small detail, I will definitely return.

Reviewed on Jul. 31, 2025

Latitude 26 Waterfront Resort & Marina

Latitude 26 Waterfront Resort & Marina

3 out of 5
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (854 reviews)
The property was very well.We stayed in the cabin but when we got to the cabin the door was wide open and it was ninety degrees inside the cabin and we couldn't even go to sleep. The door was very hard to close and thank God. I'm my window and door guy and I was able to solve that problem. But we had to go out and find air conditioning until the room got. Download comfortable degrees so we can go to sleep

Reviewed on Jul. 21, 2025

Where to stay in Corkscrew Woodlands

Find the best Corkscrew Woodlands areas and neighborhoods for the activities you enjoy most. Learn more about Corkscrew Woodlands
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Stoneybrook

1 out of top 10 points of interest in this area

Though Stoneybrook might not have many top sights, you can venture to the surrounding area to see attractions like Miromar Outlets and Stoneybrook Golf Club.

Find hotels in Stoneybrook

Corkscrew Woodlands Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
The price is CA $226 per night from Sep 1 to Sep 2
CA $226
CA $312 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,625 reviews)
"Beautiful hotel with amazing staff!"

Reviewed on Jul. 29, 2025

Naples Grande Beach Resort
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
1538 Cape Coral Pkwy E, Cape Coral, FL
Fully refundable
The price is CA $156 per night from Aug 3 to Aug 4
CA $156
CA $174 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"The property always above and beyond our expectations. Highly professional staff. All ammenities ie: Parking, great as juou go breadfast and snacks. Our choice hotel when we visit family and friends."

Reviewed on Jul. 27, 2025

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Aug 10 to Aug 11
CA $194
CA $278 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (1,044 reviews)
"For an older hotel, we found it to be a hidden gem. There was still construction going on but the resort had all the amenities needed. The beach was well kept and the on site restaurant had great happy hour specials including some of the freshest oysters we had in awhile."

Reviewed on Jul. 30, 2025

Lani Kai Beachfront Resort
See all 15,458 properties in Corkscrew 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 Corkscrew Woodlands vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Corkscrew Woodlands from just CA $288. And the more you bundle, the more you save. Your dream vacation has never been so affordable.
How do I get a cheap travel package to Corkscrew Woodlands?
Book everything in the one place with our Corkscrew Woodlands vacation packages. You'll discover deals on hotels, flights, tours and more that'll keep your travel budget happy and your adventurousness alive. And, with more than 550 airlines and 1,000,000 hotels around the world to choose from, there are endless opportunities to mix and match all you want.
Where should I stay in Corkscrew Woodlands?
With lots to explore in Corkscrew Woodlands, we recommend you lock in a hotel near its attractions. Hertz Arena, Coconut Point Mall and Miromar Outlets are some popular ones to put on your itinerary.
How far in advance should I book my Corkscrew Woodlands vacation?
It can be difficult to know when is the perfect time to book your Corkscrew Woodlands vacation. But usually the earlier you book, the cheaper the prices. Sometimes, you can lock in your flights and hotels up to a year prior to departure. If you're thinking of a last-minute getaway, no need to stress! There are terrific bargains posted on Expedia every day.
What does an Expedia Corkscrew Woodlands travel package include?
Flights, rental cars and hotels — we've got them covered. With Expedia, you can shape your Corkscrew Woodlands package just how you like it. All you have to do is determine exactly what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the bigger your savings!
What should I know before booking a Corkscrew Woodlands travel package?
Our prices are already low. However, you'll enjoy even more bargains when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and loads of choice.
Can I choose my airline with a Corkscrew Woodlands Expedia vacation package?
You can, and with more than 550 airlines to choose from across the globe, it's all about choice. Look through the available options and see which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Corkscrew Woodlands vacation package?
You sure can, and we'll help you every step of the way. You may be able to cancel and rebook your Corkscrew Woodlands vacation package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If life throws you a curveball, visit our Customer Service Portal for more information.

Discover the most popular places to visit in Corkscrew Woodlands

Hertz Arena

Hertz Arena

Palm trees may be swaying in the breeze, but inside people are gliding on ice. Select an activity from a roster of things to do at this popular venue.

Hertz Arena

Coconut Point Mall

You can search for that perfect souvenir at Coconut Point Mall during your stay in Estero. Wander the beautiful beaches or discover the area's beautiful sunsets.

Coconut Point Mall

Things to do

Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

CA $96
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

CA $89
per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise
Guided Hobie Kayak EcoTour: Premium Eco Experience Bonita Springs

Guided Hobie Kayak EcoTour: Premium Eco Experience Bonita Springs

CA $96
per adult
Guided Hobie Kayak EcoTour: Premium Eco Experience Bonita Springs
See all activities in Estero
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.