Winslow Reserve 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 Winslow Reserve

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

CA $593
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (3,830 reviews)
Everything was perfect!

Reviewed on Sep 5, 2026

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

CA $780
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Clean rooms, friendly and helpful.staff, well maintained property!

Reviewed on Aug 31, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

CA $1,485
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

CA $1,078
per person
Nov 5 - Nov 9
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (562 reviews)
Room was clean and kitchen was equipped with everything we needed for our stay. Property was well maintained and had something for all ages. The bartenders and activities coordinator made the stay a lot of fun for the whole family. We can’t wait to come back!

Reviewed on Sep 4, 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

CA $1,098
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,386 reviews)
Clean room. Helpful, knowledgeable and courteous staff. Starbucks was open. Many shops, stores and restaurants nearby. Great Asian takeout located in the Florida Mall. Ample parking.

Reviewed on Sep 5, 2026

Where to stay in Winslow Reserve

Find the best Winslow Reserve areas and neighborhoods for the activities you enjoy most. Learn more about Winslow Reserve
A beach with waves, a pier, and a sunset.

Orlando Beach

If you're spending some time in Orlando Beach, South Cocoa Beach and Patrick AFB Beach are top sights worth seeing.

A wooden pier leading to a tropical island with clear turquoise waters and palm trees.

Cocoa Isles

Though Cocoa Isles might not have many top sights, you can venture to the surrounding area to see attractions like I Dream Of Jeannie Lane and Ron Jon Surf Shop.

A wooden pier with buildings on stilts extending into the ocean.

Downtown Cocoa Beach

While there might not be top attractions in Downtown Cocoa Beach, you can explore the larger area and discover places like Thousand Island Conservation Area and I Dream Of Jeannie Lane.

A sunset over a calm body of water with a pier extending into the water.

Banana River Estates

While there might not be top attractions in Banana River Estates, you can explore the larger area and discover places like Cocoa Beach and Ron Jon Surf Shop.

A coastal town with a long beachfront, a bridge, and a marina.

Crescent Beach

While there might not be top attractions in Crescent Beach, you can explore the larger area and discover places like South Cocoa Beach and Patrick AFB Beach.

Winslow Reserve Hotel Deals

Radisson Resort at the Port

Radisson Resort at the Port

8701 Astronaut Blvd Cape Canaveral FL
Fully refundable
CA $166
CA $186 total
Sep 15 - Sep 16
includes taxes & fees
8.8/10 Excellent! (3,800 reviews)
"Well, the shower was the worst, the pipes were knocking in the ceiling and the worst water pressure. And a water leak in the floor. The led lights behind the bed were annoying, you couldn't find the off switch. And no curtains, only wood blinds. Anyone could see in. And they used block walkways, ..."

Reviewed on Sep 5, 2026

Radisson Resort at the Port
Beachside Hotel & Suites Cocoa Beach - Port Canaveral

Beachside Hotel & Suites Cocoa Beach - Port Canaveral

3901 N Atlantic Ave Cocoa Beach FL
Fully refundableReserve now, pay when you stay
CA $176
CA $204 total
Sep 28 - Sep 29
includes taxes & fees
8.8/10 Excellent! (5,864 reviews)
"We love beachside and stay everytime we are in cocoa!"

Reviewed on Sep 5, 2026

Beachside Hotel & Suites Cocoa Beach - Port Canaveral
La Quinta Inn by Wyndham Cocoa Beach-Port Canaveral

La Quinta Inn by Wyndham Cocoa Beach-Port Canaveral

1275 N Atlantic Ave Cocoa Beach FL
Fully refundableReserve now, pay when you stay
CA $122
CA $155 total
Oct 5 - Oct 6
includes taxes & fees
8/10 Very good! (3,739 reviews)
"The bathtub had a pool of dirty water inside that was so disgusting"

Reviewed on Sep 5, 2026

La Quinta Inn by Wyndham Cocoa Beach-Port Canaveral
See all 3,441 properties in Winslow Reserve
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 Winslow Reserve vacation package cost?
Chart your own course with our Winslow Reserve vacation packages, which start from just CA $593. Handpick the hotels and flights that suit your travel style. Then, add on one or two experiences or tours to cap off your unique getaway.
How do I get a cheap travel package to Winslow Reserve?
Booking a Winslow Reserve vacation package with Expedia is one of the best ways to save. We have over 550 partner airlines and 1,000,000 properties across the globe. With such an extensive range to pick from, you'll have no worries pulling together your dream adventure.
Where should I stay in Winslow Reserve?
If you're itching to be in the center of the action, stay somewhere close to Cocoa Beach Pier. Many happy campers book a hotel around this main attraction.
What are the top hotels in Winslow Reserve?
If it's your first time in Winslow Reserve, lock in a room at Newly Renovated Boutique, Modern Apt By The Beach or Modern, Cozy Efficiency Just Steps To The Beach. Both hotels offer friendly service and are favorites among lots of travelers.
How far in advance should I book my Winslow Reserve vacation?
It can be difficult to know when is the ideal time to book your Winslow Reserve trip. But generally the earlier you book, the cheaper the prices. In some cases, you can lock in your flights and hotels up to a year prior to your departure date. If you're thinking of a last-minute getaway, no need to stress! There are great deals featured on Expedia every single day.
What does an Expedia Winslow Reserve travel package include?
From hotels and airfares to car rentals, Expedia can help you create a Winslow Reserve package that's right for you. Heading away for a week or longer? Give some thought to a rental car, flight and hotel bundle. If you're taking a quick break, an airfare and hotel deal could be more your style. Experiences can also be added after you've booked. Our travel packages make it easy to save and plan.
What should I know before booking a Winslow Reserve travel package?
A package can be easier on the bank balance than separately booking all you need for your getaway. For example, combine your flights, hotels and rental cars and save big. No matter your vacation goals, there's bound to be a package that matches your budget.
Can I choose my airline with a Winslow Reserve Expedia vacation package?
Yes, and with over 550 airlines to select from all over the world, you have plenty of choice. Search the available options and find out which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Winslow Reserve vacation package?
You can. We totally understand that life happens, so we're here to help if you need to make changes to your Winslow Reserve vacation package. You may be able to cancel or change your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Things to do

Cocoa Beach/Merritt Island:Bioluminescent kayak tour

Cocoa Beach/Merritt Island:Bioluminescent kayak tour

CA $71
per adult
Cocoa Beach/Merritt Island:Bioluminescent kayak tour
Cocoa Beach: Dolphin and Manatee Kayak or Paddle Tour

Cocoa Beach: Dolphin and Manatee Kayak or Paddle Tour

CA $90
per adult
Cocoa Beach: Dolphin and Manatee Kayak or Paddle Tour
Brevard Zoo General Admission

Brevard Zoo General Admission

CA $48
per adult
100% of travellers recommend
Brevard Zoo General Admission
See all activities in Cocoa Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.