Winter Beach Vacation Packages

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

When a getaway to the city is calling, answer it with a Winter Beach vacation package. The neighborhood of Seagrove, which is good for cafes, coastal beaches and nature, makes an awesome base for your adventures. Fill your free time with visits to Holman Stadium, Pelican Island National Wildlife Refuge and Wabasso Beach Park, some of the things you just have to see during a trip to Winter Beach. That dream Winter Beach vacation is a couple of clicks away. Search flights, accommodations and more on Expedia for an adventure that's tailored to suit your style.

Top Winter Beach Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

CA $809
per person
Nov 12 - Nov 17
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8.4/10 Very good! (7,020 reviews)
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

CA $1,353
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 $1,375
per person
Nov 28 - Dec 5
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (562 reviews)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

International Drive District
CA $892
per person
Oct 15 - Oct 20
found 23 hours ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
9/10 Wonderful! (1,318 reviews)
设施旧 环境差 房间还有蜘蛛 小朋友住完全身长满疹子

Reviewed on Sep 9, 2026

The Delaney Hotel

The Delaney Hotel

South Orange
CA $1,083
per person
Nov 22 - Nov 29
found 11 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.6/10 Exceptional! (1,202 reviews)
The hotel was very quaint, just make sure they dont give you a room facing the street. We heard sirens all night. The beds are super comfortable, and housekeeping is right on the job.

Reviewed on Sep 9, 2026

Ready to book your vacation to Winter Beach?

Choose your dates

Winter Beach Hotel Deals

Ocean Breeze Inn Vero Beach

Ocean Breeze Inn Vero Beach

3384 Ocean Dr Vero Beach FL
Fully refundableReserve now, pay when you stay
CA $199
CA $223 total
Sep 14 - Sep 15
includes taxes & fees
8.8/10 Excellent! (1,255 reviews)
"We stayed at this property 13-years ago and it is just as wonderful or better than it was back then."

Reviewed on Sep 8, 2026

Ocean Breeze Inn Vero Beach
Vero Beach Inn & Suites I-95

Vero Beach Inn & Suites I-95

8797 20th St Vero Beach FL
Fully refundableReserve now, pay when you stay
CA $97
CA $109 total
Oct 12 - Oct 13
includes taxes & fees
Vero Beach Inn & Suites I-95
Hutchinson Island Hotel

Hutchinson Island Hotel

1230 Seaway Drive Fort Pierce FL
Fully refundableReserve now, pay when you stay
CA $136
CA $179 total
Sep 30 - Oct 1
includes taxes & fees
8.2/10 Very good! (1,373 reviews)
"Pagué una habitación de $155 con vista supuestamente al mar según la reserva y me dieron una habitación con vista a dos palmeras Hotel con peste a humedad Super mal. No lo recomiendo extremadamente caro $155. Una noche para una basura de Hotel. No volvería a ir aquí jamás en la vida y no recomiendo ..."

Reviewed on Sep 10, 2026

Hutchinson Island Hotel
See all 1,672 properties in Winter Beach
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.

What to do in Winter Beach

Clear Kayak Tours in Fort Pierce

Clear Kayak Tours in Fort Pierce

CA $125
per adult
Clear Kayak Tours in Fort Pierce
4-Hour Mangrove Island and Dolphin Watch Sandbar in Fort Pierce

4-Hour Mangrove Island and Dolphin Watch Sandbar in Fort Pierce

CA $109
per adult
4-Hour Mangrove Island and Dolphin Watch Sandbar in Fort Pierce
A fun family and friend discovery day inside our jungle tour

2- Hour Jungle Tour at Prehistoric Preserve Site in Fort Pierce

CA $82
per adult
100% of travellers recommend
2- Hour Jungle Tour at Prehistoric Preserve Site in Fort Pierce
See all activities in Winter Beach

Frequently asked questions

How much does a Winter Beach vacation package cost?
You'll find cheap prices from CA $809 on Expedia for your Winter Beach getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Winter Beach costs.
What are the cheapest months to go to Winter Beach?
If you'd like to book a cheap Winter Beach vacation package, consider travelling in January, February and August. You're likely to find lower rates on hotels and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Winter Beach?
To fully enjoy a Winter Beach vacation, we recommend staying for 3 days. Split your time between discovering Vero Beach Municipal Marina, Vero Beach Museum of Art and other well-known attractions, in addition to exploring neighbourhoods like Central Beach and Gifford. If you've got some time to spare, add a tour or day trip to your Winter Beach vacation itinerary.
How to find the best Winter Beach package deals?
Use Expedia's filters to help you find some of the best Winter Beach package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Winter Beach package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Winter Beach vacation as a package?
You can enjoy significant savings on your next Winter Beach retreat by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Winter Beach?
If you're considering an impromptu Winter Beach adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Winter Beach?
  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Winter Beach.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and activities. Your accommodations will likely be the largest expense during your trip to Winter Beach.
  3. Decide how long to go for: Now that you're more familiar with Winter Beach, you can figure out the right length of your vacation. Put together a draft plan and give yourself enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: Once you've nailed down your travel dates and duration, book the right Winter Beach vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.