Winter Haven Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Winter Haven Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Park Royal Miami Beach managed by Accor
North Beach
CA $740
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8.8/10 Excellent! (191 reviews)
Had been to Ft. Lauderdale and wanted to check for a decent none night stay in Miami and found this hotel Thro Expedia . Expedia rated this high and happy that we chose this place . Nice location. 5 mins off the beach . The beach is just walkable from this hotel. Very good service . The guy in lobby was very helpful . There was a donminos pizza next door , which was very useful for kids.
Amenities were decent . They had an outdoor swimming pool . Slightly smaller .. there were 2-3 families swimming and it was almost full :) washer dryer worked but it was good .. elevator was small and sometimes slow . We didn’t find a gym. No complimentary breakfast.. parking was a bit wierd and cramped ! They charged per night which was slightly expensive .
The rooms were awesome ! It was good sized for the price . Also had a kitchen.. though we didn’t use the kitchen , it is very good to have , just incase . Bed was comfortable .. bathrooms were neat . Price wise I think this room was very good and value for money . Wanted to give 3 , but just for the room and pricing , I’m giving it a 4 . Good experience overall .
Reviewed on Sep 1, 2026
SIRTAJ - Beverly Hills
South of Wilshire
CA $1,223
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Los Angeles (LAX)
8.2/10 Very good! (1,006 reviews)
Convenient location, I got a discounted price. I asked and was given a courtesy late checkout time by 30 minutes. Comfortable bed. Fancy toilet with many buttons for washing one's undersides. But it was a really hot day and there was no way to turn off the heated toilet seat. Shower head was good. There are cheaper public parking garages on Beverly Blvd and Wilshire Blvd one block away. Best of all is Chaumont Bakery, only 5 mins. walk away on Beverly Blvd, a great place for brunch. Order the almond croissant and mushroom omelet, they are divine.
Reviewed on Sep 3, 2026
The Marlin Hotel
South Beach
CA $1,147
per person
Nov 22 - Nov 28
found 2 days ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
9.2/10 Wonderful! (1,005 reviews)
Amazing staff! Ada is amazing and so sweet! The hotel restaurant staff was also very accommodating and friendly! Will always stay here next time I’m in South Beach!!!
Reviewed on Sep 3, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
CA $18,608
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
Ready to book your vacation to Winter Haven?
Winter Haven Hotel Deals
Western Inn & Suites
2611 US-83 Carrizo Springs TX
Fully refundableReserve now, pay when you stay
CA $174
CA $197 total
Sep 4 - Sep 5
includes taxes & fees
8.6/10 Excellent! (51 reviews)
"Stay was good my second time staying there and parking was great"
Reviewed on Aug 28, 2026
Texan Inn
2300 North 1st Street (Highway 83) Carrizo Springs TX
Fully refundableReserve now, pay when you stay
CA $197
CA $223 total
Sep 4 - Sep 5
includes taxes & fees
7.2/10 Good! (109 reviews)
"Lady working the front desk was fantastic!"
Reviewed on Aug 13, 2026
Riata Inn Crystal City
1531 N Highway 83 Crystal City TX
Fully refundableReserve now, pay when you stay
CA $86
CA $97 total
Sep 5 - Sep 6
includes taxes & fees
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 Winter Haven vacation package cost?
Offering great value package deals from CA $623 on Expedia, you'll be pleasantly surprised at how much a vacation to Winter Haven costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Winter Haven?
If you're looking to book a cheap Winter Haven vacation package, consider planning a trip in January, February and May. You'll usually find lower rates on airfares and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Winter Haven?
With a well-organized travel plan, you can easily visit the main Winter Haven attractions in a few days. But if you want to discover hidden spots or go on day trips, think about booking your Winter Haven vacation for longer.
How to find the best Winter Haven package deals?
Landing a cheap Winter Haven package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Winter Haven package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Winter Haven vacation as a package?
You can enjoy significant savings on your Winter Haven getaway by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Winter Haven?
If you're planning a spontaneous Winter Haven getaway, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Winter Haven?
- Choose your dates: What you want to do in Winter Haven and your favourite season can help you decide when to travel.
- Figure out your budget: Make sure you have enough money to cover everything from transportation and food to experiences and flights. Your hotel will probably be the largest expense during your trip to Winter Haven.
- Decide how long to go away for: Now that you know more about Winter Haven, you can work out the perfect length of your break. Put together a rough plan and allocate enough time for all the things you want to do.
- Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Winter Haven vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
