Winter Haven Holidays from £246

Book a Hotel + Flight or Car together to unlock savings

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    Save up to £335 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Packages with flights are ATOL protected

Top Winter Haven Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Smart Guesthouse

Smart Guesthouse

3 out of 5
Rome City Centre
per person
15 Sept - 18 Sept
found 1 day ago
Return flight included
London (LGW) to Rome (FCO)
9.4/10 Exceptional! (56 reviews)
Very clean and comfortable. Close to train station which was a plus! Would definitely stay here again!

Reviewed on 17 Jul 2025

Relais de la Poste

Relais de la Poste

3 out of 5
Rome City Centre
per person
9 Oct - 13 Oct
found 22 hours ago
Return flight included
London (LGW) to Rome (FCO)
9.2/10 Wonderful! (549 reviews)
Everything was amazing!! The workers were so sweet and helpful and truly made our stay. The room was extremely quiet for such a busy area. Check in and check out was easy and the room comes with free espresso! We loved everything about our stay and would definitely recommend.

Reviewed on 4 Aug 2025

Hotel Delle Civette

Hotel Delle Civette

3 out of 5
Nomentano
per person
16 Oct - 19 Oct
found 1 day ago
Return flight included
London (LGW) to Rome (FCO)
9.4/10 Exceptional! (218 reviews)
Great place to stay, if back in Roma will stay there again!

Reviewed on 1 Aug 2025

Albergo Etico Roma

Albergo Etico Roma

3 out of 5
Flaminio
per person
16 Oct - 19 Oct
found 1 day ago
Return flight included
London (LGW) to Rome (FCO)
9.6/10 Exceptional! (283 reviews)
Nice room, nice hotel, pretty garden.

Reviewed on 7 Aug 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
25 Oct - 31 Oct
found 3 hours ago
Return direct flight included
London (LHR) to Miami (MIA)
8/10 Very Good! (1 review)

Winter Haven Essential Information

Language
English
Currency
U.S dollars
Top Sights
Jefferson Park and Carrizo Springs Golf Course

Top hotels in Winter Haven

Western Inn & Suites

Western Inn & Suites

2.5 out of 5
2611 US-83, Carrizo Springs, TX
Fully refundableReserve now, pay when you stay
The price is £147 per night from 10 Aug to 11 Aug
£147
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (32 reviews)
"Very Clean"

Reviewed on 24 May 2025

Western Inn & Suites
Executive Inn Crystal City

Executive Inn Crystal City

2.5 out of 5
1800 N. Highway 83, Crystal City, TX
Fully refundableReserve now, pay when you stay
The price is £72 per night from 10 Aug to 11 Aug
£72
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (170 reviews)
"Great service and clean room."

Reviewed on 14 Jul 2025

Executive Inn Crystal City
Riata Inn Crystal City

Riata Inn Crystal City

2 out of 5
1531 N Highway 83, Crystal City, TX
Fully refundableReserve now, pay when you stay
7.6/10 Good! (125 reviews)
"The pool wasnt open so that was the only Complaint we had but overall it was a great place to stay."

Reviewed on 19 May 2025

Get rates
Riata Inn Crystal City
See all 26 properties in Winter Haven
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Winter Haven travel package cost?
The cheapest Winter Haven package is £246, so your dream trip can become a reality — without spending an arm and a leg. Bundle flights, hotels and car rentals to tailor a package that suits you.
If I'm not able to travel, can I cancel my Winter Haven travel package?
Don't worry if you're rethinking your Winter Haven travel package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally understand your circumstances can suddenly change, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.
How do I get a cheap travel package to Winter Haven?
Booking a Winter Haven travel package with Expedia is one of the easiest ways to save. We have access to more than 550 partner airlines and 1,000,000 hotels across the globe. With such an extensive range to pick from, you'll have no worries creating your ideal escape.
Does Expedia offer Book Now, Pay Later Winter Haven holidays?
We do. Expedia has partnered with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply pick the payment plan best suited to your needs during checkout and take away the stress of budgeting for your trip. Be sure to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that fit all budgets, so you can lock in that well-earned holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
  • Low deposit holidays: When you stumble on an incredible deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your getaway.

How far in advance should I book my Winter Haven holiday?
It's always wise to book early. Airlines generally release flights up to 12 months prior to departure, and this is an excellent opportunity to score some of the lowest prices. Boss just told you to take your holiday time next week? No need to worry. Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Winter Haven travel package include?
From hotels and airfares to rental cars, Expedia can help you craft a Winter Haven package that's right for you. Heading off for a week or two? Check out a hotel, rental car and flight bundle. If you can only squeeze in a quick getaway, an airfare and hotel deal could be more your style. Activities can also be added once you've made your booking. Our travel packages make it simple to save and plan.
What should I know before booking a Winter Haven travel package?
A travel package can be easier on the credit card than separately booking all you need for your adventure. For example, bundle your flights, hotels and rental cars and land a great deal. Whatever your holiday plans, there's sure to be a package that matches your budget.
Can I choose my airline with a Winter Haven Expedia travel package?
Yes, definitely. Expedia has over 550 partner airlines to choose from worldwide. With all that choice, finding the right carrier to fly you to Winter Haven will be a snap.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.