Cheap flights from Winter Haven

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Winter Haven Flight Information
Origin airport IATA code
TPA

Sourcing the best flights from Winter Haven on ebookers

If you’re seeking a flight from Winter Haven, you can swiftly and easily find exactly what you’re looking for using ebookers. Our easy-to-use tool will let you select the destination and ideal travel dates to immediately see which routes and airlines are available. Have a preferred airline in mind for the trip? You can filter your ebookers search to see if they have flights from TPA. For more bespoke options, you can also set your search for multiple destinations and flights that are refundable, so you can have the most relevant information in moments.

Getting the best deal on a cheap flight from TPA

There are a few golden rules for keeping costs low when booking flights from Winter Haven. The first thing to think about is being flexible on your travel dates. It can help to shift your departure by a day, or even a few hours, as prices can vary by significant amounts. Use ebookers to compare and contrast your options ahead of time, and you can make a savvy decision. Want more savings? If book the hotel at your chosen destination through ebookers while also arranging your flight from Winter Haven, you can get a discount of up to 15% off the total price. For help on which pad to pick, you can make use of our snappy hotel descriptions, which are accompanied by useful photos.

Getting things going at your destination

With ebookers, you don’t just have access to the latest, constantly updated information on flights from TPA. You can also get inspiration on the most interesting things to get up to when you’re there. Just check out our Things to Do tool and you’ll soon be drawing up an exciting itinerary. And if you’re keen to take in as much of the wider area as possible, you could also look into the best car hire deals and have your very own set of wheels waiting, so you can roam to your heart’s content.

Featured Hotels near Winter Haven

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW Winter Haven FL
The price is €127 per night from 5 Jul to 6 Jul
€127
5 Jul - 6 Jul
includes taxes & fees
The free breakfast at Staybridge Suites Winter Haven Auburndale by IHG gets high marks from our customers. During your stay, you're just a quick walk from Winter Haven Public Library. Enjoy features like free WiFi in public areas and a free manager's reception, plus an outdoor pool.
9.8/10 Exceptional! (828 reviews)
"Good"

Reviewed on 20 Jun 2026

Opens in a new windowStaybridge Suites Winter Haven Auburndale by IHG
Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 out of 5
5801 Roosevelt Dr Winter Haven FL
The price is €128 per night from 28 Jun to 29 Jun
€128
28 Jun - 29 Jun
includes taxes & fees
The free breakfast at Best Western Plus Winter Haven Inn & Suites  gets high marks from our customers. During your stay, you'll be within walking distance of LEGOLAND® Florida. Features include free WiFi in public areas and free self-parking, plus an outdoor pool.
9.4/10 Exceptional! (1,304 reviews)
"Staff was friendly, short walk to Legoland, all areas were clean, including the pool."

Reviewed on 20 Jun 2026

Opens in a new windowBest Western Plus Winter Haven Inn & Suites 
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
The price is €113 per night from 28 Jun to 29 Jun
€113
28 Jun - 29 Jun
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Winter Haven by IHG. During your stay, you're just a quick walk from Chain of Lakes Park. Features include free WiFi in public areas and free self-parking, plus an outdoor pool.
9/10 Wonderful! (1,003 reviews)
"Very nice property - friendly staff"

Reviewed on 21 Jun 2026

Opens in a new windowHoliday Inn Winter Haven by IHG
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LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3 out of 5
100 Legoland Way SE Winter Haven FL
The price is €190 per night from 5 Jul to 6 Jul
€190
5 Jul - 6 Jul
includes taxes & fees
During your stay at LEGOLAND Beach Retreat, you're just a quick walk from LEGOLAND® Florida. You'll find features such as free breakfast, plus an outdoor pool and a restaurant.
8.8/10 Excellent! (269 reviews)
"The only recommendation is to inform better the employees about ticket information. We have left our tickets on the table after breakfast and went back ask multiple people if they saw and envelope left on the table and no one did. I also call the phone number on the key card and no one was able to ..."

Reviewed on 21 Jun 2026

Opens in a new windowLEGOLAND Beach Retreat
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
The price is €307 per night from 5 Jul to 6 Jul
€307
5 Jul - 6 Jul
includes taxes & fees
During your stay at Legoland Florida Hotel, you're just a quick walk from LEGOLAND® Florida. Features include free breakfast and free WiFi in public areas, plus 2 outdoor pools.
8.8/10 Excellent! (143 reviews)
"We stayed at the Beach Retreat hotel. We absolutely loved it. Pros: - Checkin was done via your car. Which was awesome because the kids didn’t have to argue about wanting to get out to check in. The place is truly family friendly. Big family breakfasts to go, playgrounds for every 8ish rooms. You ..."

Reviewed on 21 Jun 2026

Opens in a new windowLegoland Florida Hotel
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
The price is €83 per night from 24 Jun to 25 Jun
€83
24 Jun - 25 Jun
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Howard Johnson by Wyndham Winter Haven FL. During your stay, you're just a quick walk from Indigo's Family Fun Center. Free breakfast, free WiFi in public areas and free self-parking are available.
7.4/10 Good! (1,001 reviews)
"Like that the check in is quick and efficient. Also the rooms are nice and quiet."

Reviewed on 18 Jun 2026

Opens in a new windowHoward Johnson by Wyndham Winter Haven FL
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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.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.