Cheap Vacations in Winter Haven

Choose two or more items and save on your trip:

3-night Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
Kompose Boutique Hotel
Hotel Alba, Tapestry Collection by Hilton
Wyndham Grand Clearwater Beach
Innisbrook Resort
Sheraton Sand Key Resort
The Saint Hotel
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
voco Sarasota, an IHG Hotel
St Pete Beach Suites
Hilton St. Petersburg Bayfront

4-night Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Aloft Tampa Midtown
Ocean Club Treasure Island Hotel
The Avalon Club
The Hotel Zamora
Innisbrook Resort
Island Grand at TradeWinds
RumFish Beach at TradeWinds
Wyndham Grand Clearwater Beach
Hilton St. Petersburg Bayfront
The Saint Hotel
St Pete Beach Suites

5-night Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Highland Down Town Tampa
Ocean Club Treasure Island Hotel
The Avalon Club
Bayview Plaza Waterfront Resort
The Saint Hotel
Hilton Tampa Airport Westshore
Kompose Boutique Hotel
Wyndham Grand Clearwater Beach
Hilton St. Petersburg Carillon Park
St Pete Beach Suites
RumFish Beach at TradeWinds

6-7 night Winter Haven vacations

Price found within the past 48 hours. Click for updated prices.
Highland Down Town Tampa
Ocean Club Treasure Island Hotel
The Avalon Club
Hyatt Regency Clearwater Beach Resort & Spa
Hampton Inn Tampa Downtown Channel District
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
Homewood Suites Tampa Airport
Aloft Tampa Midtown
La Quinta Inn by Wyndham Tampa Near Busch Gardens
Kompose Boutique Hotel
RumFish Beach at TradeWinds
Residence Inn by Marriott Tampa Sabal Park/Brandon

Where is Winter Haven?

Well hello there, proud penny-pinchers. We know you're eager to get the most out of your Winter Haven getaway for the least amount of cash. But first, let's get acquainted with this unique destination!

808 miles to the north of Winter Haven is Washington. Lake Alfred is another nearby destination, just 5 miles to the north.

The population of this area of Lakeland - Winter Haven is nearly 33,900.

Cheap Things to do in Winter Haven

It's a very satisfying moment when you return to your hotel after a massive day of sightseeing and you realize you've hardly spent any money! If you're eager to experience this feeling during your time away, peruse our list of free activities in or near Winter Haven:

  • Who said you have to empty the insides of your pockets to have a bit of fun outdoors? Skip the costly admission charges and add some thrills to your travels at Sertoma Park and Lions Park.
  • Admire the unique flora specimens at Tiger Creek Preserve, Auburndale City Park, Saddle Creek County Park and Rotary Park. These thriving places are fantastic for gardeners or anyone else with an interest in plant life.

Cheap Winter Haven Vacation Package Deals

CheapTickets is not your average budget travel brand. We're committed to fulfilling your budget vacation dreams. And remember, we refuse to compromise on the quality of your experiences, accommodations or flights.

Combine your hotel and airfare bookings to save as much as $287. With access to 500 airline partners and more than 500,000 properties across the globe, you know we're seeking out the cheapest deals available.

What about this for putting your worries at ease? If you find your package for less within 48 hours of booking it, we can meet that price and refund the difference. That's what we call our Price Guarantee.

Get CheapCash

How's this for a perk? Our simple rewards program not only saves you cash on your next qualifying CheapTickets hotel booking, it also works in conjunction with our other promotions. The only thing you have to do is book a flight!

It's super easy to sign up for free or log in and join CheapCash. Once you're up and running there'll be no stopping you! You'll collect savings on eligible bookings, not to mention the bonus offers and perks that will come your way.

Cheap Car Rentals in Winter Haven

Hey, cheapster — how's this for value for money? Getting behind the wheel of a rental car in Winter Haven won't only be easier on your pocket, it'll give you far more freedom as well. With your own wheels, you'll be able to go to places others can't reach and see much more than you would if you just caught a bus or a train.

If you're all for ease and efficiency, make your way to Hertz.

Cheap Hotels in Winter Haven

You shouldn't have any hassles grabbing one of the 15 hotels in Winter Haven. That said, make sure you don't leave it until the last moment! Your next budget-friendly journey is calling your name!

Just can't make up your mind where to get a room? Some leading options are the Rose Motel and the Winter Haven Gardens Inn and Banquet Center.

Flight deals to Winter Haven

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Top rated hotels for your Winter Haven vacation

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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.