Winter Haven Trip

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Top hotels in Winter Haven

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
Fully refundableReserve now, pay when you stay
The price is ₹13,989 per night from 16 Feb to 17 Feb
₹13,989
₹15,668 total
includes taxes & fees
16 Feb - 17 Feb
9.4/10 Exceptional! (690 reviews)
"Place was as described. The room attendees did an awesome job daily"

Reviewed on 4 Feb 2025

Best Western Plus Winter Haven Inn & Suites 
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is ₹13,863 per night from 11 Feb to 12 Feb
₹13,863
₹19,949 total
includes taxes & fees
11 Feb - 12 Feb
8/10 Very Good! (6,848 reviews)
"Beautiful and clean resort with all amenities. Resteraunts, shop, bar, friendly staff, clean, spacious rooms and beautiful grounds. To top it all off, the water park, pools and spa were a daily fun activity that could not be beat"

Reviewed on 3 Feb 2025

The Grove Resort & Water Park Orlando
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
The price is ₹8,164 per night from 3 Mar to 4 Mar
₹8,164
₹12,231 total
includes taxes & fees
3 Mar - 4 Mar
8.8/10 Excellent! (3,585 reviews)
"We enjoyed room & full kitchen. Great gym - could use a few more weights but nice. Location was nice & secure & a lot of restaurants & more close by. Upon check in they could have gave us a little more info such as no housekeeping service but always nice when I asked questions We would definitely ..."

Reviewed on 4 Feb 2025

Hilton Vacation Club Mystic Dunes Orlando
See all 38,121 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.

Frequently asked questions

How much does a Winter Haven holiday package cost?
You’ll find cheap prices on Expedia for your Winter Haven getaway. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Winter Haven costs.
What are the cheapest months to go to Winter Haven?
You can generally find reduced prices and better availability in September, October and November. Explore our cheap Winter Haven holiday packages and you could get some great off-season discounts.
How many days is enough for Winter Haven?
Dedicate around 2 days for your Winter Haven holiday if you’re hoping to enjoy everything that makes this place unique. Stroll around popular neighbourhoods, including Cypress Gardens and Jan Phyl Village. Then tick off top attractions like Indigo’s Billiards, Bowling & Games and Indigo’s Family Fun Centre. With a good itinerary, you’ll be kept busy with room for some downtime too. Want to travel outside of Winter Haven? Consider fitting in a day trip or two.
Is it worth booking a holiday package to Winter Haven?
Popular for its fishing, walking trails and golfing, a Winter Haven holiday is a hit with all kinds of visitors. Be sure to check out top sights like Chain of Lakes Park and Theatre Winter Haven, and consider renting a set of wheels for day trips to explore even more.
How to find the best Winter Haven package deals?
Use Expedia’s filters to find some of the best Winter Haven package deals. When you start your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you want to save, plan your adventure for midweek, or search for Winter Haven package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it’s usually best to lock in your holiday package well in advance.
Is it cheaper to book a Winter Haven holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging stays and flights individually. Better still, you can tailor your Winter Haven trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Winter Haven?
Score incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Winter Haven getaway.
How to plan a trip to Winter Haven?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Winter Haven.
  2. Set your budget: Consider costs such as food, flights and transportation when calculating how much to save for your trip to Winter Haven. Then, pick a hotel that matches your budget, whether that’s an affordable option or a lavish retreat.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you want to experience in Winter Haven. Then, estimate how long you’ll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customised Winter Haven holiday package.

Popular places to visit

Legoland Florida which includes a river or creek, a garden and a pond

LEGOLAND® Florida

4.5/5(7 reviews)

Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.

LEGOLAND® Florida

Chain Of Wakes

Take the family on an outing to Chain Of Wakes during your trip to Winter Haven. Wander the area's lakeside or simply enjoy one of its top-notch restaurants.

Chain Of Wakes

Northgate Shopping Center

You can find the perfect gifts to bring home at Northgate Shopping Center during your visit to Cypress Gardens. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Northgate Shopping Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.