Find 5 Star Hotels in Winter Haven, FL

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Check availability on Winter Haven 5 Star Hotels

Tonight
5 Apr - 6 Apr
Tomorrow
6 Apr - 7 Apr
Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr

Compare Winter Haven 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Howard Johnson by Wyndham Winter Haven FL
Blackout drapes, iron/ironing board, free cribs/infant beds

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
7.0 out of 10, Good, (1006)
"Amazing staff, awesome facilities and restaurant connected was fantastic, also great atmosphere & prices "
The price is AED 375
AED 420 total
includes taxes & fees
8 Apr - 9 Apr
Howard Johnson by Wyndham Winter Haven FL
Best Western Plus Winter Haven Inn & Suites 
Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout drapes, iron/ironing board

Best Western Plus Winter Haven Inn & Suites 

3.5 star property
9.4 out of 10, Exceptional, (767)
"Everything is wonderful "
The price is AED 546
AED 611 total
includes taxes & fees
1 May - 2 May
Best Western Plus Winter Haven Inn & Suites 
Home2 Suites By Hilton Winter Haven
Terrace/patio

Home2 Suites By Hilton Winter Haven

3.0 star property
9.0 out of 10, Wonderful, (63)
"Rooms were spacious and kitchenette very convenient. Staff was friendly and helpful and property well cared for. Loved that the property had outside seating with a firepit and barbecues. Definitely would stay again "
The price is AED 496
AED 556 total
includes taxes & fees
20 Apr - 21 Apr
Home2 Suites By Hilton Winter Haven
Holiday Inn Winter Haven by IHG
Bar (on property)

Holiday Inn Winter Haven by IHG

3.0 star property
9.0 out of 10, Wonderful, (1002)
"We stayed one night when we went to LEGOLAND. It was a very nice hotel. The front desk lady was super nice and accommodating. The breakfast was wonderful. The rooms were clean. "
The price is AED 485
AED 543 total
includes taxes & fees
28 Apr - 29 Apr
Holiday Inn Winter Haven by IHG
Staybridge Suites Winter Haven Auburndale by IHG
Property amenity

Staybridge Suites Winter Haven Auburndale by IHG

3.0 star property
9.8 out of 10, Exceptional, (329)
"Great stay. First time using this chain, no disappointment! I will recommend it to any looking for stays in winter heaven "
The price is AED 558
AED 625 total
includes taxes & fees
4 May - 5 May
Staybridge Suites Winter Haven Auburndale by IHG
Lake Roy Beach Inn
Property grounds

Lake Roy Beach Inn

2.0 star property
6.8 out of 10, (946)
"The management was very accommodating when we needed to change rooms due to disabilities and issues with the air conditioning."
The price is AED 412
AED 461 total
includes taxes & fees
2 May - 3 May
Lake Roy Beach Inn
Hampton Inn Winter Haven
Exterior

Hampton Inn Winter Haven

2.5 star property
9.0 out of 10, Wonderful, (1003)
"THX"
The price is AED 465
AED 521 total
includes taxes & fees
13 Apr - 14 Apr
Hampton Inn Winter Haven
Courtyard by Marriott Winter Haven
Property amenity

Courtyard by Marriott Winter Haven

3.0 star property
9.4 out of 10, Exceptional, (667)
"Very nice"
The price is AED 694
AED 778 total
includes taxes & fees
20 Apr - 21 Apr
Courtyard by Marriott Winter Haven
Economy Suites
Exterior

Economy Suites

2.0 star property
4.8 out of 10, (354)
"It’s a good place"
The price is AED 290
AED 325 total
includes taxes & fees
8 Apr - 9 Apr
Economy Suites
Budget Inn Winter Haven
Double Room, 2 Double Beds | Desk, free WiFi, bed sheets

Budget Inn Winter Haven

2.0 star property
6.6 out of 10, (248)
"First time here. Decent hotel accommodations for an overnight. Clean room."
The price is AED 342
AED 383 total
includes taxes & fees
1 May - 2 May
Budget Inn Winter Haven
Legoland Pirate Island Hotel
Room

Legoland Pirate Island Hotel

2.0 star property
8.0 out of 10, Very Good, (3)
"Love the theme! Rooms are clean & confortable…Fun for kids!"
Legoland Pirate Island Hotel
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Suite, 2 Double Beds, Non Smoking | Desk, laptop workspace, iron/ironing board, free WiFi

Rodeway Inn & Suites Winter Haven Chain Of Lakes

2.0 star property
5.4 out of 10, (234)
"I like the staff. They call me when I didn’t check in and I find out that I made a mistake on the day on my reservation. I didn’t like that it show in the link that they have free breakfast and that did not include."
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Legoland Beach Retreat
Outdoor pool

Legoland Beach Retreat

2.0 star property
9.2 out of 10, Wonderful, (114)
"Everything. Heard to children. As an adult I loved it"
Legoland Beach Retreat
The Block215
Fitness facility

The Block215

2.5 star property
2.0 out of 10, (1)
"Don’t stay there. The hotel is for prostitude, homelessness, drug dealers…."
The Block215
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL
Exterior detail

Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

10.0 out of 10, Exceptional, (13)
"This is a perfect spot, to be in a relaxed setting, but still close to restaurants, bars and parks.The neighborhood is safe and is close enough to walk to bars, restaurants and grocery stores. The owners are warm and welcoming. They are open to the communications that are sent, and will respond quickly. We would love to come to the cute and cozy again in the future!"
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL
Legoland Hotel
Outdoor pool

Legoland Hotel

2.0 star property
8.8 out of 10, Excellent, (9)
"Amazing hotel absolutely fabulous time. Fantastic staff and amenities. Great pool great buffet breakfast and great evening meal."
Legoland Hotel
Legoland Florida Hotel
3 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers

Legoland Florida Hotel

3.0 star property
10.0 out of 10, Exceptional, (1)
Legoland Florida Hotel
Travelodge by Wyndham Winter Haven
Lobby

Travelodge by Wyndham Winter Haven

2.5 star property
4.2 out of 10, (79)
"Worst hotel I've ever been to"
Travelodge by Wyndham Winter Haven
Winter Haven Gardens Inn
Outdoor pool, pool umbrellas, sun loungers

Winter Haven Gardens Inn

2.5 star property
5.8 out of 10, (1000)
"Didn't stay. Got here and sign on door saying permanent closed. Had to find somewhere else to stay at last minute. Good thing other family members had extra room and allowed us to stay with them."
Winter Haven Gardens Inn
Epic Lakeside Resort – 2 Homes on 2 Acres with 800' of Waterfront
Private kitchen

Epic Lakeside Resort – 2 Homes on 2 Acres with 800' of Waterfront

Epic Lakeside Resort – 2 Homes on 2 Acres with 800' of Waterfront
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Learn more about Winter Haven

Whether you explore the Chain of Lakes or revisit your childhood at LEGOLAND®, this Central Florida city is an oasis every month of the year.

See all hotels in Winter Haven
Winter Haven showing rides

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Haven?
How much you pay for a 5-star hotel in Winter Haven depends on factors such as when you plan to go and the length of your stay. Our top tip for scoring the best deal? Use our pricing filters to check out the available hotels for your preferred dates.

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What makes a hotel 5 stars in Winter Haven?
Flawless guest service is at the heart of every 5-star hotel in Winter Haven. From the minute you arrive, staff attend to your every whim, whether recommending activities and tours or providing a nightly turn-down service. Plus, hotels have to feature superior amenities to be eligible for a 5-star rating. These can include luxury bathrooms, a wellness center, pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winter Haven?
Our filter tool is the easiest way to search for exactly what you want. Select “5-star” and “All inclusive” to show the finest properties in Winter Haven where your room, meals, activities and entertainment are included in the upfront price. At these getaways, your vacation is pure indulgence from the moment you enter the lobby.
Are there any 5-star vacation rentals in Winter Haven?
There are no 5-star vacation rentals in Winter Haven on our site, but there are a few other highly rated options worth checking out. Scan through our vacation rentals in Winter Haven to discover the perfect place for your stay.