Search Chalets in Winter Haven

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Chalets in Winter Haven

No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Haven

Exterior
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3.0 star property
9.0 out of 10, Wonderful, (135)
"Overall great exsprience. Satff,rooms and amenities were great"
United States
Tanisha
The price is SAR 707
SAR 939 total
includes taxes & fees
5 Dec - 6 Dec
LEGOLAND Beach Retreat
Exterior
Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 star property
9.6 out of 10, Exceptional, (1070)
"Excellent place to stay"
United States
Anita
The price is SAR 489
SAR 548 total
includes taxes & fees
7 Dec - 8 Dec
Best Western Plus Winter Haven Inn & Suites 
Property amenity
Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven

3.0 star property
9.4 out of 10, Exceptional, (730)
"Great staff, great location "
United States
katherine
The price is SAR 539
SAR 604 total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Winter Haven
Exterior
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3.0 star property
9.0 out of 10, Wonderful, (1016)
"Clean room, great staff, easy check-in."
United States
Vanessa
The price is SAR 417
SAR 468 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Winter Haven by IHG
Exterior
Hampton Inn Winter Haven

Hampton Inn Winter Haven

2.5 star property
9.0 out of 10, Wonderful, (1013)
"Clean room, staff was nice, breakfast was good, easy parking."
United States
Jessica
The price is SAR 417
SAR 468 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn Winter Haven
Exterior
Howard Johnson by Wyndham Winter Haven FL

Motel in Winter Haven

2.0 star property
7.0 out of 10, Good, (1016)
"Nice hotel. Clean and great location. "
United States
Raylene
The price is SAR 319
SAR 357 total
includes taxes & fees
7 Dec - 8 Dec
Howard Johnson by Wyndham Winter Haven FL
Exterior
Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

3.0 star property
9.4 out of 10, Exceptional, (249)
"Everything feom the staff to the room was great!"
United States
Eduardo
The price is SAR 538
SAR 602 total
includes taxes & fees
4 Jan - 5 January 2026
Home2 Suites By Hilton Winter Haven
Property amenity
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3.0 star property
9.8 out of 10, Exceptional, (659)
"Hotel was very clean and quiet. Beds were amazing. Will stay here again"
United States
Sofia
The price is SAR 570
SAR 639 total
includes taxes & fees
28 Dec - 29 Dec
Staybridge Suites Winter Haven Auburndale by IHG
House (3 Bedrooms) | Interior
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Cottage in Winter Haven

3.0 star property
10.0 out of 10, Exceptional, (3)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is SAR 642
SAR 1,645 total
includes taxes & fees
10 Dec - 11 Dec
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Porch
Lake Ida Beach Resort

Cottage in Winter Haven

3.0 star property
7.4 out of 10, Good, (185)
"We have stayed here several times. "
United States
Martha
The price is SAR 281
SAR 315 total
includes taxes & fees
5 Dec - 6 Dec
Lake Ida Beach Resort
2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers
Legoland Florida Hotel

Legoland Florida Hotel

3.0 star property
9.0 out of 10, Wonderful, (49)
"Really enjoyable stay. "
United Kingdom
John
The price is SAR 1,197
SAR 1,488 total
includes taxes & fees
8 Dec - 9 Dec
Legoland Florida Hotel
Exterior
Lake Roy Beach Inn

Lake Roy Beach Inn

2.0 star property
7.0 out of 10, Good, (983)
"clean room"
United States
stephen
The price is SAR 298
SAR 334 total
includes taxes & fees
5 Dec - 6 Dec
Lake Roy Beach Inn
Exterior
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Cottage in Winter Haven

2.0 star property
10.0 out of 10, Exceptional, (2)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
The price is SAR 432
SAR 1,046 total
includes taxes & fees
5 Dec - 6 Dec
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Front of property
Budget Inn Winter Haven

Motel in Winter Haven

2.0 star property
6.8 out of 10, (268)
"It was a good place to stay for what we were looking for to refresh and sleep for 2 nights. The room was clean, new sheets, fresh. We had a good experience. Thank you."
United States
Fernando
The price is SAR 312
SAR 349 total
includes taxes & fees
5 Dec - 6 Dec
Budget Inn Winter Haven
Outdoor dining
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt

Apartment in Winter Haven

10.0 out of 10, Exceptional, (2)
"The place was clean and tidy, accessible to a lot of stores and attractions in the surrounding area, and the hosts were SO nice and easy to contact throughout our stay-even checking in on us to make sure everything was going good. Would totally stay again!"
United States
Kaitlyn F.
The price is SAR 372
SAR 491 total
includes taxes & fees
7 Dec - 8 Dec
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt
Outdoor pool
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Vacation Home in Winter Haven

9.8 out of 10, Exceptional, (39)
"We had a great stay!"
United States
Harper B.
The price is SAR 439
SAR 1,191 total
includes taxes & fees
9 Dec - 10 Dec
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Fridge, microwave, oven, stovetop
LEGOLAND! Disney, Universal &+! Your Home Away from Home in Winter Haven, FLA!

Vacation Home in Winter Haven

9.0 out of 10, Wonderful, (2)
"I'm town for family graduation party. Perfect place to stay"
United States
John S.
The price is SAR 751
SAR 1,640 total
includes taxes & fees
5 Dec - 6 Dec
LEGOLAND! Disney, Universal &+! Your Home Away from Home in Winter Haven, FLA!
Exterior detail
Tiny Paradise

Apartment in Winter Haven

9.4 out of 10, Exceptional, (8)
"I have stayed on property a few times, first experience with tiny Paradise very quaint and clean enjoyed my stay."
United States
SUSAN
The price is SAR 236
SAR 466 total
includes taxes & fees
8 Dec - 9 Dec
Tiny Paradise
Exterior detail
Traveling workers w/ full kitchen and living space

Vacation Home in Eagle Lake

Traveling workers w/ full kitchen and living space
Exterior detail
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn

Vacation Home in Winter Haven

2.0 star property
10.0 out of 10, Exceptional, (1)
"Nice place very convenient for us. Would stay again"
United States
John G.
The price is SAR 469
SAR 1,092 total
includes taxes & fees
7 Dec - 8 Dec
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Amazing guest amazing views wonderful place to live at very clean rooms "
Markeisha 2-night trip
Posted 17 hours ago
The Grove Resort & Water Park Orlando

Explore a world of travel with Expedia