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Check prices for these dates

Next weekend
7 Mar - 9 Mar
In two weeks
14 Mar - 16 Mar
In one month
28 Mar - 30 Mar
In two months
25 Apr - 27 Apr

Compare 353 Resorts in Winter Haven with updated reviews, rates, and availability.

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, (724)
"It was a wonderful stay"
The price is AED 611
AED 684 total
includes taxes & fees
30 Mar - 31 Mar
Best Western Plus Winter Haven Inn & Suites 
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, (1003)
"Good "
The price is AED 437
AED 489 total
includes taxes & fees
2 Mar - 3 Mar
Howard Johnson by Wyndham Winter Haven FL
Home2 Suites By Hilton Winter Haven
Terrace/patio

Home2 Suites By Hilton Winter Haven

3.0 star property
8.4 out of 10, Very Good, (31)
"Easy walk to Legoland. Breakfast was great. Rooms are large and clean. We'd definitely stay here again."
The price is AED 590
AED 661 total
includes taxes & fees
23 Mar - 24 Mar
Home2 Suites By Hilton Winter Haven
Lake Roy Beach Inn
Property grounds

Lake Roy Beach Inn

2.0 star property
7.0 out of 10, Good, (930)
"Was good will return next trip "
The price is AED 507
AED 568 total
includes taxes & fees
2 Mar - 3 Mar
Lake Roy Beach Inn
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, (1003)
"Perfect area to stay. Clean room. Lot of options to eat. Perfect for family"
The price is AED 470
AED 527 total
includes taxes & fees
16 Mar - 17 Mar
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, (311)
"Greta stay, clean updated rooms, friendly staff "
The price is AED 679
AED 761 total
includes taxes & fees
23 Mar - 24 Mar
Staybridge Suites Winter Haven Auburndale by IHG
Hampton Inn Winter Haven
Exterior

Hampton Inn Winter Haven

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Wonderful breakfast"
The price is AED 547
AED 613 total
includes taxes & fees
16 Mar - 17 Mar
Hampton Inn Winter Haven
Economy Suites
Exterior

Economy Suites

2.0 star property
5.0 out of 10, (344)
"It’s a good place"
The price is AED 345
AED 387 total
includes taxes & fees
1 Mar - 2 Mar
Economy Suites
Courtyard by Marriott Winter Haven
Property amenity

Courtyard by Marriott Winter Haven

3.0 star property
9.4 out of 10, Exceptional, (662)
"We stayed and walked to Legoland. The hotel was clean and the property was immaculate. When we arrived, we were informed that the water would be shut off from 10-4 the next day. We would have appreciated a heads up prior to arriving. We felt a little rushed to leave as a result. Front desk staff was super friendly. The cafe workers gave us a bit of a hassle but made up for it with great service on the back end. "
The price is AED 699
AED 783 total
includes taxes & fees
16 Mar - 17 Mar
Courtyard by Marriott Winter Haven
Budget Inn Winter Haven
Double Room, 2 Double Beds | Desk, free WiFi, bed sheets

Budget Inn Winter Haven

2.0 star property
6.8 out of 10, (240)
"Everything was good "
The price is AED 349
AED 391 total
includes taxes & fees
5 Mar - 6 Mar
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
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
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."
The price is AED 533
AED 596 total
includes taxes & fees
10 Mar - 11 Mar
Rodeway Inn & Suites Winter Haven Chain Of Lakes
The Block215
Fitness facility

The Block215

2.5 star property
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, (12)
"My husband and I stayed here three nights. It was a wonderful, relaxing place to stay and we highly recommend it for anyone looking for a quiet place. Pictures and description were exact. We couldn't have been happier."
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
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
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
Courtyard Winter Haven
Standard Double Room | In-room safe, individually decorated, individually furnished, desk

Courtyard Winter Haven

2.5 star property
Courtyard Winter Haven
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
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.
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Other property types in Winter Haven

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1611)
"Excellent property "
The price is AED 306
AED 403 total
includes taxes & fees
16 Mar - 17 Mar
Vacation Village at Parkway
Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1225)
"Ok"
Margaritaville Resort Orlando Cottages by Rentyl
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5179)
"We enjoyed the amenities. Heated pools were a bonus. Spacious rooms and comfortable "
The price is AED 446
AED 618 total
includes taxes & fees
30 Mar - 31 Mar
Summer Bay Orlando by Exploria Resorts
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

What is Winter Haven like for a resort vacation?
Longing for a relaxing escape? You deserve the luxuries and comforts of a resort, where you can find everything you need for your vacation from tasty food and drink options to entertainment and shopping. Browse the resorts in the area and discover the best one for you, whether you see yourself kicking back in a luxury suite or hitting the golf course for an afternoon game.
What's the best resort for my stay in Winter Haven?
Our top-rated resorts near Winter Haven: The Grove Resort & Water Park Orlando - Family-friendly resort. 23.9 mi (38.4 km) from Winter Haven. Features 3 outdoor pools, 3 restaurants, and 2 poolside bars. Guests love the pool. Margaritaville Resort Orlando - Family-friendly resort. 23.4 mi (37.6 km) from Winter Haven. Has 3 outdoor pools, 3 restaurants, and 3 bars. Popular for its pool. Holiday Inn Club Vacations at Orange Lake Resort by IHG - Family-friendly resort. 23.8 mi (38.4 km) from Winter Haven. Highly rated for its pool. Enjoy the 7 outdoor pools, 8 restaurants, and 2 poolside bars. Westgate Town Center Resort - Family-friendly resort. 22.7 mi (36.6 km) from Winter Haven. Amenities include 14 outdoor pools, 4 restaurants, and 3 bars. Westgate Vacation Villas Resort - Family-friendly resort. 22.8 mi (36.8 km) from Winter Haven. Highly rated for its proximity to shopping. Access to 14 outdoor pools, 4 restaurants, and 2 bars.
How many resorts can I expect to find in Winter Haven?
Take your pick from Expedia’s 21 resort hotels in Winter Haven where you can enjoy onsite spas, fantastic guest rooms, and more.
What can I do in Winter Haven?
Travelers enjoy exploring the gardens, and also like the baseball games and other sporting events. Grab your golf clubs for a game at Willowbrook Golf Course and Cypresswood Golf and Country Club, or take the whole family to LEGOLAND® Florida and Indigo’s Family Fun Center. For more to see in the area, you can spend time at Theatre Winter Haven or Chain of Lakes Park.
What's the seasonal weather like in Winter Haven?
The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What's the best way to get to and around Winter Haven?
Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) from the city center. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. To venture out into the surrounding area, hop on a train at Winter Haven Station.