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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

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

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, (1010)
"Need a bigger TV in room"
The price is AED 406
AED 455 total
includes taxes & fees
15 Apr - 16 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, (738)
"The room was so spacious and it's a beautiful hotel. Would definitely stay there again."
The price is AED 559
AED 626 total
includes taxes & fees
23 Mar - 24 Mar
Best Western Plus Winter Haven Inn & Suites 
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)
"All of it. "
The price is AED 511
AED 572 total
includes taxes & fees
13 Apr - 14 Apr
Holiday Inn Winter Haven by IHG
Home2 Suites By Hilton Winter Haven
Terrace/patio

Home2 Suites By Hilton Winter Haven

3.0 star property
8.8 out of 10, Excellent, (45)
"The hotel was really nice until I got to the room and was ready for bed. The bed had hair under the sheets. Look like the sheets was not changed. The towels had a brown stain on it like they did not give us new towels. also when I took my complaint the front desk man he offered me points to the hotel. He fake fake like he was typing in my information like my email, but wasn’t I wasn’t trying to write a bad review."
The price is AED 537
AED 601 total
includes taxes & fees
13 Apr - 14 Apr
Home2 Suites By Hilton Winter Haven
Lake Roy Beach Inn
Property grounds

Lake Roy Beach Inn

2.0 star property
6.8 out of 10, (940)
"The location was excellent. Just an 8 minute drive from Legoland. Lots of food options nearby, iHop just a minute away, Denny’s 5 minutes, and a few minutes more Chipotle, McDonald’s, etc. The hotel itself is old, but everything functioned. Room had a fridge, microwave, coffeemaker, tv. Everything was clean. "
The price is AED 507
AED 568 total
includes taxes & fees
17 Mar - 18 Mar
Lake Roy Beach Inn
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, (317)
"Nice staff "
The price is AED 624
AED 699 total
includes taxes & fees
16 Apr - 17 Apr
Staybridge Suites Winter Haven Auburndale by IHG
Economy Suites
Exterior

Economy Suites

2.0 star property
4.8 out of 10, (349)
"It’s a good place"
The price is AED 345
AED 387 total
includes taxes & fees
17 Mar - 18 Mar
Economy Suites
Hampton Inn Winter Haven
Exterior

Hampton Inn Winter Haven

2.5 star property
9.0 out of 10, Wonderful, (1003)
"There were small flying insects in the bathroom - killed what I saw but there were more in the morning!"
The price is AED 465
AED 521 total
includes taxes & fees
6 Apr - 7 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, (665)
"Everything was awesome but the shower head sucked so bad it was like yall bought it at the dollar store. 8/10 only bc the shower head other than that amazing "
The price is AED 804
AED 901 total
includes taxes & fees
7 Apr - 8 Apr
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
6.6 out of 10, (244)
"Room was clean. It is a non smoking facility, but vaguely smelled of cigarettes. "
The price is AED 345
AED 387 total
includes taxes & fees
17 Mar - 18 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
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 386
AED 432 total
includes taxes & fees
17 Mar - 18 Mar
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
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
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, (1765)
"Everything was excellent except the mattress was wore out"
The price is AED 380
AED 494 total
includes taxes & fees
17 Mar - 18 Mar
Vacation Village at Parkway
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1256)
"Great little cottage for my daughter and I Bathrooms could use shelves in showers and towel bars Clearer insteuctions on check out would be great Otherwise qe will definitely be back"
Margaritaville Cottages Orlando with H2O Waterpark 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, (5231)
"Excellent property, extremely accessible, exciting, clean, pool areas fantastic. Property is situated on the quiet end of the 192 highway but still close to all shopping. "
The price is AED 413
AED 581 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 5 outdoor pools, 3 restaurants, and 3 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 Lake Region Golf 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.