Find Hotels in Winter Haven, FL

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Private Pool Paradise - 2.5 Miles to Legoland & Close to Disney! Contactless Entry!
4.4/5Wonderful! (9 reviews)
Just outside Legoland.
"Pool was nice."

Reviewed on Aug 4, 2021

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Private Pool Paradise - 2.5 Miles to Legoland & Close to Disney! Contactless Entry!
Charming Lakefront Pool Home - 5 Min to Legoland!
2.03 mi from city center
4.3/5Excellent! (8 reviews)
Quiet Retreat Close to everything!
"We had the most relaxing week! The spacious, private lakefront setting was beautiful and perfect for us. Our boys caught lots of fish in the lake while the girls relaxed in the pool. Bring a pool raft since there are no chaise lounges chairs by the pool. Bring pool towels also. If you are looking ..."

Reviewed on Aug 12, 2021

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Charming Lakefront Pool Home - 5 Min to Legoland!
Rose Motel
2 out of 5
815 6th Street Northwest, Winter Haven, FL
0.53 mi from city center
2.4/5 (20 reviews)
Old Motor Court
"Well, with no rooms available in Winter Haven for a Softball tournament, this was it. This is an old motor court. The check in guy was OK. The room was small but clean. Very noisy all night as other guests were going to their car constantly. The beds were squeaky. The shower was OK but the shower ..."

Reviewed on Feb 23, 2018

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Rose Motel
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Travelodge by Wyndham Winter Haven
2 out of 5
2275 8th St NW, Winter Haven, FL
1.71 mi from city center
2.2/5 (105 reviews)
Yikes!
"Worst hotel I've ever been to"

Reviewed on Dec 26, 2018

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Travelodge by Wyndham Winter Haven
Hampton Inn Winter Haven
2.5 out of 5
202 Cypress Gardens Blvd, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is $100 per night from Sep 26 to Sep 26
1.31 mi from city center
4.4/5Wonderful! (699 reviews)
"Chickfila, Outback, and Red Lobster all in the same parking lot acess and excellent Hampton Inn that will surpass your expectations.....you can't go wrong"

Reviewed on Sep 9, 2021

Hampton Inn Winter Haven
Conveniently Located 10 Minutes From Legoland!
1.17 mi from city center
4.9/5Exceptional! (19 reviews)
convenient to legoland
"The property was very clean. Had a problem with master bath shower faucet and it was fixed very quickly. Communication with our host was excellent. Very convenient to legoland. We enjoyed our stay."

Reviewed on Aug 5, 2021

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Conveniently Located 10 Minutes From Legoland!
Fall/winter Special Rates Mid-century Mod w/ Fireplaces - Downtown Near Legoland
4.6/5Wonderful! (39 reviews)
Month of March
"We had beautiful weather While we were there. Walking distance to walk around Lake Howard."

Reviewed on Apr 11, 2020

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Fall/winter Special Rates Mid-century Mod w/ Fireplaces - Downtown Near Legoland
Winter Haven Home with Dock & Hot Tub!
1.67 mi from city center
5/5Exceptional! (31 reviews)
Great house
"The house was wonderful and the amenities including the pool and the game room were also great. The lake view was beautiful and we were easily able to rent a pontoon to enjoy the surrounding lakes. Overall was a great stay and we would go back again!"

Reviewed on Aug 24, 2021

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Winter Haven Home with Dock & Hot Tub!
Relaxing 3 Bedroom Home with an Amazing Pool!
Private Entrance Suite near State Farm & Legoland
3.41 mi from city center
No reviews
I love the room and the neighborhood.
"It was easy to rent"

Reviewed on Aug 9, 2021

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Private Entrance Suite near State Farm & Legoland
Modern Tiny Lake Cottageaceloc4mileslegoland
2.07 mi from city center
4.7/5Exceptional! (11 reviews)
"Owner was easy to get in touch with, close to where we wanted to go."

Reviewed on Jul 16, 2021

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Modern Tiny Lake Cottageaceloc4mileslegoland
Modern Houseboataceloca4mileslegoland
2.07 mi from city center
4.8/5Exceptional! (6 reviews)
We loved the houseboat.
"We loved the getaway. It was the first time we stayed on a houseboat. Great views and many nearby activities. The houseboat was clean and well prepared for us."

Reviewed on Sep 12, 2021

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Modern Houseboataceloca4mileslegoland
Soak up the Charm of This Cozy, Recently Remodel Studio
1.68 mi from city center
5/5Exceptional! (5 reviews)
Cozy
"It a very nice studio and really close to both Winter Haven and Auburndale."

Reviewed on Aug 12, 2021

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Soak up the Charm of This Cozy, Recently Remodel Studio
Courtyard Winter Haven
6225 Cypress Gardens Blvd, Winter Haven, FL
3.79 mi from city center
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Courtyard Winter Haven
Serenity Retreat, Confidently Clean
1.68 mi from city center
5/5Exceptional! (1 review)
Great stay!
"We enjoyed our time here! Not far from Legoland and was an affordable option for our family"

Reviewed on Aug 10, 2020

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Serenity Retreat, Confidently Clean
Legoland Pirate Island Hotel
6000 Cypress Gardens, Boulevard, Winter Haven, FL
3.42 mi from city center
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Legoland Pirate Island Hotel
Confidently Clean, Quint & Cozy Apartment
1.68 mi from city center
4.9/5Exceptional! (9 reviews)
Very clean and quiet.
"I had asked the host for the address a week before we left as I had no way of accessing the info on the road. I was given the address, apt #and door code and her phone number. When we got there, our code would not work so I called her and all had been changed. Also, we were not given any info about ..."

Reviewed on Sep 6, 2021

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Confidently Clean, Quint & Cozy Apartment
Legoland Beach Retreat
3.5 out of 5
LEGOLAND WAY,100, Winter Haven, FL
3.33 mi from city center
4.6/5Wonderful! (113 reviews)
"Everything. Heard to children. As an adult I loved it"

Reviewed on Feb 12, 2020

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Legoland Beach Retreat
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is $100 per night from Sep 17 to Sep 17
0.9 mi from city center
3.4/5 (986 reviews)
"Overall okay"

Reviewed on Sep 8, 2021

Howard Johnson by Wyndham Winter Haven FL
Economy Suites
2 out of 5
1901 Cypress Gardens Blvd, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is $74 per night from Sep 17 to Sep 17
2.16 mi from city center
2.4/5 (110 reviews)
Very nice place
"The room was very nice.., customer service was very nice to at the hotel.. we asked for more towels and they gave it to us..This place is not too far from Legoland"

Reviewed on Jun 16, 2021

Economy Suites
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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.

Visiting Winter Haven

Families will find kid-friendly activities in Winter Haven, and visitors give high marks for the lakeside setting and top-notch restaurants. This city also attracts tourists with its gardens, baseball games, and entertainment choices. Top sights in the city include Chain of Lakes Park and Legoland Florida.

  • You'll find 577 Expedia hotels and other accommodations in the larger area of Lakeland - Winter Haven
  • The closest major airport is in Kissimmee, FL (ISM-Kissimmee Gateway), 25.9 mi (41.8 km) from the city center
  • The next closest is in Tampa, FL (TPA-Tampa Intl.), 49.1 mi (79.1 km) away

Sightseeing and Staying in Winter Haven

Favorite family attractions include Legoland Florida and Indigo's Family Fun Center. The city's lakeside and gardens provide a picturesque setting and places to visit include The Circle B Bar Reserve. While baseball fans may already be searching for tickets, everyone can enjoy a game or event at Chain of Lakes Park.

As you plan your holiday retreat, you'll find 31 hotels and other lodging accommodations to select from in Winter Haven. These are highly ranked ones based on our user reviews:

  • Holiday Inn Winter Haven - With a stay at this 3-star hotel, guests can enjoy access to a restaurant and an outdoor pool, along with free WiFi. It's a favorite with Expedia travelers for its convenient parking and room size.
  • Hampton Inn Winter Haven - Our customers like the pool and clean, comfortable rooms at this hotel. This 2.5-star hotel features free breakfast, an outdoor pool, and free WiFi.
  • Budget Inn Winter Haven - This 2-star motel features free WiFi, free parking, and laundry facilities. Expedia customers like its convenient parking and helpful staff.

Top places to see around the area include Polk Museum of Art, located 13.3 mi (21.4 km) from the city center, and Publix Field at Joker Marchant Stadium, which is 13.9 mi/22.4 km away.

Getting Around Winter Haven

To venture out into the surrounding area, hop aboard a train at Winter Haven Station. Winter Haven might not have very many public transit options so consider renting a car to explore more.

Dressing for Winter Haven

  • Between January and March, daytime temperatures average 81°F, while nighttime temperatures stay around 51°F
  • From April to June, the average is 92°F during the day and 60°F at night
  • July through September sees average temperatures of 93°F during the day and 71°F at night
  • In October-December, you can expect 88°F as the daytime average and 51°F as the nighttime average
  • Winter Haven gets about 51.18 inches of rain per year
  • August and July are usually the hottest months averaging 92°F, while January and December are usually the coldest with an average temperature of 53°F

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