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Find Hotels in Winter Haven, FL

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Winter Haven Gardens Extended Stay Hotel
2.5 out of 5
1150 3rd Street SW, Winter Haven, FL
Free CancellationReserve now, pay when you stay
The price is $79 per night
0.82 mi from city center
2.8/5 (832 reviews)

"Everything was nice in the hotel very clean and nice"…"

Reviewed on Mar 31, 2020

Winter Haven Gardens Extended Stay Hotel
Economy Suites
2 out of 5
1901 Cypress Gardens Blvd, Winter Haven, FL
Free CancellationReserve now, pay when you stay
The price is $69 per night
2.16 mi from city center
2.7/5 (63 reviews)

"Staff was sweet and if you needed something it was from OK"…"

Reviewed on Dec 19, 2019

Economy Suites
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
Free CancellationReserve now, pay when you stay
The price is $75 per night
0.9 mi from city center
3.4/5 (1,000 reviews)

"The work out facilities were not available during our stay. The entire hotel was very clean, with a sufficient breakfast bar."…"

Reviewed on Mar 17, 2020

Howard Johnson by Wyndham Winter Haven FL

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Rose Motel
2 out of 5
815 6th Street Northwest, Winter Haven, FL
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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

Rose Motel
Newly Updated 3/ 2 kid Friendly, Only Minutes to Legoland
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2.78 mi from city center
4.8/5Exceptional! (6 reviews)
House was clean with newer updates. Neighborhood was safe/friendly.

"House was exactly as described and online photos accurate. Property manager easily accessible and responsive. Will use again if in the area."…"

Reviewed on Mar 9, 2020

Newly Updated 3/ 2 kid Friendly, Only Minutes to Legoland
Rodeway Inn & Suites Winter Haven at Chain of Lakes
1.5 out of 5
1911 Cypress Gardens Blvd, Winter Haven, FL
Free CancellationReserve now, pay when you stay
The price is $55 per night
2.19 mi from city center
2.7/5 (211 reviews)

"The complimentary breakfast that was supposed to be until 9:00 was put away early; the staff member said "I started putting it away early because I didn't have anybody." I specifically choose hotels that have complimentary breakfast, and made sure of the time upon checking in. Besides that, though, ..."…"

Reviewed on Mar 8, 2020

Rodeway Inn & Suites Winter Haven at Chain of Lakes
Budget Inn Winter Haven
2 out of 5
401 6th Street HWY 17N, Winter Haven, FL
Free CancellationReserve now, pay when you stay
The price is $72 per night
0.31 mi from city center
3.3/5 (141 reviews)

"Check in and check out was quick and simple. The lady working is very sweet and has an adorable daughter. If/when we are ever in the area and need a place to stay, we will definitely be checking here for vacancy."…"

Reviewed on Mar 2, 2020

Budget Inn Winter Haven
Conveniently Located 10 Minutes From Legoland!
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1.17 mi from city center
5/5Exceptional! (11 reviews)
Perfect Locataion

"We had a nice stay that your home. I had to come to Florida last minute to help my elderly Dad. This home was 10 minutes away from my Dad and it worked out perfectly for me. The house had everything we needed. Very comfortable, clean and great location. Thank you for hosting us."…"

Reviewed on Jul 5, 2020

Conveniently Located 10 Minutes From Legoland!
Lake Roy Beach Inn
2 out of 5
1823 Cypress Gardens Blvd, Winter Haven, FL
Free CancellationReserve now, pay when you stay
The price is $78 per night
2.15 mi from city center
3.4/5 (624 reviews)

"If you get the Lakeview it's beautiful stay there twice so far clean friendly and at night you can go on the dock and relax and enjoy the beauty definitely recommend this place"…"

Reviewed on Mar 17, 2020

Lake Roy Beach Inn
Legoland Beach Retreat
3.5 out of 5
LEGOLAND WAY,100, Winter Haven, FL
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3.59 mi from city center
4.6/5Wonderful! (113 reviews)

"Everything. Heard to children. As an adult I loved it"…"

Reviewed on Feb 12, 2020

Legoland Beach Retreat
Lake Home With 4 Bed/4 Bath & Pool With Diving Board
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4 mi from city center
4.3/5Excellent! (43 reviews)
Great

"Just what we needed. Very spacious with plenty of room to spread out, and both covered porches were large and relaxing. We caught a few great sunsets on the non-cloudy days and enjoyed watching the wildlife on the lake."…"

Reviewed on Mar 7, 2020

Lake Home With 4 Bed/4 Bath & Pool With Diving Board
Spectacular Waterfront Home in Winter Haven
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3.69 mi from city center
5/5Exceptional! (5 reviews)
Florida Vacation

"It was a wonderful house. everything was beautiful and very relaxing. I would love to rent this property again in the future."…"

Reviewed on Jul 3, 2020

Spectacular Waterfront Home in Winter Haven
Legoland Disney Lakeside Tiny House w Free Boat Rental Included!
The price is $65 per night
3.46 mi from city center
4.7/5Exceptional! (19 reviews)
Tiny Home

"A little smaller than what we expected but we made it work!"…"

Reviewed on Mar 10, 2020

Legoland Disney Lakeside Tiny House w Free Boat Rental Included!
Modern Home W/porch - Steps From Lake Eloise!
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2.21 mi from city center
4.3/5Excellent! (3 reviews)
Lake Eloise

"Great place for a visit to the chain lakes. Perfect to just get away. Road noise is an issue. We could not launch our boat due to water level, however great launch a mile away."…"

Reviewed on Jul 6, 2020

Modern Home W/porch - Steps From Lake Eloise!
Lakefront Grove House
Winter Haven, FL
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2.81 mi from city center
3/5 (2 reviews)
The lake in the backyard is so nice to come ‘home’ to.

"Wonderful old charm everywhere you turn. Relaxing screened back porch with views of the lake and birds in the trees. Egrets walking around the lawn. On a dead end road, quiet and peaceful. Almost forgot, the sunsets are beautiful! Everything we wanted was right there, inside and out."…"

Reviewed on Mar 15, 2020

Lakefront Grove House
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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

Frequently asked questions

What's the best place to stay in Winter Haven?
Courtyard by Marriott Winter Haven is ranked highly by Expedia customers. This 3-star hotel offers a restaurant and an outdoor pool. Reviews from our site also recommend Hampton Inn Winter Haven and Holiday Inn Winter Haven as top options for your trip.
If I need to cancel my hotel reservation in Winter Haven, will I receive a refund?
Yes! The majority of room reservations are fully refundable provided that you cancel prior to the accommodation’s cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that’s non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Put your dates in and click on “Search”, then use the filter option “free cancellation” to get the best deals in Winter Haven.
Where can I learn more about changing or cancelling my trip to Winter Haven?
To access more information about updating your trip to Winter Haven or cancelling it, click here.
What's the best accommodation for a budget-friendly stay in Winter Haven?
Based on reviews, Howard Johnson by Wyndham Winter Haven FL is a popular 2-star property for our travelers looking for an economical choice, and features free breakfast and free WiFi. Other choices for your budget-friendly stay include Budget Inn Winter Haven and Lake Roy Beach Inn.
What's the best place to stay for a family vacation in Winter Haven?
Howard Johnson by Wyndham Winter Haven FL is a property with an outdoor pool and a restaurant, and it’s a top choice on Expedia for families. Other choices for your stay with the kids include Hampton Inn Winter Haven and Holiday Inn Winter Haven. Attractions like Legoland Florida and Indigo’s Family Fun Center are also fun for kids of all ages.
What's the best pet-friendly hotel in Winter Haven?
Econo Lodge is a top hotel for people traveling with their pets, and offers an outdoor pool and TVs for its human guests. Other good choices for you and your pet include Rodeway Inn & Suites Winter Haven at Chain of Lakes and Economy Suites.
Where is the best hotel to stay near Cypresswood Golf and Country Club?
FairBridge Inn Express Dundee is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It’s located 1.1 mi (1.7 km) from Cypresswood Golf and Country Club. Other good choices within a few miles include Econo Lodge and Courtyard by Marriott Winter Haven.
What about the best place to stay close to Willowbrook Golf Course?
One of the top choices for your stay is Winter Haven Gardens Inn and Banquet Center, located 4.4 mi (7.1 km) from Willowbrook Golf Course, and this hotel offers free breakfast and an outdoor pool. Travelodge by Wyndham Winter Haven and Rodeway Inn And Suites are two other good options within 5 miles.
What's the best place to stay if I'm looking to play golf in Winter Haven?
Travelodge by Wyndham Winter Haven is a property featuring an outdoor pool and free WiFi, and it’s a top choice for playing a round of golf. Visit Willowbrook Golf Course, Cypresswood Golf and Country Club, or Lake Henry Golf Club to perfect your golf swing.
What are some accommodations with pools in Winter Haven?
Econo Lodge is a top hotel with an outdoor pool, free breakfast, and free parking. A couple of other options that feature an onsite pool include Lake Roy Beach Inn and Howard Johnson by Wyndham Winter Haven FL.

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