Save on Top Winter Haven Hotels

Search over 1 million properties worldwide and 550 airlines worldwide.

Search over 1 million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation

Top 10 Hotels in Winter Haven

Legoland Disney Lakeside Tiny House w Free Boat Rental Included!
CA $85
per night
Jan 20 - Jan 21
4.8/5Exceptional! (14 reviews)
Awesome

"We love it"…"

Reviewed on Aug. 8, 2019

Legoland Disney Lakeside Tiny House w Free Boat Rental Included!
Legoland Beach Retreat
3.5 out of 5
LEGOLAND WAY,100, Winter Haven, FL
Get Rates
4.6/5Exceptional! (106 reviews)

"This is a child’s dream come true. I only wish it was around when I was little. We felt so safe, they have security on golf carts, life guards, the friendliest staff. We will definitely be back. It is the first time my daughter had independence, she would walk to the restaurant, make me coffee, and ..."…"

Reviewed on Dec. 4, 2019

Legoland Beach Retreat
Courtyard by Marriott Winter Haven
3 out of 5
6225 Cypress Gardens Boulevard SE, Winter Haven, FL
Free CancellationReserve now, pay when you stay
CA $144
per night
Jan 22 - Jan 23
4.7/5Exceptional! (97 reviews)

"Is within walking distance to legoland. Still we didnt walk there, but i was really close. The rooms are really nice, and the hotel itself is updated, and looks really nice."…"

Reviewed on Jan. 12, 2020

Courtyard by Marriott Winter Haven
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
CA $91
per night
Jan 25 - Jan 26
3.3/5 (1,290 reviews)

"The pillows were square and looked and felt like throw pillows with regual pillow cases on them. There was brown/black stuff on the shower walls and the shower bar and the bathroom vent was covered in dirt. Bathroom lighting was poor."…"

Reviewed on Jan. 7, 2020

Howard Johnson by Wyndham Winter Haven FL
Hampton Inn Winter Haven
2.5 out of 5
202 Cypress Gardens Blvd, Winter Haven, FL
Free CancellationReserve now, pay when you stay
CA $147
per night
Jan 31 - Feb 1
4.3/5Excellent! (463 reviews)

"hotel was so nice, very clean. We didn't use the pool. Business center was nice to print off flight passes. Great breakfast. Very nice and friendly employees"…"

Reviewed on Dec. 21, 2019

Hampton Inn Winter Haven
Travelodge by Wyndham Winter Haven
2 out of 5
2275 8th St NW, Winter Haven, FL
Get Rates
2.2/5 (102 reviews)
Yikes!

"Worst hotel I've ever been to"…"

Reviewed on Dec. 26, 2018

Travelodge by Wyndham Winter Haven
Budget Inn Winter Haven
2 out of 5
401 6th Street HWY 17N, Winter Haven, FL
Free CancellationReserve now, pay when you stay
CA $82
per night
Jan 20 - Jan 21
3.3/5 (130 reviews)

"We love its near stores and restuarants. We have real good friends also near by, like the Caribbean Bay."…"

Reviewed on Jun. 21, 2019

Budget Inn Winter Haven
Lake Roy Beach Inn
2 out of 5
1823 Cypress Gardens Blvd, Winter Haven, FL
CA $88
per night
Jan 20 - Jan 21
3.3/5 (589 reviews)

"Very cozy and welcoming. Staff is very friendly and empathetic!"…"

Reviewed on Oct. 30, 2019

Lake Roy Beach Inn
Economy Suites
2 out of 5
1901 Cypress Gardens Blvd, Winter Haven, FL
Free CancellationReserve now, pay when you stay
CA $90
per night
Jan 20 - Jan 21
2.8/5 (56 reviews)

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

Reviewed on Dec. 19, 2019

Economy Suites
Lake Ida Beach Resort
3 out of 5
2524 Lake Alfred Rd, Winter Haven, FL
Free CancellationReserve now, pay when you stay
CA $103
per night
Jan 25 - Jan 26
3.9/5Very Good! (16 reviews)

"Clean. Convenient, great price - we have been staying there for about 5 years when we visit Winter Haven."…"

Reviewed on Jan. 16, 2020

Lake Ida Beach Resort
Don't see what you're looking for?
See all available properties in Winter Haven
View all properties
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.

Winter Haven Hotel Guide

If you are planning on vacationing in Lakeland - Winter Haven and are after either an affordable or upscale place to base yourself in Winter Haven, you'll soon discover an extensive range of accommodation choices with Expedia. Winter Haven offers approximately 14 hotel options within a 0.1-kilometre (0.06-mile) radius of the heart of town.

The Rose Motel is a much-loved accommodation option due to the fact that it is conveniently located to Winter Haven's town center.

The Lake Roy Beach Inn and the Shergill Grand Hotel are near the Legoland Florida. The Lake Roy Beach Inn is 2 kilometres (1 mile) away and the Shergill Grand Hotel is 0.6 kilometres (0.4 miles) away.

The Rodeway Inn and Suites is a more economical hotel. It is nicely located 4 kilometres (2 miles) from the middle of Winter Haven. The Howard Johnson Inn – Winter Haven FL is an alternative no-frills option in Winter Haven.

The Shine Florida Management - Villa Rentals is 35 kilometres (21 miles) from the heart of Winter Haven. Or, alternatively, the Reunion Resort, A Salamander Golf & Spa Resort can be found 30 kilometres (19 miles) away. Two other accommodation options include the Fairways Florida Villas and the Reunion by 1791 Vacation Experience.

Keen on seeing more of the wetlands this area offers? Why not book a few days in some of the other parts of Central Florida? You could visit regional attractions or go hiking and picnicking and afterwards book a convenient hotel.

Bartow is 19 kilometres (12 miles) to the southwest of Winter Haven and is where you'll find Bartow Flea Market and Polk County Historical Museum. Some of our recommended Bartow hotels are the Holiday Inn Express Bartow and Stay Inn and Suites. 19 kilometres (12 miles) to the southeast of Winter Haven, is Lake Wales, which is home to the Hampton Ste Lake Wales and Green Gables Inn. The Eagle Ridge Mall and Bok Tower Gardens are just some of the more popular points of interest to experience in Lake Wales.

Orlando International Airport is located 60 kilometres (38 miles) away from Winter Haven. Should you choose to stay nearby, you can easily book a room at the Hyatt Regency Orlando International Airport or the Residence Inn Orlando Airport.

Frequently asked questions

Recently Booked Hotels in Winter Haven

Recent Reviews in Winter Haven

More trip options