Search Winter Haven hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Winter Haven

2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, pool loungers
Legoland Florida Hotel

Legoland Florida Hotel

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (49)
"Really enjoyable stay. "
United Kingdom
John
The price is AU$476
includes taxes & fees
14 Dec - 15 Dec
Legoland Florida Hotel
Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room)
Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 star property
Winter Haven
9.6 out of 10, Exceptional, (1069)
"Clean, quiet, nice breakfast, super attentive staff."
United States
Laura
The price is AU$222
includes taxes & fees
7 Dec - 8 Dec
Best Western Plus Winter Haven Inn & Suites 
Property amenity
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3.0 star property
Winter Haven
9.8 out of 10, Exceptional, (659)
"Hotel was very clean and quiet. Beds were amazing. Will stay here again"
United States
Sofia
The price is AU$259
includes taxes & fees
21 Dec - 22 Dec
Staybridge Suites Winter Haven Auburndale by IHG
Blackout curtains, iron/ironing board, free cots/infant beds
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
Winter Haven
7.0 out of 10, Good, (1015)
"Staff was courtous, bed was comfortable Overall, room was clean."
United States
Debra J
The price is AU$145
includes taxes & fees
4 Dec - 5 Dec
Howard Johnson by Wyndham Winter Haven FL
Property amenity
Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven

3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (730)
"Great staff, great location "
United States
katherine
The price is AU$237
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Winter Haven
Terrace/patio
Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (248)
"Everything feom the staff to the room was great!"
United States
Eduardo
The price is AU$245
includes taxes & fees
14 Dec - 15 Dec
Home2 Suites By Hilton Winter Haven
Exterior
Hampton Inn Winter Haven

Hampton Inn Winter Haven

2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1012)
"Clean room, staff was nice, breakfast was good, easy parking."
United States
Jessica
The price is AU$186
includes taxes & fees
25 Dec - 26 Dec
Hampton Inn Winter Haven
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (135)
"Overall great exsprience. Satff,rooms and amenities were great"
United States
Tanisha
The price is AU$373
includes taxes & fees
5 Dec - 6 Dec
LEGOLAND Beach Retreat
Bar (on property)
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1016)
"Clean room, great staff, easy check-in."
United States
Vanessa
The price is AU$189
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Winter Haven by IHG
Double Room, 2 Double Beds
Budget Inn Winter Haven

Budget Inn Winter Haven

2.0 star property
Winter Haven
6.8 out of 10, (268)
"It was a good place to stay for what we were looking for to refresh and sleep for 2 nights. The room was clean, new sheets, fresh. We had a good experience. Thank you."
United States
Fernando
The price is AU$141
includes taxes & fees
9 Dec - 10 Dec
Budget Inn Winter Haven
Free daily continental breakfast
Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes

2.0 star property
Winter Haven
5.4 out of 10, (252)
"Only one toilet paper and the front office staff was rude and 150$ down payment was outrageous "
United States
Nelson
The price is AU$138
includes taxes & fees
28 Dec - 29 Dec
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Property grounds
Lake Roy Beach Inn

Lake Roy Beach Inn

2.0 star property
Winter Haven
7.0 out of 10, Good, (983)
"clean room"
United States
stephen
The price is AU$144
includes taxes & fees
9 Dec - 10 Dec
Lake Roy Beach Inn
Exterior
Economy Suites

Economy Suites

2.0 star property
Winter Haven
4.8 out of 10, (389)
"The staff very friendly and attentive"
United States
Coral
Economy Suites
Outdoor pool, pool umbrellas, pool loungers
Lake Ida Beach Resort

Lake Ida Beach Resort

3.0 star property
Winter Haven
7.4 out of 10, Good, (185)
"We have stayed here several times. "
United States
Martha
The price is AU$128
includes taxes & fees
11 Dec - 12 Dec
Lake Ida Beach Resort
Luxury House, 3 Bedrooms, Garden View | Living area
BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney

3.5 star property
Winter Haven
The price is AU$468
includes taxes & fees
16 Dec - 17 Dec
BlockHaven near Legoland & Disney
House (3 Bedrooms) | Interior
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

3.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is AU$667
includes taxes & fees
16 Dec - 17 Dec
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Exterior
Holiday Inn Express Bartow by IHG

Holiday Inn Express Bartow by IHG

2.5 star property
Bartow
9.0 out of 10, Wonderful, (947)
"Great stay overall. "
United States
Melanie
The price is AU$149
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Bartow by IHG
Outdoor pool
Rodeway Inn

Rodeway Inn

2.0 star property
Lake Wales
8.2 out of 10, Very good, (162)
"Easy check-in friendly staff quiet atmosphere clean rooms"
United States
Erica
The price is AU$152
includes taxes & fees
7 Dec - 8 Dec
Rodeway Inn
Exterior
Hampton Inn & Suites Lake Wales

Hampton Inn & Suites Lake Wales

2.5 star property
Lake Wales
9.0 out of 10, Wonderful, (1000)
"Staff was friendly and the hotel was clean and local. "
United States
John
The price is AU$187
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn & Suites Lake Wales
Exterior
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 star property
Lake Wales
9.2 out of 10, Wonderful, (1000)
"Room was clean! Excellent room service and free breakfast with lot of different items. My family enjoyed the stay! "
United States
Pratikkumar
The price is AU$203
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express Lake Wales N-Winter Haven by IHG
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Winter Haven attractions

Legoland Florida featuring rides as well as a small group of people

LEGOLAND® Florida

4.4/5 (1,704 reviews)
Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.
See properties
Scenic view of Winter Park, Chain of Lakes canal. The Chain of Lakes is a popular tourist destination for residents and visitors to Winter Park, Florida, USA.

Chain of Lakes Park

4.0/5 (130 reviews)
Catch an event at Chain of Lakes Park during your trip to Winter Haven. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.
See properties

Learn more about Winter Haven

Glide through LEGOLAND's colourful rides before cooling off at their water park on hot Florida afternoons. Chain of Lakes offers peaceful kayaking spots where you can paddle between waterways and spot wildlife at your own pace.

See all hotels in Winter Haven
Legoland Florida featuring a pond, landscape views and a park

Top Winter Haven Hotel Reviews

Recent Reviews in Winter Haven

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent
"Staff were incredible and the room was very clean"
Jessica M 4-night trip
Posted 10 hours ago
Ramada by Wyndham Kissimmee Gateway

More cheap accommodation in Winter Haven

More cheap accommodation in Winter Haven

Motel 6 Kissimmee, FL - Orlando

Motel 6 Kissimmee, FL - Orlando

5731 W Irlo Bronson Highway Kissimmee FL
The price is AU$99 per night from 7 Dec to 8 Dec
AU$99
7 Dec - 8 Dec
includes taxes & fees
7.4/10 Good! (1,516 reviews)

Frequently asked questions

What's the best place to stay in Winter Haven?
Staybridge Suites Winter Haven Auburndale by IHG is ranked highly by Expedia customers. This hotel offers free breakfast and an outdoor pool. Reviews from our site also recommend Home2 Suites By Hilton Winter Haven and Courtyard by Marriott Winter Haven as top options for your trip. See all available top hotels, or vacation rentals in Winter Haven.
What are some of the best holiday rentals that Winter Haven has to offer?
The Berkley, Orlando: This holiday home rental outside of Winter Haven offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub. See all vacation rentals in Winter Haven.
If I need to cancel my hotel reservation in Winter Haven, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winter Haven.
What's the best family accommodation in Winter Haven?
Legoland Florida Hotel is a hotel with a water park and 2 outdoor pools, and it's a top choice on Expedia for families. Other good options for your stay with the children include Howard Johnson by Wyndham Winter Haven FL and Hampton Inn Winter Haven. Also, attractions such as LEGOLAND® Florida and Peppa Pig Theme Park Florida are fun for children of all ages. Find more child-friendly accommodations in Winter Haven.
What's the best LGBTQ-friendly place to stay in Winter Haven?
Holiday Inn Winter Haven by IHG is a top LGBTQ-friendly hotel that features free Wi-Fi and free parking. Hampton Inn Winter Haven and Courtyard by Marriott Winter Haven are two other good choices for your stay. See all available hotels listed as LGBTQ-friendly in Winter Haven.
What's the best dog-friendly hotel in Winter Haven?
Staybridge Suites Winter Haven Auburndale by IHG is a top hotel for people travelling with their pets, and offers an outdoor pool and concierge services for its human guests. Other good options for you and your pet include Home2 Suites By Hilton Winter Haven and Howard Johnson by Wyndham Winter Haven FL. See more pet-friendly hotel accommodations in Winter Haven.
What are some accommodation options with pools in Winter Haven?
Courtyard by Marriott Winter Haven is a top hotel with a pool, free WiFi and free self-parking. View all hotels with pools in Winter Haven.
What's the most popular hotel in Winter Haven with a water park on site or close by?
Legoland Florida Hotel is a popular hotel, featuring water park access, 2 outdoor pools and a restaurant. Another top water park hotel you might want to consider is Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL.
How is it to stay in Winter Haven?
Families will find child-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. A top sight in the city is LEGOLAND® Florida. In Winter Haven, there are 232 hotels and other accommodation options to choose from. Find out more about Winter Haven.
What should I do while I'm visiting Winter Haven?
Families come for attractions such as LEGOLAND® Florida, Peppa Pig Theme Park Florida and Indigo's Family Fun Center. The lakeside and gardens highlight the natural beauty with places to discover including The Circle B Bar Reserve, Inman Park and Lake Conine. Baseball fans will find lots to cheer about, while everyone can enjoy an event or game at Chain of Lakes Park or Winter Haven City Tennis Center. Take a look at what more there is to see and do in Expedia's Winter Haven guide.
What's the best way to get around Winter Haven?
If you want to venture outside the area, hop aboard a train at Winter Haven Station. If you want to venture out around the area, you may want a rental car in Winter Haven for your journey.
What's the weather like in Winter Haven?
The hottest months are usually August and July, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Haven are August, July, September and June, with each month seeing an average of 211 mm of rainfall.

Explore a world of travel with Expedia