Best Winter Haven Hotels
🏨 Discover some of the top areas to stay in Winter Haven, complete with hotel recommendations. Each neighborhood has its own unique charm, so you can find the one that best matches your travel needs.
1. Home2 Suites by Hilton Winter Haven
• Prices range from US$161 to US$392 per night, with a guest rating of 9.4/10 from 108 reviews.
• From Golf course to Outdoor swimming pool and Gym, this property has it all.
2. Staybridge Suites WINTER HAVEN - AUBURNDALE by IHG
• Starting around US$132. Guests have rated it 9.6/10 stars, based on 111 reviews.
• The Outdoor swimming pool, Gym, and Private parking are frequently highlighted by guests.
3. Hampton Inn Winter Haven
• Starting around US$120. Guests have rated it 8.9/10 stars, based on 102 reviews.
• Ideally located near Chain O' Lakes Complex, just 0.36 km away
4. Holiday Inn WINTER HAVEN by IHG
• Prices range from US$110 to US$428 per night, with a guest rating of 8.9/10 from 101 reviews.
• Ideally located near Chain O' Lakes Complex, just 0.3 km away
5. Courtyard Winter Haven
• Starting around US$156. Guests have rated it 9.2/10 stars, based on 101 reviews.
• From Outdoor swimming pool to Gym and Public parking, this property has it all.
The above hotel prices are based on Trip.com rates for July 12-July 18.
Enter your dates for prices and availability of the best hotels in Winter Haven.
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Amazing 9+Great 8+Good 7+Pleasant 6+Popular filters for Winter Haven
Pets welcomeHotelBreakfast included2 bedsFree cancellationKitchenPay at HotelWi-Fi in public areasApartmentFamily roomProperty Type
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Find great hotels in Winter Haven on Trip.com! Read guest reviews, compare the latest prices, and explore hotel details to choose your perfect stay.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotels in Winter Haven
"Ça serait bien de mettre un panneau indiquant l’entrée de l’hôtel, car les chauffeurs mettent un temps fou  à trouver l’entrée piétonne de l’hôtel. Pour avoir été dans les 200 premiers clients de l’hôtel, je suis vraiment triste de voir comment les devenu, l’ascenseur, les traces de cheveux sur les murs, c’est juste incroyable les traces de demain également c’est dommage"
Amazing
111 reviews
9.6/10
1 night
From US$119
99+
Hotels in Winter Haven
"BEWARE this place is not what you see online. SEE PICS BELOW. It was gross almost didn't stay, we're exhausted. Thank God I bring my own stuff. The handle to the toilet broke off and they had someone come in the room at 8:00pm with 2 small children to almost 9:00 pm to fix it. I WAS CHARGED $10 FOR A WASH RAG THAT I DIDN'T USE. I BRING MY OWN FOR SANITARY REASONS. Imagine if this happens to every guest? Hmm I'll be getting in touch with Trip, HJ and Wyndham."
107 reviews
7.2/10
1 night
From US$86
71
Hotels in Winter Haven
"This hotel is very nice and clean. Staff was superb, very cordial and helpful. It is walking distance to Legoland (10 min normal pace), so that was a big plus. Free parking on premises and many eating options around.
Cons: the pool is not heated, so it was extremely cold for Spring. Even though they state the suites as ”full kitchen”, there is no stove and therefore you cannot cook. However, the front desk staff offered a portable electric burner. Breakfast is limited and could be better.
Overall, this is a great place for families if going to Legoland, or for business in central Winter Haven"
Amazing
108 reviews
9.4/10
1 night
From US$145
36
Hotels in Winter Haven
"Hotel location is good. It is less than three miles from Legoland, Florida. It is more convenient to drive there. When we checked in, we just caught up with the renovation of the hotel door, the construction was noisy, and the surrounding environment was average. There is Wal-Mart near the hotel, and there are many places to eat. We didn't go to a steakhouse next to it but the decoration was good and very close. There was a Chinese buffet in three minutes by car, and we had dinner. The doorway is a big road, traffic is busy, a bit traffic jam."
Very Good
102 reviews
8.9/10
1 night
From US$110
42
Hotels in Winter Haven
"The room was very clean. The bed was comfortable. It could have used another chair or two, as there was enough room. The room location was very quiet, which was nice. I'd stay again."
102 reviews
7.4/10
1 night
From US$85
32
43 reviews
7.0/10
1 night
From US$73
54
Hotels in Winter Haven
"The stay was amazing. We celebrated my nephews 10th birthday and he loved the pool and the breakfast at the bistro. Definitely will be staying again in the future!"
Great
101 reviews
9.3/10
1 night
From US$189
53
Hotels in Winter Haven
"Stayed the night for a quick trip to Lego Land. Right down the road from the park. Plenty of food choices around. Front desk was very attentive and friendly."
Great
101 reviews
9.0/10
1 night
From US$121
14
Hotels in Winter Haven
Located in Winter Haven, Budget Inn Winter Haven is within a 5-minute drive of Winter Haven Hospital and Theatre Winter Haven. This motel is 2 mi (3.3 km) from Chain of Lakes Park and 2.1 mi (3.4 km) from Sertoma Park.
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and a picnic area.
Featured amenities include a 24-hour front desk and laundry facilities. Free self parking is available onsite.
Make yourself at home in one of the 23 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and complimentary toiletries. Conveniences include desks and microwaves, and housekeeping is provided daily.
51 reviews
6.8/10
1 night
From US$78
45
Hotels in Winter Haven
With a stay at this cottage in Winter Haven, you'll be within a 15-minute drive of LEGOLAND® Florida and Lake Conine. This cottage is 0.9 mi (1.4 km) from Inman Park and 1.5 mi (2.5 km) from Rotary Park.
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.
Free self parking is available onsite.
Make yourself comfortable in this air-conditioned cottage, which features a fireplace. There's a private patio. A kitchen is outfitted with an oven, a stovetop, and a microwave. Conveniences include a desk and a coffee/tea maker, and you can also request a crib/infant bed (complimentary).
Outstanding
2 reviews
10/10
1 night
From US$136
Trip.com's insights for hotels in Winter Haven
Plan smarter with Trip.com’s data-backed insights on travel seasons, so you can book your Winter Haven hotel at the right time.
Which month offers the lowest hotel rates in Winter Haven?
Hotel prices in Winter Haven are typically lowest in September, averaging around US$138 per night, while March sees the highest rates at about US$300 per night.
(Based on Trip.com data from July 11, 2025 to July 11, 2026.)
(Based on Trip.com data from July 11, 2025 to July 11, 2026.)
0
US$100
US$200
US$300
US$162
Jul
US$139
Aug
US$138
Sep
US$170
Oct
US$153
Nov
US$165
Dec
US$205
Jan
US$140
Feb
US$300
Mar
US$171
Apr
US$272
May
US$191
Jun
What is the cheapest day of the week for hotels in Winter Haven?
Wednesday offers the lowest average hotel rates in Winter Haven at around US$129 per night, while Saturday tends to be the most expensive, averaging US$230 per night.
(Based on Trip.com data from July 11, 2025 to July 11, 2026.)
(Based on Trip.com data from July 11, 2025 to July 11, 2026.)
0
US$100
US$200
US$300
US$146
Mon
US$164
Tue
US$129
Wed
US$159
Thu
US$168
Fri
US$230
Sat
US$189
Sun
Find your unique stays in Winter Haven
Immerse yourself in the vibrant atmosphere of Winter Haven with our handpicked accommodation options
Top budget stays in Winter Haven
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Discover affordable places to stay in Winter Haven with great value, convenient locations, and comfortable rooms.
8.6/10
20 reviewsLuxury StayComfy at WinterHeaven
Hotel near Winter Haven
Have fun with the whole family at this two bedroom stylish place. Enjoy two comfy queen beds and a sofa-bed, tv 50'' with streaming and channels. Coffee station, all utensils, and appliances. Welcome refreshment, kids coloring books, washer and dryer. Well located at Winter Heaven, Florida. Only five minutes from Winter Heaven hospital, 14 minutes from Legoland , 40 minutes from Disney, and four minutes from Winter Heaven downtown. Many lakes with outside activities, restaurants and shops.
About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
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10/10
2 reviewsWinter Haven Apt 1 Mi to Polk State College!
Hotel near Winter Haven
With a stay at this apartment in Winter Haven, you'll be within a 10-minute drive of LEGOLAND® Florida and Rotary Park. This apartment is 1.1 mi (1.8 km) from Winter Haven Public Library and 1.2 mi (2 km) from Winter Haven Hospital.
This smoke-free apartment features complimentary parking nearby, books, and a playground. Amenities include games.
Free self parking is available onsite.
Make yourself comfortable in this air-conditioned apartment, which has a kitchen. There's a private balcony. A flat-screen television is provided for your entertainment. Conveniences include a desk and a ceiling fan.
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9.4/10
0 reviewsStudio Apartment in Winter Haven, FL
Hotel near Winter Haven
Welcome to our studio apartment, a perfect retreat for solo travelers or couples seeking a comfortable and convenient place to stay. Nestled in a quiet neighborhood in Winter Haven, our studio offers a kitchen, living area with a TV equipped with streaming services for your entertainment, queen-size bed, and a full bathroom. We're committed to providing a cozy and comfortable home away from home for your visit. We look forward to hosting you in our lovely apartment!
This studio apartment is located in a small complex of (5) total units and though the studio is private, the grounds are shared with others.
Upon entering, you'll find an inviting open-concept layout. The apartment is designed to maximize both space and functionality. The well-lit living room area is furnished with a sofa, perfect for unwinding after a day of exploring. You can catch up on your favorite shows or movies on the flat-screen TV, which is equipped with streaming services for your entertainment.
The kitchen is equipped with all of the basics you would need to prepare meals. You will find a stove, oven, toaster, refrigerator, and basic cookware and utensils. The dining area is right next to the kitchen, providing a cozy spot for enjoying your meals.
The unit includes a queen-size bed in a comfortable sleeping space to ensure a peaceful night's rest. You'll find ample storage for your belongings, making it easy to keep the area neat and organized during your stay.
The full bathroom features a shower, toilet, and we provide towels and essential toiletries to ensure your stay is as convenient as possible.
There is a laundry room available at the complex that is shared among the community. You will need coins and detergent to operate during your stay.
We look forward to hosting you in beautiful Winter Haven, Florida!
This studio apartment is on-site with (4) other units. The GPS will take you to the property, but it will not take you to the exact location you need to park. Your parking spot will be available at the back of the complex so you will need to drive around the yellow/green building to get to the blue building where you will be staying.
Winter Haven, Florida, offers a variety of activities and attractions in and around our Airbnb! Here are some things to do:
1. **LEGOLAND Florida Resort:** Just a short drive away, LEGOLAND offers a fantastic theme park experience with rides, shows, and intricate LEGO displays for families and LEGO enthusiasts.
2. **Chain of Lakes:** Enjoy boating, fishing, and water sports on the Chain of Lakes, including Lake Howard and Lake Cannon, which are nearby.
3. **Bok Tower Gardens:** Explore the picturesque gardens and experience the beautiful carillon tower, which hosts daily concerts.
4. **Lake Howard Park:** A great place for picnics, walking, or simply enjoying the lake views. There's also a playground for kids.
5. **Historic Downtown Winter Haven:** Stroll through the charming streets, visit local shops, dine in restaurants, and experience the town's historic architecture.
6. **Theatre Winter Haven:** If you're interested in the arts, check out local performances at this community theater.
7. **Golf:** Tee off at one of the nearby golf courses, such as Cypresswood Golf & Country Club.
8. **Shopping:** Explore nearby shopping centers like the Winter Haven Square and Cypress Gardens Boulevard for shopping and dining options.
9. **Cultural Attractions:** Visit local museums, like the Polk County Historical Museum, to learn about the area's history and culture.
10. **Outdoor Activities:** Enjoy hiking, biking, and wildlife watching in the various parks and preserves in the area.
Remember to check local event listings and seasonal activities for even more options to explore the Winter Haven area.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
This studio apartment is located in a small complex of (5) total units and though the studio is private, the grounds are shared with others.
Upon entering, you'll find an inviting open-concept layout. The apartment is designed to maximize both space and functionality. The well-lit living room area is furnished with a sofa, perfect for unwinding after a day of exploring. You can catch up on your favorite shows or movies on the flat-screen TV, which is equipped with streaming services for your entertainment.
The kitchen is equipped with all of the basics you would need to prepare meals. You will find a stove, oven, toaster, refrigerator, and basic cookware and utensils. The dining area is right next to the kitchen, providing a cozy spot for enjoying your meals.
The unit includes a queen-size bed in a comfortable sleeping space to ensure a peaceful night's rest. You'll find ample storage for your belongings, making it easy to keep the area neat and organized during your stay.
The full bathroom features a shower, toilet, and we provide towels and essential toiletries to ensure your stay is as convenient as possible.
There is a laundry room available at the complex that is shared among the community. You will need coins and detergent to operate during your stay.
We look forward to hosting you in beautiful Winter Haven, Florida!
This studio apartment is on-site with (4) other units. The GPS will take you to the property, but it will not take you to the exact location you need to park. Your parking spot will be available at the back of the complex so you will need to drive around the yellow/green building to get to the blue building where you will be staying.
Winter Haven, Florida, offers a variety of activities and attractions in and around our Airbnb! Here are some things to do:
1. **LEGOLAND Florida Resort:** Just a short drive away, LEGOLAND offers a fantastic theme park experience with rides, shows, and intricate LEGO displays for families and LEGO enthusiasts.
2. **Chain of Lakes:** Enjoy boating, fishing, and water sports on the Chain of Lakes, including Lake Howard and Lake Cannon, which are nearby.
3. **Bok Tower Gardens:** Explore the picturesque gardens and experience the beautiful carillon tower, which hosts daily concerts.
4. **Lake Howard Park:** A great place for picnics, walking, or simply enjoying the lake views. There's also a playground for kids.
5. **Historic Downtown Winter Haven:** Stroll through the charming streets, visit local shops, dine in restaurants, and experience the town's historic architecture.
6. **Theatre Winter Haven:** If you're interested in the arts, check out local performances at this community theater.
7. **Golf:** Tee off at one of the nearby golf courses, such as Cypresswood Golf & Country Club.
8. **Shopping:** Explore nearby shopping centers like the Winter Haven Square and Cypress Gardens Boulevard for shopping and dining options.
9. **Cultural Attractions:** Visit local museums, like the Polk County Historical Museum, to learn about the area's history and culture.
10. **Outdoor Activities:** Enjoy hiking, biking, and wildlife watching in the various parks and preserves in the area.
Remember to check local event listings and seasonal activities for even more options to explore the Winter Haven area.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Select dates to view prices
9.6/10
4 reviewsCharming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi
Hotel near Winter Haven
Located in Winter Haven, enjoy what this 3-bedroom home has to offer. With 2 queen beds and 2 twin beds,guests can relax comfortably. Home is warm and inviting and is within walking distance to downtown Winter Haven, Lake Howard and many restaurants.The property features AC, a washing machine, dryer ,WiFi, heating, a hair dryer, and an iron. The 2 bathrooms are equipped with a shower and a hair dryer,and your toiletries needs. Our place is equipped for both long or short stay.
5 minutes to Winter Haven Hospital
6 minutes to advent health field house
12 minutes to Legoland
45 minutes to Disney world and Busch gardens adventure parkAbout pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 10.
5 minutes to Winter Haven Hospital
6 minutes to advent health field house
12 minutes to Legoland
45 minutes to Disney world and Busch gardens adventure parkAbout pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 10.
Select dates to view prices
7.0/10
4 reviewsCharming 2-bedroom country house with AC, WiFi in Winter Haven
Hotel near Winter Haven
Escape to this marvelous 2-bedroom Winter Haven country house retreat. With a cozy full bed and a comfy twin bed, guests can unwind in style. This cool property boasts essential amenities like WiFi, AC, and a washing machine. The bathroom comes equipped with a hair dryer for added convenience. Make yourself at home in this charming space and experience the ultimate relaxation. Enjoy all that Winter Haven has to offer when you stay at our place.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
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FAQs About Winter Haven Hotels
What are the best places to stay in Winter Haven?
Some of the best places to stay in Winter Haven are near popular attractions like Winter Haven Public Library, Martin Luther King Jr Park and Islamic Center of Polk County, offering easy access to key sights and amenities.
Where can I find the best hotels in Winter Haven?
Winter Haven has some of the best hotels for you to select. Whether you're traveling for business or on a vacation, Home2 Suites by Hilton Winter Haven (from US$161), Staybridge Suites WINTER HAVEN - AUBURNDALE by IHG (from US$132) and Hampton Inn Winter Haven (from US$120) are preferred hotels.
What are some hotels with pools in Winter Haven?
Home2 Suites by Hilton Winter Haven (from US$161), Staybridge Suites WINTER HAVEN - AUBURNDALE by IHG (from US$132) and Hampton Inn Winter Haven (from US$120) are hotels with swimming pools. Stay at any of these hotels to enjoy a swimming pool!
Where can you find hotels with excellent breakfast in Winter Haven?
Home2 Suites by Hilton Winter Haven (from US$161),Staybridge Suites WINTER HAVEN - AUBURNDALE by IHG (from US$132) and Holiday Inn WINTER HAVEN by IHG (from US$110) provide high-quality breakfast. Start your day with fresh, delicious breakfast!
Where can I find the best hotel discounts in Winter Haven?
Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.
Winter Haven Hotels Info
Number of reviews
946
Total properties
24
Weekday Avg. Price
US$156
Weekend Avg. Price
US$169
Trending hotel
Home2 Suites by Hilton Winter Haven