Find and Book Top Rated Hotels in Winter Haven

Search among 5 available hotels and places to stay in Winter Haven from 50+ providers

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8.2
Great159 reviews
MapView on map3.4 mi from City Center100 yd from LEGOLAND Florida Resort
From   US$ 254 /nightSelect
8.2
Great73 reviews
MapView on map1.3 mi from City Center400 yd from Chain of Lakes Park
From   US$ 85 /nightSelect
8.4
Great56 reviews
4.0 mi from City Center1100 yd from LEGOLAND Florida Resort
From   US$ 159 /nightSelect
8.2
Great110 reviews
1.4 mi from City Center400 yd from Chain of Lakes Park
From   US$ 148 /nightSelect
7.6
Very good14 reviews
3.4 mi from City Center600 yd from Pirates Revenge
From   US$ 161 /nightSelect

Best hotels and places to stay in Winter Haven

Why visit?

Winter Haven, located in the heart of Central Florida, has much to offer tourists looking for a unique and exciting vacation. Known for being the Water Ski Capital of the World and home to the beautiful Chain of Lakes, Winter Haven provides a perfect blend of outdoor activities, cultural attractions, and family-friendly entertainment. With its mild climate and welcoming atmosphere, Winter Haven is an ideal destination for all types of travelers.

Where to stay?

If you're planning a trip to Winter Haven, here are some of the best areas to consider for your stay:

Downtown Winter Haven: With its charming historic buildings, trendy restaurants, and local boutiques, downtown Winter Haven offers a vibrant and energetic atmosphere. This central location provides easy access to the city's attractions, including LEGOLAND Florida Resort and the Chain of Lakes. Downtown also hosts various events and festivals throughout the year.

Chain of Lakes: Nestled along the picturesque Chain of Lakes, this area offers a tranquil setting for nature lovers. Many hotels and resorts in this area provide stunning lake views, as well as opportunities for boating, fishing, and other water activities. The Chain of Lakes is also home to several parks and gardens, making it a great option for those seeking a peaceful retreat.

Cypress Gardens Boulevard: Located in the southern part of Winter Haven, Cypress Gardens Boulevard is a popular area due to its proximity to LEGOLAND Florida Resort. Numerous accommodations can be found along this lively street, along with restaurants, shops, and entertainment venues.

Price per hotel room per night:

Here is an approximate average price range for hotel rooms per night in Winter Haven:

3-star hotels: $90-$120

4-star hotels: $130-$160

5-star hotels: $200 and above

Best value for money:

Holiday Inn Winter Haven: With its convenient location and affordable rates, Holiday Inn Winter Haven offers comfortable accommodation at a reasonable price. The hotel features an outdoor pool, a fitness center, and an on-site restaurant.

Hampton Inn Winter Haven: Situated near LEGOLAND Florida Resort, Hampton Inn Winter Haven provides excellent value for families. The hotel offers complimentary breakfast, an outdoor pool, and comfortable rooms with modern amenities.

Baymont by Wyndham Winter Haven: This budget-friendly hotel provides a pleasant stay with its clean rooms, friendly service, and affordable rates. It offers a complimentary breakfast, a fitness center, and easy access to nearby attractions.

Best kids-friendly hotels:

LEGOLAND Beach Retreat: Designed with families in mind, LEGOLAND Beach Retreat offers unique LEGO-themed bungalows and a fun-filled pirate-themed swimming pool. The resort provides entertainment for children, including LEGO building activities and nightly family-friendly entertainment.

LEGOLAND Hotel: Located within walking distance of the park, LEGOLAND Hotel immerses guests in a colorful LEGO-themed world. The hotel features play zones, character meet and greets, and a heated pool perfect for kids.

Best hotels for a romantic getaway:

The Ritz-Carlton Orlando, Grande Lakes: Although not in Winter Haven, this luxury hotel is approximately 30 minutes away and offers a remarkable romantic retreat. With its elegant ambiance, upscale dining options, and world-class spa, it guarantees an unforgettable experience.

The Terrace Hotel: Situated in the heart of downtown Winter Haven, the historic Terrace Hotel provides a romantic setting with its stylish rooms and charming atmosphere. The hotel boasts a rooftop bar and a fine dining restaurant, perfect for a special evening.

Best for location:

Holiday Inn Winter Haven: Centrally located in downtown Winter Haven, this hotel provides easy access to various attractions, restaurants, and shops.

Hampton Inn Winter Haven: Situated near LEGOLAND Florida Resort and Cypress Gardens Boulevard, Hampton Inn offers a convenient location for exploring both the theme park and the local area.

LEGOLAND Beach Retreat: Located right next to LEGOLAND Florida Resort, this resort allows guests to enjoy easy access to the park and its attractions.

Best for a short city break:

The Terrace Hotel: With its central location and proximity to downtown Winter Haven's dining and entertainment options, The Terrace Hotel is an ideal choice for a short city break.

Baymont by Wyndham Winter Haven: Offering comfortable rooms and easy access to the main highways, this hotel is perfect for a quick visit to Winter Haven or those passing through the area.

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