Book Winter Haven Bed & Breakfast

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Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Compare 11 B&B in Winter Haven with updated reviews, rates, and availability.

Movie Night in the Enchanted Forest - Resort Style Pool, Theater & Game Room!
Outdoor pool

Movie Night in the Enchanted Forest - Resort Style Pool, Theater & Game Room!

Movie Night in the Enchanted Forest - Resort Style Pool, Theater & Game Room!
Hotel Styled Bedrooms in a Villa
Outdoor pool

Hotel Styled Bedrooms in a Villa

3.0 star property
5.6 out of 10, (5)
"bad parking quiet hour not observed"
$104 nightly
The price is $118
Jul 6 - Jul 7
Total includes taxes and fees
Hotel Styled Bedrooms in a Villa
Charming bedroom in pleasant Haines City!!
Microwave, oven, stovetop, dishwasher

Charming bedroom in pleasant Haines City!!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Had a pleasant stay. Everything was clean and organized. Host had excellent communication. "
Charming bedroom in pleasant Haines City!!
Luxe Penthouse Suite at Opal Oaks Micro Resort
Outdoor pool

Luxe Penthouse Suite at Opal Oaks Micro Resort

3.0 star property
9.4 out of 10, Exceptional, (9)
"We really enjoyed our stay at this unique and beautiful property!"
Luxe Penthouse Suite at Opal Oaks Micro Resort
Capernaum Lakeside Lodge
Terrace/patio

Capernaum Lakeside Lodge

3.5 star property
8.6 out of 10, Excellent, (139)
"New owner as of few weeks ago. Restoration work being done. Beautiful setting, Pecky cypress ceilings in main area. Wood floors with beautiful carpeting up stairways and through halls. Very clean. My room appeared to be recently painted. Very comfortable. Wi-fi iffy. Staff very pleasant & helpful. Continental breakfast. Apparently lightning strike on chimney has created some problems. Staff said that plans are to closed and complete repairs after June 17th. When that is done, this...
Capernaum Lakeside Lodge
Charming bed & breakfast in wonderful Winter Haven with WiFi, fitness room
1 bedroom, WiFi, bed sheets

Charming bed & breakfast in wonderful Winter Haven with WiFi, fitness room

Charming bed & breakfast in wonderful Winter Haven with WiFi, fitness room
Is Simple, Safe, Comfortable and Cheap Rooms for Vacationers
1 bedroom, WiFi

Is Simple, Safe, Comfortable and Cheap Rooms for Vacationers

Is Simple, Safe, Comfortable and Cheap Rooms for Vacationers
Disney Vacation Home
Living area

Disney Vacation Home

Disney Vacation Home
Charming 1bed in the amazing Orlando minutes to Disney.
Microwave, oven, stovetop, dishwasher

Charming 1bed in the amazing Orlando minutes to Disney.

Charming 1bed in the amazing Orlando minutes to Disney.
Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!
1 bedroom, WiFi, bed sheets

Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!

Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!
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.
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Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Winter Haven?
Prices for B&Bs in Winter Haven often vary, but you can find a great deal from $118 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Winter Haven B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Winter Haven?
The best time to book a B&B in Winter Haven is during the peak season from November to March, particularly when the charming weather draws visitors to the area. This time frame is superb for travelers who appreciate mild temperatures, with daytime highs typically ranging from the upper 60s to mid-70s Fahrenheit, creating ideal conditions for outdoor exploration and sightseeing.
During these months, outdoor enthusiasts can enjoy a variety of activities, including visits to the beautiful Chain of Lakes, which offers stunning views and opportunities for kayaking or paddleboarding. Additionally, Winter Haven's proximity to attractions like Legoland Florida Resort makes it a family-friendly destination, ensuring that every member of your group has something fun to engage in.
For those who are looking for a more budget-friendly option, consider visiting in September. This month presents a lovely transition into fall, with fewer tourists and lower accommodation rates, allowing you to enjoy the scenic beauty of the area without the crowds. The weather remains pleasant, and you can still partake in outdoor activities while savoring the local cuisine at a leisurely pace.
What is the difference between a Winter Haven B&B and a hotel?
Every Winter Haven B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Winter Haven B&Bs.