A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Find a Bed and Breakfast in Winter Haven from CA $153

  • 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

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Winter Haven bed & breakfast

Outdoor pool

Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa
3.0 star property
Kissimmee
5.8 out of 10, (8 reviews)
"Parking was almost a mile away. Didn’t even get to stay there and wasted over $200 on the stay. Communication was bad. I tried to get a refund because of the parking situation, they never got back to me. "
United States
Chantal
The price is CA $69
CA $174 total
includes taxes & fees
Aug 7 - Aug 8
Hotel Styled Bedrooms in a Villa
Outdoor pool

The Gathering Place

The Gathering Place
2.0 star property
Kissimmee
5.0 out of 10, (2 reviews)
"clean room and bathroom"
United States
Matthew
The price is CA $68
CA $173 total
includes taxes & fees
Aug 7 - Aug 8
The Gathering Place
Exterior

Styled Bedrooms in a Resort

Styled Bedrooms in a Resort
2.0 star property
Solterra Resort
4.6 out of 10, (4 reviews)
"I was very comfortable with the people that were staying there. Very nice place. Would recommend anyone to stay."
United States
Jason
The price is CA $66
CA $153 total
includes taxes & fees
Jul 24 - Jul 25
Styled Bedrooms in a Resort
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

Top Winter Haven Hotel Reviews

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"Great service. Even for the ladies that didn’t understand English, who was still trying their best to be helpful"
Deborah 3-night trip
Posted less than an hour ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Find out more about Winter Haven

Winter Haven B&B information

Number of reviews
14
Accommodation
8 B&B
Lowest Price
CA $153
Highest Price
CA $174

Frequently asked questions

Searching for B&Bs in Winter Haven?
If you want to find a place to stay with fewer rooms than a hotel and an intimate environment, a B&B may be the perfect thing for your vacation to Winter Haven. If you're looking to play some golf while in Winter Haven, you can perfect your swing at Cypresswood Golf and Country Club and Baytree Golf Club.
How do you know if a B&B is the best choice for your stay?
Every B&B has a unique charm. Whether it's a picturesque garden or a beautiful breakfast room, the quaint details are what make bed and breakfasts the perfect escape.
What are the best bed and breakfasts in Winter Haven?
Check out this B&B in the surrounding area: Styled Bedrooms in a Resort: 6 rooms. 16.8 mi (27 km) from the heart of downtown.
What's the best time of year to book my B&B in Winter Haven?
When you're planning your trip to Winter Haven, be sure to take into account the year-round temperatures. The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What is there to do in Winter Haven?
Travelers enjoy Winter Haven for its beautiful lakeside setting and array of dining options. Spend some time exploring The Circle B Bar Reserve and Rotary Park if you're hoping to see some of the area's natural features. You might put LEGOLAND® Florida and Theatre Winter Haven on your list if you want to see more of the area.
How can I get to and around Winter Haven?
You can map out your trip in and around Winter Haven ahead of time with these transportation options. Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) away from the heart of the city. You can also search for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia