Find Hotels with Bars in Winter Haven, FL

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Our top choices for Winter Haven hotels with a bar

LEGOLAND Beach Retreat

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (140)
"Overall great exsprience. Satff,rooms and amenities were great"
United States
Tanisha
$304 nightly
The price is $340
Jan 2 - Jan 3, 2026
Total with taxes and fees
LEGOLAND Beach Retreat

Holiday Inn Winter Haven by IHG

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1004)
"Clean room, great staff, easy check-in."
United States
Vanessa
$125 nightly
The price is $140
Dec 22 - Dec 23
Total with taxes and fees
Holiday Inn Winter Haven by IHG

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
Winter Haven
7.0 out of 10, Good, (1007)
"Nice hotel. Clean and great location. "
United States
Raylene
$85 nightly
The price is $95
Dec 30 - Dec 31
Total with taxes and fees
Howard Johnson by Wyndham Winter Haven FL

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
$165 nightly
The price is $185
Dec 21 - Dec 22
Total with taxes and fees
Courtyard by Marriott Winter Haven

Economy Suites

2.0 star property
Winter Haven
4.8 out of 10, (390)
"Do not go here. Dirty. Stinky. extremely uncomfortable."
United States
Rian
$90 nightly
The price is $101
Dec 15 - Dec 16
Total with taxes and fees
Economy Suites

Legoland Florida Hotel

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (50)
"Really enjoyable stay. "
United Kingdom
John
$382 nightly
The price is $428
Dec 11 - Dec 12
Total with taxes and fees
Legoland Florida Hotel

Disney's All Star Sports Resort

3.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1000)
"Had a great stay. Thank you for the very courteous and friendly staff at Disneyworld"
United States
Eduardo
$130 nightly
The price is $148
Jan 4 - Jan 5, 2026
Total with taxes and fees
Disney's All Star Sports Resort

Disney's All-Star Music Resort

3.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1000)
"Was great"
United States
Terry
$176 nightly
The price is $199
Jan 4 - Jan 5, 2026
Total with taxes and fees
Disney's All-Star Music Resort

Kompose Boutique Resort at Theme Parks

3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1942)
"Beautiful resort with very friendly staff. "
United States
kristie
$71 nightly
The price is $81
Dec 10 - Dec 11
Total with taxes and fees
Kompose Boutique Resort at Theme Parks

Delta Hotels by Marriott Orlando Celebration

3.5 star property
Kissimmee
8.2 out of 10, Very Good, (2482)
"Comfortable, nice pool, clean, friendly staff"
United States
Tammy
$85 nightly
The price is $97
Dec 14 - Dec 15
Total with taxes and fees
Delta Hotels by Marriott Orlando Celebration
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.

Top Winter Haven Hotel Reviews

Frequently asked questions

Searching for hotels with bars in Winter Haven?
If you want a place to stay where you can enjoy an evening cocktail after a day out and about, Winter Haven offers 232 properties, including 7 accommodations with a bar on site. While you're here, consider a visit to LEGOLAND® Florida.
What are the best hotels with bars in Winter Haven?
Here's some of the top Winter Haven properties with bars: Legoland Florida Hotel: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Howard Johnson by Wyndham Winter Haven FL: Enjoy the bar, free breakfast, and free WiFi. Holiday Inn Winter Haven by IHG: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. LEGOLAND Beach Retreat: Hotel with restaurant. Enjoy the bar, free breakfast, and WiFi. Courtyard by Marriott Winter Haven: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
How many hotels with bars can I expect to find in Winter Haven?
Expedia has 7 hotels with a bar in Winter Haven.
What is there to do in Winter Haven?
You can visit LEGOLAND® Florida, then find a cozy spot for a nightcap. Other places to see include Theatre Winter Haven and Chain of Lakes Park. Winter Haven is popular for its top-notch restaurants.
When is the best time to visit Winter Haven?
Visiting local bars in Winter Haven is better when you know what the weather holds. These temperatures and rainfall averages can help you determine the best time for bar hopping. 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.
How can I get to Winter Haven and around the area?
You might want to make the most of these transportation options in and around Winter Haven: Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) away from the city center. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. If you want to explore the larger area, hop aboard a train at Winter Haven Station.

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