Find Hotels with Bars in Winter Haven, FL

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Check availability on Winter Haven Hotels with Bars

Our top choices for Winter Haven hotels with a bar

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.2 out of 10, Wonderful, (144)
"Overall great exsprience. Satff,rooms and amenities were great"
United States
Tanisha
The price is NT$7,701
NT$9,863 total
includes taxes & fees
Jan 3 - 2026/1/4
LEGOLAND Beach Retreat

Holiday Inn Winter Haven by IHG

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
The price is NT$4,261
NT$4,772 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn Winter Haven by IHG

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.0 out of 10, Good, (1003)
"Nice hotel. Clean and great location. "
United States
Raylene
The price is NT$2,683
NT$3,005 total
includes taxes & fees
Jan 18 - 2026/1/19
Howard Johnson by Wyndham Winter Haven FL

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (732)
"Great staff, great location "
United States
katherine
The price is NT$5,618
NT$6,292 total
includes taxes & fees
Jan 18 - 2026/1/19
Courtyard by Marriott Winter Haven

Economy Suites

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
Economy Suites

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (54)
"Really enjoyable stay. "
United Kingdom
John
The price is NT$10,700
NT$13,221 total
includes taxes & fees
Jan 12 - 2026/1/13
Legoland Florida Hotel

Disney's All Star Sports Resort

Disney's All Star Sports Resort
3.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1004)
"Very convenient "
United States
Mei
Disney's All Star Sports Resort

Disney's All-Star Music Resort

Disney's All-Star Music Resort
3.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1003)
"Great staff. feels like home. Definitely coming back. "
United States
Sandra
Disney's All-Star Music Resort

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2039)
"Very nice place to stay in, we love it!!"
United States
Basim
The price is NT$1,736
NT$3,223 total
includes taxes & fees
Dec 23 - Dec 24
Kompose Boutique Resort at Theme Parks

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
Kissimmee
8.0 out of 10, Very Good, (3902)
"Always great to stay there "
United States
Giandre
The price is NT$1,591
NT$2,450 total
includes taxes & fees
Jan 4 - 2026/1/5
Ramada by Wyndham Kissimmee Gateway
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 235 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. LEGOLAND Beach Retreat: Hotel with restaurant. Enjoy the bar, free breakfast, and WiFi. Holiday Inn Winter Haven by IHG: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. 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 Indigo's Family Fun Center and Theatre Winter Haven. 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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