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Our top choices for Winter Haven romantic hotels

Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout drapes, iron/ironing board

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.6 out of 10, Exceptional, (1,338 reviews)
"Amazing Stay w our family of 5. Stayed 4 nights, will recommend and stay again."
United States
kelli
The price is ￥19,842
￥22,223 total
includes taxes & fees
Aug 13 - Aug 14
Best Western Plus Winter Haven Inn & Suites 
Reception

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1,003 reviews)
"Great clean and quiet place to stay!!!"
United States
eric
The price is ￥15,471
￥17,328 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Winter Haven by IHG
Exterior

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,005 reviews)
"Breakfast was good and the staff was very nice and responsive"
United States
avis
The price is ￥18,510
￥20,732 total
includes taxes & fees
Aug 16 - Aug 17
Hampton Inn Winter Haven
Exterior

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
3.0 star property
Winter Haven
9.8 out of 10, Exceptional, (848 reviews)
"Great place to stay."
United States
SHANNON
The price is ￥15,622
￥17,497 total
includes taxes & fees
Aug 16 - Aug 17
Staybridge Suites Winter Haven Auburndale by IHG
Blackout drapes, iron/ironing board, cribs (free)

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.4 out of 10, Good, (1,007 reviews)
"The hotel is comfortable, good work team. Breakfast can be improved."
United States
José
The price is ￥13,804
￥15,461 total
includes taxes & fees
Aug 11 - Aug 12
Howard Johnson by Wyndham Winter Haven FL
Property amenity

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (770 reviews)
"Very convenient to access LegoLand and the staff and Hotel was amazing!"
United States
Tyrone
The price is ￥22,639
￥25,355 total
includes taxes & fees
Aug 13 - Aug 14
Courtyard by Marriott Winter Haven
Lobby

Best Western Auburndale Inn & Suites

Best Western Auburndale Inn & Suites
3.5 star property
Auburndale
8.4 out of 10, Very Good, (1,004 reviews)
"Staff were very friendly and the room was very accommodating. The breakfast was a plus too!"
United States
Teresa
The price is ￥17,395
￥19,482 total
includes taxes & fees
Jul 27 - Jul 28
Best Western Auburndale Inn & Suites
Exterior

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG
2.5 star property
Lake Wales
9.2 out of 10, Wonderful, (1,002 reviews)
"Awesome stay"
United States
Keith
The price is ￥20,462
￥22,917 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Express Lake Wales N-Winter Haven by IHG
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (311 reviews)
"The lego themed rooms were great, food was very good, and location was excellent."
United States
Theresa
The price is ￥27,446
￥37,105 total
includes taxes & fees
Aug 5 - Aug 6
LEGOLAND Beach Retreat
Desk, iron/ironing board (on request), WiFi (free), bed sheets

Florida Garden Motel Winter Haven Near Legoland

Florida Garden Motel Winter Haven Near Legoland
2.5 star property
Winter Haven
2.4 out of 10, (5 reviews)
"The room was full of dust and bugs tv didn’t work the covers smelled and so did the room. There was bugs in the shower the towels were dirty thank God I brought my own."
United States
Kia
The price is ￥9,750
￥10,920 total
includes taxes & fees
Jul 23 - Jul 24
Florida Garden Motel Winter Haven Near Legoland
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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Top Winter Haven Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

8/10 Good
"Clean room and well maintained"
Chinna 5-night trip
Posted 1 hour ago
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent
"."
Jessica 5-night trip
Posted 5 hours ago
Hilton Vacation Club Aqua Sol Orlando West

Frequently asked questions

Searching for romantic hotels in Winter Haven?
Are you looking for a romantic vacation? Our guests also love Winter Haven for its array of dining options, sporting events, and beautiful lakeside setting. You might consider checking out some of the nearby sights and attractions such as LEGOLAND® Florida, Indigo's Family Fun Center, or Theatre Winter Haven. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Winter Haven?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Winter Haven: 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?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Winter Haven has to offer. Couples looking for a little of everything will enjoy Winter Haven for its lakeside setting, gardens, and restaurants. LEGOLAND® Florida, Indigo's Family Fun Center, and Theatre Winter Haven are worth a stop when you're out and about.
What's the best way to get to Winter Haven and around town during my romantic getaway?
These transportation options in Winter Haven might help your romantic trip get off to a smooth start: To get to Winter Haven, book a flight to Lakeland Intl. Airport (LAL), which is the closest major airport, located 17.3 mi (27.8 km) from the city center. To see more of the larger area, ride aboard one of the trains from Winter Haven Station.