Lakeland - Winter Haven Luxury Holidays

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Photo by Lakeland Convention and Visitors Bureau
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Top Luxury Lakeland - Winter Haven Hotels

The Terrace Hotel Lakeland, Tapestry Collection by Hilton
The Terrace Hotel Lakeland, Tapestry Collection by Hilton
3.5 out of 5
329 E Main St, Lakeland, FL
  • 43 min drive from LEGOLAND® Florida
Stay at this historic hotel in Lakeland. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff in their reviews. ...
9/10 Wonderful! (298 reviews)
"What a culture; you have a super pleasant staff in all disciplines! Thank you!!"

Reviewed on 29 Jun 2025

The Terrace Hotel Lakeland, Tapestry Collection by Hilton
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St, SW, Winter Haven, FL
  • 7 min drive from LEGOLAND® Florida
Stay at this motel in Winter Haven. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
6.8/10 (1,005 reviews)
The best pool
"It’s perfect for a family getaway"

Reviewed on 30 Jun 2025

Howard Johnson by Wyndham Winter Haven FL
Budget Inn
Budget Inn
2 out of 5
530 South Scenic Highway, Lake Wales, FL
  • 24 min drive from LEGOLAND® Florida
Stay at this motel in Lake Wales. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.4/10 Very Good! (656 reviews)
"Excellent stay. Rooms are very nicely updated. Hightly recommend."

Reviewed on 18 Jun 2025

Budget Inn
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.