Lakeland - Winter Haven Holidays

Photo by Lakeland Convention and Visitors Bureau

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Top Flight + Hotel Deals in Lakeland - Winter Haven

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was €1,114, price is now €825 per person
€825
per person
26 Dec - 1 Jan
found 19 hours ago
Return flight included
Dublin (DUB) to Tampa (TPA)
18.4/10 Exceptional! (4,624 reviews)
Good choice and convenient

Reviewed on 19 Nov 2025

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was €1,533, price is now €1,020 per person
€1,020
per person
26 Dec - 1 Jan
found 19 hours ago
Return flight included
Dublin (DUB) to Tampa (TPA)
17.2/10 Exceptional! (2,193 reviews)
Close enough to the village!

Reviewed on 17 Nov 2025

Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection

4 out of 5
Central Sarasota
Price was €1,699, price is now €1,248 per person
€1,248
per person
26 Dec - 1 Jan
found 19 hours ago
Return flight included
Dublin (DUB) to Tampa (TPA)
18.8/10 Exceptional! (1,002 reviews)
Mike at the Desk was awesome. Took great care of us the room is beautiful and the rooftop pool deck has a great view!! we will definitely stay here again!

Reviewed on 17 Nov 2025

Holiday Inn Express Sarasota East - I-75 by IHG

Holiday Inn Express Sarasota East - I-75 by IHG

2.5 out of 5
Price was €1,205, price is now €885 per person
€885
per person
26 Dec - 1 Jan
found 19 hours ago
Return flight included
Dublin (DUB) to Tampa (TPA)
7.8/10 Good! (1,006 reviews)
Good room staff nice

Reviewed on 6 Nov 2025

Carlisle Inn

Carlisle Inn

3.5 out of 5
Pinecraft
Price was €1,367, price is now €1,005 per person
€1,005
per person
26 Dec - 1 Jan
found 19 hours ago
Return flight included
Dublin (DUB) to Tampa (TPA)
20/10 Exceptional! (2,089 reviews)
Faultless stay at Carli

Reviewed on 18 Nov 2025

Where to stay in Lakeland - Winter Haven

Find the best Lakeland - Winter Haven areas and neighborhoods for the activities you enjoy most. Learn more about Lakeland - Winter Haven
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Lake Hollingsworth

While visiting Lake Hollingsworth, you might make a stop by sights like Beerman Family Tennis Center and Lake Hollingsworth.

Find hotels in Lake Hollingsworth

Top hotels in Lakeland - Winter Haven

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is €154 per night from 20 Nov to 21 Nov
€154
20 Nov - 21 Nov
includes taxes & fees
7.8/10 Good! (8,749 reviews)
Will be back

Reviewed on 18 Nov 2025

The Grove Resort & Water Park Orlando
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is €125 per night from 1 Dec to 2 Dec
€125
1 Dec - 2 Dec
includes taxes & fees
9/10 Wonderful! (4,420 reviews)
The best universal hotel

Reviewed on 14 Nov 2025

Hilton Vacation Club Mystic Dunes Orlando
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4 out of 5
8000 Fins Up Circle Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is €163 per night from 1 Dec to 2 Dec
€163
1 Dec - 2 Dec
includes taxes & fees
8.8/10 Excellent! (3,656 reviews)
Clean room

Reviewed on 13 Nov 2025

Margaritaville Resort Orlando
See all 45,132 properties in Lakeland - Winter Haven
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.

Popular places to visit

Legoland Florida featuring a river or creek, a pond and rides

LEGOLAND® Florida

Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.

LEGOLAND® Florida
The Circle B Bar Reserve

The Circle B Bar Reserve

Explore the great outdoors at The Circle B Bar Reserve, a lovely green space in Lakeland. Visit the shops and top-notch restaurants in this family-friendly area.

The Circle B Bar Reserve

Lakeside Village

You can find the perfect gifts to bring home at Lakeside Village during your visit to Lakeland. Amble around the area's lakeside or attend a sporting event.

Lakeside Village

What to do in Lakeland - Winter Haven

Walt Disney World® Resort Theme Park Tickets

Walt Disney World® Resort Theme Park Tickets

€163
per adult
84% of travellers recommend
Walt Disney World® Resort Theme Park Tickets
Magic Kingdom® Park

Walt Disney World® Theme Park Tickets

€689
per adult
86% of travellers recommend
Walt Disney World® Theme Park Tickets
Scenic One Hour Airboat Tour

Boggy Creek Scenic Everglades Airboat Tour

€33
per adult
98% of travellers recommend
Boggy Creek Scenic Everglades Airboat Tour
See all activities in Lakeland - Winter Haven

Frequently asked questions

Can I cancel my flight booking to Lakeland - Winter Haven due to COVID-19?
Our handy Customer Service Portal is your one-stop shop for most travel questions, including about flight changes due to COVID-19. For extra peace of mind, we suggest looking over the terms and conditions of your preferred carrier before reserving your tickets.
What's the best way to find cheap flights to Lakeland - Winter Haven that have flexible change policies?
It's as easy as counting 1-2-3 with Expedia. Firstly, enter your preferred dates and destination and click on "Search." Next step? Check "No change fee" just below the "Flexible change policies" subheading on the left-hand side of your screen. Step 3. Book a cheap and flexible ticket to Lakeland - Winter Haven.
What are some of the general tips for travellers to Lakeland - Winter Haven during the COVID-19 outbreak?
The COVID-19 pandemic has brought about substantial changes to how we travel. If you're planning a holiday in Lakeland - Winter Haven, the following tips will help you navigate this new travelling reality:
  • Understand the rules and restrictions in both your destination and origin. You may not be able to travel depending on local circumstances, so don't forget to check before you book your flight.
  • You must wear a face mask at the airport, including at screening checkpoints. Be prepared to lower your mask for ID verification when asked by a TSA officer.
  • Instead of handing a TSA employee your boarding pass, place it directly on the scanner yourself. When that's done, hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on baggage. It must not be larger than 12 oz (350 ml), and you'll have to take it out of your bag for X-ray screening.
  • Put any personal items (keys, wallet and phone) in your carry-on instead of a bin to reduce handling during the screening process.
  • Transport any food items in a clear plastic bag and also put them in a screening bin. Separating food from your carry-on means it's less likely a TSA agent will need to open your bag for inspection.

Which airlines fly to Lakeland - Winter Haven?
Lock in your fare with Delta and then start organising your Lakeland - Winter Haven to-do list. This popular airline has 1472 flights each month to Orlando Intl. Airport (MCO), a central gateway.
How can I find cheap tickets to Lakeland - Winter Haven?
For an unbeatable deal to Lakeland - Winter Haven, book well ahead. Also take advantage of Expedia's handy "flexible dates" feature above your search results. This will compare the cheapest prices for similar time frames. In the last seven days, was the best price for a flight to Lakeland - Winter Haven.
How much is a flight to Lakeland - Winter Haven?
There were plenty of bargain fares up for grabs in the last seven days, with the price of a return ticket to Lakeland - Winter Haven ranging between and . Many lucky holiday makers nabbed one-way seats from () for just .
What are the most popular airports to fly into in Lakeland - Winter Haven?
Zip up your suitcase and jet into Orlando Intl. Airport (MCO), Lakeland - Winter Haven's major flight hub. Book a seat on one of the 13460 flights that land at this awesome destination each month.
When is the cheapest time to fly to Lakeland - Winter Haven?
Flying on a Tuesday, followed by a Monday, is generally the best way to get the cheapest fare. Steer clear of weekends if possible, because Saturday is typically the most expensive day. Spend the dollars you saved having a ball in Lakeland - Winter Haven instead!
How much is a plane ticket to Lakeland - Winter Haven?
Flights to Lakeland - Winter Haven ranged from to in the last seven days. Normally, the sooner you book the bigger the bargain.
Which airlines with flights to Lakeland - Winter Haven employ COVID-19 cleanliness policies?
As passengers take to the skies once again, most commercial airlines have implemented physical distancing and other important actions to help lessen the spread of COVID-19. Here are some great examples:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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