Lakeland - Winter Haven Holidays from £899

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Your Lakeland - Winter Haven Holiday

Do and see more with an Lakeland - Winter Haven holiday package. Whether you're making your way to Lakeland to enjoy its golfing, walking trails and family-friendly attractions, or someplace else, our package deals make travel planning easy. Start your trip to Lakeland - Winter Haven with a couple of days in Lakeland visiting popular attractions like RP Funding Centre and Lakeside Village. Winter Haven is another city that lures travellers from far and wide. LEGOLAND® Florida and The Circle B Bar Reserve are two of the leading places to see in this destination. If you're ready to stop dreaming and start packing, Expedia will help turn your Lakeland - Winter Haven holiday into a reality.

Top Lakeland - Winter Haven Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Price was £1,184, price is now £899 per person
£899
per person
2 Jul - 9 Jul
found 1 day ago
Return flight included
London (LHR) to Tampa (TPA)
8.6/10 Excellent! (2,596 reviews)
There was no fan in the bathroom. Appreciated the snack room. I have to pay for water.

Reviewed on 29 Apr 2026

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was £1,409, price is now £1,017 per person
£1,017
per person
16 Jul - 23 Jul
found 12 hours ago
Return flight included
London (LON) to Tampa (TPA)
9.6/10 Exceptional! (929 reviews)
Great room and beautiful pool area

Reviewed on 1 May 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was £1,802, price is now £1,321 per person
£1,321
per person
16 Jul - 23 Jul
found 12 hours ago
Return flight included
London (LON) to Tampa (TPA)
9.4/10 Exceptional! (3,166 reviews)
Amazing stay . Everyone went above and beyond , all the staff was so friendly . Amenities top notch ! We had such a blast and mostly because we picked the perfect location to stay .

Reviewed on 29 Apr 2026

Landing Tampa Westshore

Landing Tampa Westshore

4.5 out of 5
Port Tampa City
Price was £1,620, price is now £1,192 per person
£1,192
per person
1 Jul - 8 Jul
found 1 day ago
Return flight included
London (LHR) to Tampa (TPA)
9/10 Wonderful! (184 reviews)
We had a great stay at Landing Tampa Westshore. The unit was a spacious two-bedroom, two-bathroom with a full kitchen, which made our visit very comfortable and convenient. The location is excellent, close to everything we needed, from dining to shopping and local attractions. The instructions provided to us prior to check-in were very clear and concise, which made the entire process smooth and stress-free. Overall, the experience was seamless and enjoyable. I would definitely stay here again and will be recommending it to my friends.

Reviewed on 30 Apr 2026

SkyBeach Resort

SkyBeach Resort

4 out of 5
Greater Pinellas Point
Price was £1,270, price is now £971 per person
£971
per person
16 Jul - 23 Jul
found 12 hours ago
Return flight included
London (LON) to Tampa (TPA)
8.6/10 Excellent! (662 reviews)
Cute renovated resort. Excellent for a little weekend getaway

Reviewed on 27 Apr 2026

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
Downtown Lakeland

Downtown Lakeland

1 out of top 10 points of interest in this area

If you're spending some time in Downtown Lakeland, Polk Theatre and RP Funding Center are top sights worth seeing.

Find hotels in Downtown Lakeland

Lakeland - Winter Haven Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
37,700

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 £177 per night from 14 May to 15 May
£177
14 May - 15 May
includes taxes & fees
8/10 Very Good! (9,696 reviews)
The hallways were never vacuumed. The sliding door to the balcony was broken. The doors to the master bath wouldn’t close. The toilet in the second bath wouldn’t flush. No hand soap in the bathrooms. We had to ask for enough bath towels for each guest in the room multiple times. Mattresses are very ...

Reviewed on 30 Apr 2026

The Grove Resort & Water Park Orlando
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is £149 per night from 12 May to 13 May
£149
12 May - 13 May
includes taxes & fees
8.8/10 Excellent! (3,586 reviews)
As soon as I walked in to my room, I called the front desk. I requested that Sean someone to place the two very heavy closet doors back in their tracks so we can use the closet. They never sent anyone. We had to hang our clothes around the room. Some areas in the walkways had missing stone work. ...

Reviewed on 30 Apr 2026

Margaritaville Resort Orlando with H2O Waterpark
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
7700 Westgate Blvd. Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is £101 per night from 11 May to 12 May
£101
11 May - 12 May
includes taxes & fees
8.2/10 Very Good! (1,663 reviews)
very clean

Reviewed on 30 Apr 2026

Westgate Town Center Resort
See all 45,186 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

LEGOLAND® Florida

LEGOLAND® Florida

4.5/5(7 reviews)

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
A Lockheed XFV plane outside the Sun n Fun Florida Air Museum at Lakeland

Sun N Fun Air Museum

You can spend time exploring the galleries in Sun N Fun Air Museum in Lakeland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Sun N Fun Air Museum
Dinosaur World

Dinosaur World

With more than 200 life-size dinosaur models and many interactive games and activities, this educational theme park is great for families.

Dinosaur World

What to do in Lakeland - Winter Haven

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

£28
per traveller
86% of travellers recommend
LEGOLAND® Florida Tickets
Scenic One Hour Airboat Tour

Boggy Creek Scenic Everglades Airboat Tour

£32
per adult
98% of travellers recommend
Boggy Creek Scenic Everglades Airboat Tour
Scenic 30 Minute Airboat Tour

Scenic 30 Minute Airboat Tour

£32
per adult
100% of travellers recommend
Scenic 30 Minute 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.