Lakeland - Winter Haven Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Lakeland Convention and Visitors Bureau

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
Default Image

Downtown Lakeland

1 out of top 10 points of interest in this area

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

Find hotels in Downtown Lakeland

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 4.675.480 ₫ per night from 29 Jun to 30 Jun
4.675.480 ₫
6.435.315 ₫ total
29 Jun - 30 Jun
includes taxes & fees
7.8/10 Good! (7,942 reviews)
"Our family had a great time."

Reviewed on 24 Jun 2025

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 3.949.344 ₫ per night from 6 Jul to 7 Jul
3.949.344 ₫
5.786.939 ₫ total
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (3,385 reviews)
"Rooms werent cleaned everyday but overall its a lovely property."

Reviewed on 25 Jun 2025

Margaritaville Resort Orlando with H2O Waterpark
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 2.460.759 ₫ per night from 20 Jul to 21 Jul
2.460.759 ₫
3.681.496 ₫ total
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (4,060 reviews)
"I loved this property! Very safe, the customer service and the amenities were awesome! We had an upgraded suite and it was beautiful and perfect for our stay!"

Reviewed on 27 Jun 2025

Hilton Vacation Club Mystic Dunes Orlando
See all 44,324 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.

Frequently asked questions

How much does a Lakeland - Winter Haven holiday package cost?
Custom build your Lakeland - Winter Haven package from as little as . Pick from any combination of rental cars, flights and hotels to craft the getaway of your dreams. Don't forget to add on a few experiences or tours!
How do I get a cheap travel package to Lakeland - Winter Haven?
Bundle your hotels and flights with Expedia to save big on your next getaway. With more than 550 airlines and 1null000null000 hotel options worldwide, your Lakeland - Winter Haven holiday package can be tailored exactly to suit your travel style. With all that extra money, why not include a few exciting activities and tours? It's an easy way to unlock even more discounts. That holiday you've always dreamed of in Lakeland - Winter Haven is much closer than you thought!
Where should I stay in Lakeland - Winter Haven?
There's an abundance of excellent places to stay in Lakeland - Winter Haven, including Lakeland. This destination is home to many much-loved attractions including Publix Field at Joker Marchant Stadium and Polk Museum of Art. Another option is to head to Winter Haven, where you'll find LEGOLAND® Florida and Chain of Lakes Park. If you're here for a while, journey to both vibrant cities!
What are the top hotels in Lakeland - Winter Haven?
Days Inn & Suites by Wyndham Lakeland and Hyatt Place Lakeland Centre know how to make their guests feel welcome in Davenport. If you also plan to get to Haines City, have a look at Comfort Inn & Suites Maingate South and Winter Haven Gardens Inn. Both are popular with travellers.
How far in advance should I book my Lakeland - Winter Haven holiday?
Your best bet is to book early. Airlines typically advertise flight tickets nearly 12 months ahead of departure, and this is a great opportunity to pick up some of the cheapest prices. Just been told you need to take some holiday time next month? No sweat. Expedia are never short on fantastic deals to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Lakeland - Winter Haven travel package include?
Rental cars, flights and hotels --- we've got them covered. With Expedia, you can shape your Lakeland - Winter Haven package just the way you want. All you have to do is decide what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the more you save!
What should I know before booking a Lakeland - Winter Haven travel package?
An Expedia travel package can be customized for your budget and is an easy way to stretch your dollars further. How much you include is totally up to you. Hotels, rental cars and flights --- decide on a combination that suits your style.
Can I choose my airline with a Lakeland - Winter Haven Expedia holiday package?
Yes --- and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Lakeland - Winter Haven holiday package?
Whether it's your hotel or flight, you can cancel or alter it. Booked your Lakeland - Winter Haven holiday package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may be charged a fee by your airline, hotel or car rental company. For further information, head to our Customer Service Portal. We'll help you each step of the way.

Popular places to visit

Legoland Florida which includes a river or creek, a garden and a pond

LEGOLAND® Florida

4.5/5(7 reviews)

Have a fun-filled day at LEGOLAND® Florida and see why this is a favourite theme park in Winter Haven. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

LEGOLAND® Florida
Bok Tower Gardens

Bok Tower Gardens

Bok Tower Gardens is just one of the places to see in Lake Wales, so why not enjoy the other things to explore during your travels? Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

Bok Tower Gardens
Dinosaur World Museum

Dinosaur World

You can spend time exploring the galleries in Dinosaur World during your trip to Plant City. Wander around the area's picturesque gardens or experience its lively festivals.

Dinosaur World