Lakeland Highlands Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Where to stay in Lakeland Highlands

Find the best Lakeland Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Lakeland Highlands
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Downtown Lakeland

2 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

Top hotels in Lakeland Highlands

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW, Winter Haven, FL
Fully refundable
The price is S$183 per night from 17 Aug to 18 Aug
S$183
17 Aug - 18 Aug
includes taxes & fees
9.6/10 Exceptional! (478 reviews)
"I enjoyed my stay"

Reviewed on 3 Aug, 2025

Staybridge Suites Winter Haven Auburndale by IHG
Howard Johnson by Wyndham Lakeland

Howard Johnson by Wyndham Lakeland

2.5 out of 5
939 W. Robson St., I-4 Exit 32, Lakeland, FL
Fully refundableReserve now, pay when you stay
The price is S$86 per night from 13 Aug to 14 Aug
S$86
13 Aug - 14 Aug
includes taxes & fees
6.2/10 (1,074 reviews)
Best Hotel By Far
"Absolutely amazing hotel!! Very clean and quite!! Beds are super comfortable!! Great location as well!!! Highly recommend!!!"

Reviewed on 5 Aug, 2025

Howard Johnson by Wyndham Lakeland
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
Fully refundable
The price is S$134 per night from 17 Aug to 18 Aug
S$134
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Only problem I had was with the curtains closing completely in the corner windows which left us slightly exposed. We worked around it so I still gave it 5 stars."

Reviewed on 22 Jul, 2025

Holiday Inn Winter Haven by IHG
See all 888 properties in Lakeland Highlands
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 Highlands holiday package cost?
Handcraft your Lakeland Highlands package from as little as . Pick from any combination of flights, hotels and rental cars to put together the trip of your dreams. Be sure to add on some tours and experiences!
How do I get a cheap travel package to Lakeland Highlands?
Combine your hotel and flight bookings, throw in extras such as activities, and save with a Lakeland Highlands holiday package. You won't just enjoy impressive discounts on your escape — you'll have plenty of choice within your reach too. When you book through Expedia, you'll have your pick of over 550 partner airlines and 1,000,000 properties worldwide. Your dream holiday begins right here, right now!
Where should I stay in Lakeland Highlands?
Make sightseeing a breeze by staying in a hotel near Lakeland Highlands's main attractions. Publix Field at Joker Marchant Stadium and Polk Museum of Art are two traveller favourites.
What are the top hotels in Lakeland Highlands?
Whether you plan to stay for one night or a week in Lakeland Highlands, you'll get a great night's sleep at 1 - Story Home With Yard < 7 Mi To Downtown Lakeland. This place is a top choice for lots of travellers.
How far in advance should I book my Lakeland Highlands holiday?
It all depends on the airline, but you can usually look up international flights on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers will occasionally score a cheaper ticket just weeks prior to their intended journey.
What does an Expedia Lakeland Highlands travel package include?
Flights, hotels and a reliable car for all your fun road trip adventures. Simply select your favourite bundle and get access to incredible deals. Once you've made your booking, add on some tours and experiences and watch your savings grow. When it comes to organising your Lakeland Highlands trip, you're in charge!
What should I know before booking a Lakeland Highlands travel package?
You can look forward to saving with an Expedia travel package. Bundle your flights, rental cars and hotels and pick up great discounts. You're not restricted to hotels, however. We have beach villas, cosy city apartments and even treehouses and ranches!
Can I choose my airline with a Lakeland Highlands Expedia holiday package?
You can. Expedia has access to more than 550 partner airlines across the globe, so select the carrier that best fits your budget needs.
If I'm not able to travel, can I cancel my Lakeland Highlands holiday package?
Whether it's your hotel, flight or rental car, you can cancel or amend it. Locked in your Lakeland Highlands holiday package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings older than that, you may incur a fee from your hotel, airline or car rental company. For more details, check out our Customer Service Portal. We'll help you each step of the way.

Popular places to visit

Publix Field at Joker Marchant Stadium

Catch an event at Publix Field at Joker Marchant Stadium during your trip to Lakeland. Stroll along the lakeside or attend a sporting event in this family-friendly area.

Publix Field at Joker Marchant Stadium

Eastside Village Shopping Center

You can browse for the perfect souvenirs at Eastside Village Shopping Center during your trip to Lakeland. Amble around this family-friendly area's lakeside or attend a sporting event.

Eastside Village Shopping Center

Wing Chun Kung Fu Downtown Lakeland

Catch an event at Wing Chun Kung Fu Downtown Lakeland during your trip to Lakeland. Stroll along the lakeside or attend a sporting event in this family-friendly area.

Wing Chun Kung Fu Downtown Lakeland

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.