Lakeland Highlands Vacations from $231

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Your Lakeland Highlands Vacation

Reserving a tailor-made Lakeland Highlands vacation package is a superb way to become familiar with this neighborhood. From its renowned sites to its lesser-known delights, you won't be short of adventures. Want a few ideas of where to visit during your trip to Lakeland Highlands? The Club at Eaglebrooke and Family Fun Center are just a couple of nearby attractions that shouldn't be missed. Stop dreaming and start doing. When it's time to lock in your next vacation to Lakeland Highlands, Expedia is here to help.

The Latest Lakeland Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
Price was $504, price is now $231 per person
$231
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (5,186 reviews)
Clean, easy parking, large and comfortable room, breakfast very good

Reviewed on Sep 7, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $714, price is now $342 per person
$342
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8/10 Very Good! (1,361 reviews)
It’s an ok option if visiting but there are so many more family friendly options available with less price gouging on site, cleaner rooms, and better location. I would personally never stay here again.

Reviewed on Sep 3, 2025

Hilton Orlando

Hilton Orlando

4 out of 5
International Drive District
Save 100% on your flight
Price was $1,035, price is now $506 per person
$506
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very Good! (1,007 reviews)
Great place to stay at. Can’t go wrong.

Reviewed on Sep 1, 2025

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $564, price is now $278 per person
$278
per person
Oct 17 - Oct 22
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
My family and I enjoyed our stay. Spacious, clean and conveniently located accommodations.

Reviewed on Aug 29, 2025

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $584, price is now $287 per person
$287
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (3,086 reviews)
Good price and good maintenance

Reviewed on Sep 8, 2025

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
4.5/5(101 area reviews)

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 Highlands Hotel Deals

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
$56 nightly
The price is $63 total per night from Sep 11 to Sep 12
$63 total
Sep 11 - Sep 12
Total with taxes and fees
Howard Johnson by Wyndham Lakeland
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
$127 nightly
The price is $142 total per night from Sep 11 to Sep 12
$142 total
Sep 11 - Sep 12
Total with taxes and fees
Staybridge Suites Winter Haven Auburndale by IHG
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
$101 nightly
The price is $113 total per night from Sep 16 to Sep 17
$113 total
Sep 16 - Sep 17
Total with taxes and fees
Holiday Inn Winter Haven by IHG
See all 894 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Lakeland Highlands

This place is famous for its huge gators. I've been there several times and have always seen some. This guy, however, is an exceptionally large dude. I cut my hike short and let him sit in the sun.

The Circle B Bar Reserve

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

The Circle B Bar Reserve
Located downtown Lakeland, enjoyed the walk with my loves.

Lake Mirror

Commune with nature and explore the great outdoors at Lake Mirror during your travels in Lakeland. Stroll along the lakeside or attend a sporting event in this family-friendly area.

Lake Mirror
If you’re ever stuck on I-4 between Orlando and Tampa, just need a driving break or simply are in need of some #culture, take exit 31 and head over to this little gem of a museum #polkmuseumofart. It’s open 10a-5p and it’s FREE!! You won’t regret it! #lakeland #visitcentralflorida #florida #sunshinestate #museums #art #architecture #photography

Polk Museum of Art

You can spend time exploring the galleries in Polk Museum of Art during your travels in Lakeland. Stroll along the lakeside or attend a sporting event in this family-friendly area.

Polk Museum of Art

Things to do

Picture 2 for Activity Tampa: Haunted Train Depot Ghost Adventure

Tampa Bay Area: VIP Haunted Train Depot Ghost Adventure

$53
per adult
Tampa Bay Area: VIP Haunted Train Depot Ghost Adventure
See all activities in Lakeland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.