A crocodile resting on a log near a body of water with greenery around.

Lakeland Highlands Vacations from $249

Book a Hotel + Flight or Car together to unlock savings

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.
  • A hotel with a central pool area, multiple water slides, and a surrounding pool.
    Jan 11 - Jan 15

    Westgate Vacation Villas Resort + Flight

    Kissimmee
    4 nights
    4.0 star property
    8.2/10 - Very good (2,134 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    Save 100% on your flight
    $492
    $249
    per traveler
    found 1 day ago
    Westgate Vacation Villas Resort
  • A spacious lobby with high ceilings, wooden beams, and a large window offering a view of the sky. Furnishings include wicker chairs and tables, and the area is well-lit with hanging lamps.
    Dec 15 - Dec 20

    Disney's Animal Kingdom Lodge + Flight

    Bay Lake
    5 nights
    4.5 star property
    9.0/10 - Wonderful (1,005 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $3,203
    $1,646
    per traveler
    found 2 days ago
    Disney's Animal Kingdom Lodge
  • A stone wall, a brown sofa with orange and yellow cushions, a glass table with a fire feature, and a wooden door with decorative glass panels.
    Jan 10 - Jan 15

    The Delaney Hotel + Flight

    South Orange
    5 nights
    3.5 star property
    9.6/10 - Exceptional (1,245 reviews)
    "Small hotel where they can truly meet your needs. The staff is very friendly, and helpful. We stay in Orlando usually 1x a year, going forward this is the only place we are staying. I love that it’s quiet free from rift raft, the rooms are big, and they have a gym. We didn’t go to the restaurant but did end up ordering room service. And it was good. It came quickly, and it was correct. I just really appreciate how accommodating this hotel was and definitely recommend it to others to give it a..."
    Reviewed November 8, 2026
    Roundtrip • Boston (BOS) - Orlando (MCO)
    BOS - MCO • Nonstop MCO - BOS • Nonstop
    $998
    $516
    per traveler
    found 2 days ago
    The Delaney Hotel
  • A deck with lounge chairs and tables overlooking a beach with palm trees and ocean waves.
    Jan 25 - Jan 29

    Westgate Cocoa Beach Resort + Flight

    Cocoa Beach
    4 nights
    4.0 star property
    8.6/10 - Excellent (578 reviews)
    "The beaches across the street. The pools are nice however I had a room right next to the pool and they play music up until 9:00pm at night. So if you just trying to rest that will not happen. The music just kept playing all day long."
    Reviewed November 8, 2026
    Roundtrip • Philadelphia (PHL) - Orlando (MCO)
    PHL - MCO • Nonstop MCO - PHL • Nonstop
    $992
    $513
    per traveler
    found 12 hours ago
    Westgate Cocoa Beach Resort
  • A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.
    Jan 14 - Jan 19

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Boston (BOS) - Orlando (MCO)
    PSM - MCO • 1 stop MCO - BOS • Nonstop
    Save 100% on your flight
    $1,575
    $850
    per traveler
    found 2 days ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Where to stay in Lakeland Highlands

Find the best Lakeland Highlands areas and neighborhoods for the activities you enjoy most.
A sunset over a body of water with a park and a distant city skyline.
Photo by Rachel Graves
Open Photo by Rachel Graves

Downtown Lakeland

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

A garden with a central fountain, surrounded by white columns and covered walkways.

Lake Hollingsworth

If you're spending some time in Lake Hollingsworth, Lake Hollingsworth and Beerman Family Tennis Center are top sights worth seeing.

A circular fountain with a statue in the center, surrounded by palm trees and a building with a red roof in the background.

South Lake Morton

If you're looking for some top things to see and do in South Lake Morton and surrounding area, you can visit Lake Mirror and Polk Theatre.

A wooden boardwalk by a lake with trees and a bench.

Dixieland

While there might not be top attractions in Dixieland, you can explore the larger area and discover places like RP Funding Center and Polk Museum of Art.

A large body of water with a dock and pelicans, surrounded by buildings and trees.

East Lake Morton

If you're spending some time in East Lake Morton, Lake Mirror and Lake Morton are top sights worth seeing.

Lakeland Highlands Hotel Deals

A modern kitchen area with a central island, bar stools, and a seating area with a sofa and chairs.

Hampton Inn & Suites Lakeland-South Polk Parkway

Hampton Inn & Suites Lakeland-South Polk Parkway
2.5 star property
3.4 mi from Lakeland Highlands
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean Room."
$118 nightly
The price is $132
Nov 27 - Nov 28
Total with taxes and fees
Hampton Inn & Suites Lakeland-South Polk Parkway
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.
See all properties in Lakeland Highlands
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.