Lakeland Highlands Vacation Packages 2026 from $424

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.

Westgate Blue Tree Resort in Lake Buena Vista

Save 100% on your flight

$424

per person

Nov 20 - Nov 25

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

The stay was immaculate. It was secluded and quiet. The perfect resting place for celebrating my husband’s birthday. We were near everything we wanted to enjoy. The staff was amazing; Morgan gave an excellent introduction to the property and we enjoyed throughly and hassle free. We will be returning in November for a concert after this amazing experience! Our pets enjoyed the property and the quiet and calm ambiance really helped them to relax into a new space.

Reviewed on Sep 14, 2026

The Delaney Hotel

South Orange

$716

per person

Dec 3 - Dec 10

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9.6/10 Exceptional! (1,202 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

$801

per person

Nov 26 - Dec 1

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9.2/10 Wonderful! (1,002 reviews)

The waterpark was only open Friday thru Sunday so we used it one day because we left Saturday morning for the airport. As soon as we got in we were coraled to investing and them trying to plan a time for us to talk about the timeshare. That wasn't what we were there for then got kinda snotty when we said no multiple times.we never received our complementary margaritas.The cabinets had bugs in the glasses, in the toilets and showers.The freezer kept freezing up with the ice so we had to fix it each day. A picture over our couch had a spit of chew on it the TV in living room at the top has a line going thru it so that is starting to go and one of the tvs in the bedroom didn't even work. I was truly disappointed for this resort with all the referrals I got. Thank you!

Reviewed on Sep 20, 2026

Disney's Animal Kingdom Lodge

Bay Lake

$1,091

per person

Oct 26 - Oct 30

found 21 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9/10 Wonderful! (1,003 reviews)

Is definitely an experience for the wallet and the soul.

Reviewed on Sep 18, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Save 100% on your flight

$474

per person

Nov 26 - Dec 1

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.4/10 Very Good! (7,020 reviews)

Great experience definitely would go back again. Had a few little incidents, but staff was on it. Just make sure to bring towels extra blankets.

Reviewed on Sep 20, 2026

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

A calm lake with lily pads, surrounded by a park with palm trees and buildings.

Downtown Lakeland

3 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.

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 Veterans Park 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

1 out of top 10 points of interest in this area

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

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

Holiday Inn Winter Haven by IHG

200 Cypress Gardens Boulevard Winter Haven FL

Fully refundable

$110 nightly

$123 total

Sep 27 - Sep 28

Total with taxes and fees

9/10 Wonderful! (1,003 reviews)

"Room with king size bed. Comfortable and clean. Nice desk but I didn’t really have a chance to use it since I was only there overnight. Breakfast was included. It was ok. Nothing special,"

Reviewed on Sep 20, 2026

Legoland Florida Hotel

1 Legoland Way Winter Haven FL

$231 nightly

$259 total

Sep 22 - Sep 23

Total with taxes and fees

8.6/10 Excellent! (197 reviews)

"Hotel itself was fine, no issues there. The front desk staff, on the other hand, was awful. There were 3-4 of them all much more interested in talking to each other, seemed annoyed to even greet me, couldn't answer a simple question (I asked where the breakfast was, the staff member said there was ..."

Reviewed on Sep 16, 2026

Days Inn & Suites by Wyndham Lakeland

4502 N Socrum Loop Rd Lakeland FL

Fully refundableReserve now, pay when you stay

$63 nightly

$69 total

Oct 11 - Oct 12

Total with taxes and fees

See all 1,018 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.