Cleveland Heights Vacation Packages

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Top Holiday Package Deals in Cleveland Heights

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

Seasons Florida Resort

CA $456

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Orlando (MCO)

9/10 Wonderful! (3,855 reviews)

Westgate Cocoa Beach Resort

CA $1,699

per person

Nov 22 - Nov 28

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Orlando (MCO)

8.6/10 Excellent! (562 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

CA $1,439

per person

Nov 22 - Nov 29

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Orlando (MCO)

9.2/10 Wonderful! (1,002 reviews)

Pool was awesome.Villa was beautiful. We couldn’t enjoy the waterpark because it was closed for most of our stay. I wish we would have known this before booking.

Reviewed on Sep 11, 2026

Westgate Palace Hotel / Universal / I-Drive

International Drive District

CA $1,006

per person

Nov 15 - Nov 20

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Orlando (MCO)

9/10 Wonderful! (1,318 reviews)

The Delaney Hotel

South Orange

CA $887

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Orlando (MCO)

9.6/10 Exceptional! (1,202 reviews)

Where to stay in Cleveland Heights

Find the best Cleveland Heights areas and neighborhoods for the activities you enjoy most. Learn more about Cleveland Heights

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 Lake Mirror and Polk Theatre.

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

Lakeland Highlands

When in Lakeland Highlands, you can plan a visit to The Club at Eaglebrooke and Family Fun Center, some noteworthy sights in the nearby area.

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 Theatre.

Cleveland Heights Hotel Deals

Holiday Inn Winter Haven by IHG

200 Cypress Gardens Boulevard Winter Haven FL

Fully refundable

CA $146

CA $163 total

Sep 20 - Sep 21

includes taxes & fees

Legoland Florida Hotel

1 Legoland Way Winter Haven FL

CA $276

CA $363 total

Sep 15 - Sep 16

includes taxes & fees

8.6/10 Excellent! (194 reviews)

"My kids had a wonderful time at Legoland we can’t wait to go back."

Reviewed on Sep 14, 2026

Days Inn & Suites by Wyndham Lakeland

4502 N Socrum Loop Rd Lakeland FL

Fully refundableReserve now, pay when you stay

CA $78

CA $96 total

Oct 4 - Oct 5

includes taxes & fees

8.6/10 Excellent! (485 reviews)

"I had hair in my bathroom towels. The bed was comfy but the house keeping ladies made so much noise in the morning it was hard for me to enjoy my rest or even sleep in. I won't stay here again"

Reviewed on Sep 13, 2026

See all 928 properties in Cleveland Heights

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.