Lake Hollingsworth Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Lake Hollingsworth Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Save 100% on your flight
Price was $808, price is now $467 per person
$467
per person
Aug 21 - Aug 28
found 23 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney Springs™ and ESPN Wide World of Sports Complex are located nearby.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Save 100% on your flight
Price was $1,489, price is now $817 per person
$817
per person
Aug 21 - Aug 25
found 4 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
The Delaney Hotel
South Orange
Save 100% on your flight
Price was $879, price is now $488 per person
$488
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Florida Mall are located nearby.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,926, price is now $1,085 per person
$1,085
per person
Aug 15 - Aug 22
found 21 hours ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bradenton Beach and Coquina Beach are located nearby.
CW Hotel
Save 100% on your flight
Price was $1,557, price is now $882 per person
$882
per person
Jul 20 - Jul 25
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Florida Hotel & Conference Center in the Florida Mall
Save 100% on your flight
Price was $969, price is now $552 per person
$552
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Orlando International Premium Outlets are located nearby.
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Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard Winter Haven FL
21.6 km from Lake Hollingsworth
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful ...
Days Inn & Suites by Wyndham Lakeland
4502 N Socrum Loop Rd Lakeland FL
9 km from Lake Hollingsworth
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Legoland Florida Hotel
1 Legoland Way Winter Haven FL
25.03 km from Lake Hollingsworth
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida ...
Howard Johnson by Wyndham Winter Haven FL
1300 3rd St Winter Haven FL
21.07 km from Lake Hollingsworth
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hyatt Place Lakeland Center
525 W Orange St Lakeland FL
2.94 km from Lake Hollingsworth
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and ...
SpringHill Suites by Marriott Lakeland
511 WEST LIME ST Lakeland FL
2.86 km from Lake Hollingsworth
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Staybridge Suites Winter Haven Auburndale by IHG
305 5th St NW and Avenue D NW Winter Haven FL
20.91 km from Lake Hollingsworth
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
Best Western Plus Winter Haven Inn & Suites
5801 Roosevelt Dr Winter Haven FL
25.5 km from Lake Hollingsworth
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Howard Johnson by Wyndham Lakeland
939 W. Robson St. Lakeland FL
7.57 km from Lake Hollingsworth
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
La Quinta Inn & Suites by Wyndham Lakeland West
1024 Lakeland Park Center Drive Lakeland FL
8.02 km from Lake Hollingsworth
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn & Suites Lakeland North I-4
3520 N Hwy 98 Lakeland FL
8.02 km from Lake Hollingsworth
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Best Western Plus Lakeland
4225 NEW TAMPA HWY Lakeland FL
7.38 km from Lake Hollingsworth
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn Winter Haven
202 Cypress Gardens Blvd Winter Haven FL
21.6 km from Lake Hollingsworth
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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See all available properties in Lake Hollingsworth
View all propertiesLowest 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.