Search Deals onWinter Haven Vacation Packages
Winter Haven Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Blue Wave Suites
Price was $274, price is now $152 per person
$152
per person
Dec 10 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
The room was clean and perfect. Great location and a great place to stay!! Loved the outdoor balcony and so easy to check in and check out with the kiosk
Reviewed on Nov 1, 2026
CW Resort
Price was $1,024, price is now $574 per person
$574
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
ChartHouse Clearwater Beach Marina Hotel
Price was $802, price is now $453 per person
$453
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Innisbrook Resort
Price was $744, price is now $423 per person
$423
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this spa resort in Palm Harbor. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Innisbrook Golf Club and Leepa-Rattner Museum of Art are located nearby.
Wyndham Grand Clearwater Beach
Price was $430, price is now $247 per person
$247
per person
Dec 10 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Wonderful hotel with nice beachfront location equipped with cabanas to relax on. The on site restaurant Ocean Hai serves excellent dinner with special emphasis on seafood.
Reviewed on Nov 6, 2026
The Avalon Club
Price was $1,138, price is now $659 per person
$659
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this aparthotel in Clearwater Beach. Enjoy a fitness center, parking (surcharge), and in-room massages. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Cedar Cove Resort and Cottages
Price was $1,053, price is now $642 per person
$642
per person
Jan 22 - Jan 25
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton
Price was $934, price is now $601 per person
$601
per person
Jan 22 - Jan 25
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this historic hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
Parking is $52 per night. Ugh. No bellman service. Awkward entry points with steps.
Reviewed on Nov 6, 2026
Winter Haven Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winter Haven Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Jan 11 - Fri, Jan 15
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$78 Roundtrip, found 4 days ago
$78
Roundtrip
found 4 days ago
Sun, Jan 10 - Thu, Jan 14
TTN
Mercer
PIE
St. Petersburg-Clearwater Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Mon, Jan 11 - Thu, Jan 21
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$93 Roundtrip, just found
$93
Roundtrip
just found
Sat, Nov 14 - Sat, Dec 5
CLE
Hopkins Intl.
TPA
Tampa Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
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