Search Deals onWinter Haven Vacation Packages
Winter Haven Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Clearwater Suites
Save 100% on your flight
per person
Oct 16 - Oct 22
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Sand Key Park and Clearwater Beach are located nearby.
voco Sarasota by IHG
Save 100% on your flight
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Tampa (TPA)
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Innisbrook Resort
Save 100% on your flight
per person
Oct 1 - Oct 8
found 18 hours ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Stay at this 3.5-star 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.
The Westin Sarasota
Save 100% on your flight
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Tampa (TPA)
Stay at this 4-star spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Hampton Inn & Suites Clearwater Beach
Save 100% on your flight
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 3.5-star beach hotel in Clearwater Beach. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Sand Key Park and Clearwater Beach are located nearby.
The Avalon Club
Save 100% on your flight
per person
Oct 13 - Oct 16
found 1 hour ago
Roundtrip flight included
Nashville (BNA) to Tampa (TPA)
Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
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.
Fri, Aug 22 - Sun, Aug 31
MDW
Midway Intl.
TPA
Tampa Intl.
$66 Roundtrip, found 5 hours ago
$66
Roundtrip
found 5 hours ago
Tue, Sep 16 - Wed, Sep 17
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$72 Roundtrip, found 1 day ago
$72
Roundtrip
found 1 day ago
Tue, Sep 2 - Wed, Sep 3
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$90 Roundtrip, found 20 hours ago
$90
Roundtrip
found 20 hours ago
Thu, Sep 11 - Sat, Sep 20
BOS
Logan Intl.
TPA
Tampa Intl.
$100 Roundtrip, found 16 hours ago
$100
Roundtrip
found 16 hours ago
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