Search Deals onWinter Haven Vacation Packages
Winter Haven Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Lantern Inn & Suites
Save 100% on your flight
Price was $464, price is now $298 per person
$298
per person
Dec 11 - Dec 16
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our reviews. Popular attractions Ca’ d’Zan and Sarasota Ballet are located nearby.

voco Sarasota by IHG
Save 100% on your flight
Price was $1,132, price is now $621 per person
$621
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $1,421, price is now $885 per person
$885
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

St Pete Beach Suites
Save 100% on your flight
Price was $573, price is now $372 per person
$372
per person
Nov 6 - Nov 9
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star motel in St. Pete Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Upham Beach are located nearby.

Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $840, price is now $551 per person
$551
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $585, price is now $384 per person
$384
per person
Dec 8 - Dec 12
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 breakfast (surcharge). Popular attractions Clearwater Beach and Sand Key Park are located nearby.

The Avalon Club
Save 100% on your flight
Price was $629, price is now $414 per person
$414
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

RumFish Beach at TradeWinds
Save 100% on your flight
Price was $460, price is now $306 per person
$306
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 4-star beach resort in St. Pete Beach. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Tropicana Field 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.

Wed, Oct 22 - Tue, Oct 28
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$87 Roundtrip, found 10 hours ago
$87
Roundtrip
found 10 hours ago

Sat, Nov 8 - Sat, Nov 8
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago

Sat, Oct 25 - Sat, Oct 25
ORD
O'Hare Intl.
TPA
Tampa Intl.
$117 Roundtrip, found 14 hours ago
$117
Roundtrip
found 14 hours ago

Sat, Oct 18 - Wed, Oct 22
LGA
LaGuardia
TPA
Tampa Intl.
$119 Roundtrip, found 4 days ago
$119
Roundtrip
found 4 days ago
Discover Other Travel Deals
- LEGOLAND® Florida Vacations
- Chain of Lakes Park Vacations
- Peppa Pig Theme Park Florida Vacations
- Theatre Winter Haven Vacations
- Northgate Shopping Center Vacations
- Indigo's Family Fun Center Vacations
- Cypresswood Golf and Country Club Vacations
- Chain Of Wakes Vacations
- Lake Henry Golf Club Vacations
- Rotary Park Vacations
- Sertoma Park Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations