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

SkyBeach Resort
Save 100% on your flight
Price was $667, price is now $420 per person
$420
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in St. Petersburg. Enjoy 2 outdoor pools, a private beach, and a marina. Popular attractions Salvador Dali Museum and Fort De Soto Park are located nearby.

Pier House 60 Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $1,834, price is now $1,111 per person
$1,111
per person
Apr 21 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.

Mar Bay Motel &Suites
Save 100% on your flight
Price was $681, price is now $432 per person
$432
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Chi Chi Rodriguez Golf Club are located nearby.

voco Sarasota by IHG
Save 100% on your flight
Price was $1,874, price is now $1,284 per person
$1,284
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this 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.

Pelican Pointe Clearwater Beach Hotel
Save 100% on your flight
Price was $1,631, price is now $1,121 per person
$1,121
per person
Apr 21 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, laundry facilities, and cable TV channels. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sand Key Park and Clearwater Beach are located nearby.

Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $1,819, price is now $1,255 per person
$1,255
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

The Beachview Inn Clearwater Beach
Save 100% on your flight
Price was $1,255, price is now $874 per person
$874
per person
Apr 21 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.

ChartHouse Clearwater Beach Marina Hotel
Price was $869, price is now $606 per person
$606
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Lakeland - Winter Haven Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Lakeland - 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.

Thu, Feb 5 - Sun, Feb 8
SJU
Luis Munoz Marin Intl.
MCO
Orlando Intl.
$124 Roundtrip, found 3 days ago
$124
Roundtrip
found 3 days ago

Thu, Feb 12 - Tue, Feb 24
SJU
Luis Munoz Marin Intl.
TPA
Tampa Intl.
$151 Roundtrip, found 5 days ago
$151
Roundtrip
found 5 days ago

Sat, Feb 21 - Sat, Feb 28
SEA
Seattle - Tacoma Intl.
MCO
Orlando Intl.
$161 Roundtrip, found 3 days ago
$161
Roundtrip
found 3 days ago

Thu, Mar 5 - Mon, Mar 9
SEA
Seattle - Tacoma Intl.
TPA
Tampa Intl.
$233 Roundtrip, found 21 hours ago
$233
Roundtrip
found 21 hours ago
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