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

Mar Bay Motel &Suites
Save 100% on your flight
per person
May 1 - May 5
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.

Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
May 31 - Jun 6
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.

The Avalon Club
Save 100% on your flight
per person
Apr 28 - May 1
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Pier 60 Park are located nearby.

Lido Islander Inn
Save 100% on your flight
per person
May 8 - May 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star motel in Sarasota. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

voco Sarasota by IHG
Save 100% on your flight
per person
Jun 10 - Jun 14
found 2 days ago
Roundtrip 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 St. Armands Circle and Lido Beach are located nearby.

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
Save 100% on your flight
per person
Apr 30 - May 7
found 1 day ago
Roundtrip non-stop flight included
Wilkes-Barre (AVP) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.

Plaza Beach Hotel Beachfront Resort
Save 100% on your flight
per person
May 17 - May 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.

Hilton St. Petersburg Bayfront
Save 100% on your flight
per person
May 1 - May 5
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in St. Petersburg. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Bay and Salvador Dali Museum 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.

Fri, May 16 - Sun, May 18
SJU
Luis Munoz Marin Intl.
MCO
Orlando Intl.
$148 Roundtrip, found 1 hour ago
$148
Roundtrip
found 1 hour ago

Sat, Apr 19 - Mon, Apr 28
SJU
Luis Munoz Marin Intl.
TPA
Tampa Intl.
$166 Roundtrip, found 2 days ago
$166
Roundtrip
found 2 days ago

Fri, May 2 - Wed, May 7
SEA
Seattle - Tacoma Intl.
MCO
Orlando Intl.
$255 Roundtrip, found 6 days ago
$255
Roundtrip
found 6 days ago

Mon, Apr 28 - Wed, Apr 30
SEA
Seattle - Tacoma Intl.
TPA
Tampa Intl.
$261 Roundtrip, found 1 day ago
$261
Roundtrip
found 1 day ago
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