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Lakeland - Winter Haven Vacation Packages

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Lakeland - Winter Haven Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $945, price is now $603 per person
$603
per person
Nov 5 - Nov 12
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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,416, price is now $815 per person
$815
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop 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

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,913, price is now $1,129 per person
$1,129
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop 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 Sand Key Park are located nearby.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,757, price is now $1,042 per person
$1,042
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star 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 Clearwater Beach and Sand Key Park are located nearby.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,055, price is now $634 per person
$634
per person
Nov 9 - Nov 15
found 1 day 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 Lido Beach and Siesta Key Beach are located nearby.
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,324, price is now $852 per person
$852
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,190, price is now $776 per person
$776
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $957, price is now $627 per person
$627
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

Lakeland - Winter Haven Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $715, price is now $448 per person
$448
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $900, price is now $532 per person
$532
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $916, price is now $566 per person
$566
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $931, price is now $578 per person
$578
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Lakeland - Winter Haven Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,055, price is now $634 per person
$634
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,416, price is now $815 per person
$815
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,913, price is now $1,129 per person
$1,129
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,757, price is now $1,042 per person
$1,042
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Nov 17 - Wed, Nov 19
SJU
Luis Munoz Marin Intl.
MCO
Orlando Intl.
$156 Roundtrip, found 1 day ago
$156
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Nov 17 from Luis Munoz Marin Intl. to Orlando Intl., returning Wed, Nov 19, priced at $156 found 1 day ago
Frontier Airlines
Thu, Oct 30 - Sun, Nov 2
SJU
Luis Munoz Marin Intl.
TPA
Tampa Intl.
$192 Roundtrip, found 3 days ago
$192
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Oct 30 from Luis Munoz Marin Intl. to Tampa Intl., returning Sun, Nov 2, priced at $192 found 3 days ago
Frontier Airlines
Mon, Oct 13 - Fri, Oct 24
SEA
Seattle - Tacoma Intl.
MCO
Orlando Intl.
$226 Roundtrip, found 4 days ago
$226
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Oct 13 from Seattle - Tacoma Intl. to Orlando Intl., returning Fri, Oct 24, priced at $226 found 4 days ago
Frontier Airlines
Thu, Oct 16 - Thu, Oct 23
PAE
Seattle Paine Field Intl. Airport
MCO
Orlando Intl.
$230 Roundtrip, found 4 days ago
$230
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Oct 16 from Seattle Paine Field Intl. Airport to Orlando Intl., returning Thu, Oct 23, priced at $230 found 4 days ago