Winter Haven Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Save 100% on your flight

per person

Apr 7 - Apr 10

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Mar Bay Motel &Suites

per person

Mar 27 - Mar 31

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 Safety Harbor Waterfront Park are located nearby.

The Avalon Club

Save 100% on your flight

per person

Apr 4 - Apr 7

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.

The Westin Sarasota

Save 100% on your flight

per person

Apr 13 - Apr 18

found 1 day ago

Roundtrip non-stop 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 St. Armands Circle are located nearby.

Comfort Suites Sarasota - Siesta Key

per person

Apr 24 - Apr 27

found 23 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Turtle Beach are located nearby.

voco Sarasota, an IHG Hotel

Save 100% on your flight

per person

Apr 13 - Apr 18

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 St. Armands Circle are located nearby.

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Apr 7 - Apr 10

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.

Kompose Boutique Hotel

Save 100% on your flight

per person

Apr 9 - Apr 13

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 breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Winter Haven Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.