A garden with a central fountain, surrounded by white columns and covered walkways.

Haines City Vacations from $563

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The Latest Haines City Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 8 - Sep 12

    ChartHouse Clearwater Beach Marina Hotel + Flight

    Clearwater Beach
    4 nights
    2.0 star property
    9.6/10 - Exceptional (1,355 reviews)
    Roundtrip Boston (BOS) - Tampa (TPA)
    BOS - TPANonstop TPA - BOSNonstop
    Save 100% on your flight
    $887
    $563
    per traveler
    found 1 day ago
    ChartHouse Clearwater Beach Marina Hotel
  • Oct 8 - Oct 14

    Cedar Cove Resort and Cottages + Flight

    Holmes Beach
    6 nights
    3.0 star property
    9.2/10 - Wonderful (569 reviews)
    "Stayed for one night everything was in place very well thought off and cosy and very clean love the swing just out the door and seeing the shells all over and beach was amazing shower and beach chairs was in place staff was very friendly and had a home feeling I will be back"
    Reviewed August 5, 2026
    Roundtrip Boston (BOS) - Tampa (TPA)
    BOS - TPANonstop TPA - BOS1 stop
    Save 100% on your flight
    $2,260
    $1,388
    per traveler
    found 1 day ago
    Cedar Cove Resort and Cottages
  • Oct 10 - Oct 16

    St Pete Beach Suites + Flight

    St. Pete Beach
    6 nights
    3.0 star property
    9.2/10 - Wonderful (1,003 reviews)
    Roundtrip Boston (BOS) - Tampa (TPA)
    BOS - TPANonstop TPA - BOSNonstop
    Save 100% on your flight
    $1,464
    $920
    per traveler
    found 1 day ago
    St Pete Beach Suites
  • Oct 8 - Oct 14

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    6 nights
    4.0 star property
    9.6/10 - Exceptional (1,136 reviews)
    "This really is a nice and clean property, very well-maintained, they have so many staff members around and it’s obvious they really care about the place! Great view of the beach and sunset from our very private balcony on the 6th floor! The room was well-stocked with everything we needed. I highly recommend this place and would come back!"
    Reviewed August 4, 2026
    Roundtrip Boston (BOS) - Tampa (TPA)
    BOS - TPANonstop TPA - BOS1 stop
    Save 100% on your flight
    $1,616
    $1,091
    per traveler
    found 1 day ago
    Ocean Club Treasure Island Hotel
  • Sep 8 - Sep 12

    CW Hotel + Flight

    Clearwater Beach
    4 nights
    4.0 star property
    9.6/10 - Exceptional (56 reviews)
    "Amazing views and beautiful pool. Food was delicious! Definitely will be back."
    Reviewed August 6, 2026
    Roundtrip Boston (BOS) - Tampa (TPA)
    BOS - TPANonstop TPA - BOSNonstop
    Save 100% on your flight
    $936
    $653
    per traveler
    found 1 day ago
    CW Hotel

Where to stay in Haines City

Find the best Haines City areas and neighborhoods for the activities you enjoy most. Learn more about Haines City
Learn more about Haines City

Patterson Groves

Patterson Groves welcomes visitors to a peaceful residential retreat just outside the bustle of Orlando's tourist centers. This budget-friendly neighborhood features modern homes with private pools and manicured lawns. Golfers will appreciate the proximity to Southern Dunes Golf and Country Club. The area offers an authentic slice of suburban Florida living with tropical landscaping and quiet streets. Families enjoy spacious vacation rentals that cost less than theme park accommodations. A rental car is essential for exploring nearby attractions and reaching True Blue Winery or Lewis W Mathews Memorial Sports Complex.

Grenelefe

Grenelefe blends resort luxury with suburban comfort in Haines City's peaceful landscape. Championship golf courses with palm-lined fairways dominate this lush community. Tennis facilities and a clubhouse round out the recreational options for visitors seeking outdoor activities. The Mediterranean-style architecture creates a relaxed Florida atmosphere among manicured grounds. Resort pools offer refreshing breaks from the sunshine. Most visitors need a car or golf cart to explore, with nearby Lake Hatchineha and Southern Dunes Golf Club worth the short drive.

Villa Sorrento

Villa Sorrento offers a peaceful retreat for families seeking a quieter Florida experience away from Orlando's tourist bustle. This welcoming community features resort-style amenities including community pools and manicured landscapes. Golf enthusiasts will appreciate the proximity to Southern Dunes Golf and Country Club. Wide suburban streets lead to comfortable vacation homes with full kitchens and spacious layouts. Nearby lakes provide opportunities for fishing and water activities just a short drive away. Access to Orlando's famous attractions requires a car, typically 45-60 minutes of travel time.

Discover the most popular places to visit in Haines City

What to do in Haines City

Haines City Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Haines City vacation package cost?

You'll find cheap prices from $563 on Expedia for your Haines City escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Haines City costs.

What are the cheapest months to go to Haines City?

If you're looking to book a cheap Haines City vacation package, consider visiting in May, August and December. You're likely to find lower prices on flights and accommodations during these quieter months — perfect for a budget-friendly break.

How many days is enough for Haines City?

With a well-planned schedule, you can easily hit the main Haines City attractions in a few days. But if you'd like to discover hidden spots or go on day tours, consider booking your Haines City vacation for longer.

Is it worth booking a vacation package to Haines City?

Haines City has all the ingredients you need for a memorable getaway — walking trails, views and golfing are just the start. Whether you want to check out attractions like Southern Dunes Golf and Country Club and Southern Dunes Golf Club, or take the road less traveled, you'll find plenty to experience on your Haines City vacation.

How to find the best Haines City package deals?

Use Expedia's filters to help you find some tempting Haines City package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Haines City package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.

Is it cheaper to book a Haines City vacation as a package?

Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Haines City vacation by choosing your preferred accommodation type, airline and car class.

When to book a vacation package to Haines City?

Secure amazing discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Haines City adventure.

How to plan a trip to Haines City?

  1. Choose when to go: Check your schedule and get packing. Your preferred time of year and the type of activities available will also help you decide when to visit Haines City.
  2. Plan your budget wisely: Besides the price of your stay, you should factor in other expenses. These include food, flights and transportation. Also, set aside a little extra for unexpected expenses that could arise during your trip to Haines City.
  3. Organize your Haines City escape with Expedia's trip planning tool: Search for and book hotels and activities all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Haines City together.
  4. Determine how many days away: Start by listing all the activities and attractions you'd like to get to in Haines City. Then, estimate how long you'll need for each, along with any travel time.
  5. Combine your airfare and accommodations: After you've nailed down your dates and duration, book the perfect Haines City vacation package for you.
  6. Book any excursions or activities: Here's the fun part — organizing everything you want to see and do. Browse some of the top things to do in Haines City and reserve your tickets in advance to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Haines City vacation packages?

If you're like us, you love going away but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Haines City vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.

Book with confidence

Things to do in and around Haines City

Haines City, Florida, offers a fantastic blend of outdoor and family-friendly activities perfect for a vacation. Enjoy a variety of attractions, including golf courses and resorts, along with opportunities for outdoor fun and day trips. Whether you're looking to relax or explore popular local experiences, Haines City has something for everyone to enjoy.

Shopping

For shopping in Haines City, visit Northgate Shopping Center, just 7 miles away, offering a family-friendly vibe. If you're up for a drive, check out Eagle Ridge Mall and Havendale Plaza Shopping Center, both about 11 miles away, featuring a mix of entertainment and shopping options.

Recreation

Experience a round of golf at Southern Dunes Golf Club, where lush landscapes and a challenging course await. For relaxation, head to Lewis W Mathews Memorial Sports Complex, offering serene spaces for unwinding. Enjoy outdoor activities at Chain of Lakes Park, perfect for sports enthusiasts and nature lovers alike.

Adventure

Experience the thrill at Indigo's Billiards, Bowling & Games, an arcadeAdventureZone 9 miles from Haines City, perfect for family fun. For an aerial adventure, try Jump Florida Skydiving, located 11 miles away, or test your aim at Tenoroc Shooting Sports, 16 miles from the city.

Nightlife

For a fun night out in Haines City, visit Indigo's Family Fun Center, located 9 miles away. This lively drinking pub offers a mix of entertainment and romance, making it a great spot to unwind and enjoy the vibrant atmosphere. Perfect for a memorable evening.

Find the best attractions near Haines City

Haines City, Florida, offers an ideal vacation for families and outdoor enthusiasts, featuring popular attractions like amusement parks, lakes, and urban parks. Whether you're seeking thrilling rides or a relaxing beach experience, the area has something for everyone. Explore top local attractions and make the most of your trip with a variety of entertainment options to enjoy in and around Haines City.

  • LEGOLAND® Florida: Dive into a world of creativity and adventure at LEGOLAND® Florida, just 9 miles from Haines City. This family-friendly amusement park features thrilling rides, interactive attractions, and impressive LEGO displays, making it a perfect destination for families and LEGO enthusiasts alike.
  • ChampionsGate Golf Club: Located 11 miles away, ChampionsGate Golf Club offers a premier golfing experience with beautifully designed courses. Enjoy a friendly atmosphere, perfect for family outings or excursions, where both novice and experienced golfers can unwind and enjoy the sport.
  • Bok Tower Gardens: Experience tranquility and culture at Bok Tower Gardens, 12 miles from Haines City. This historic site features stunning gardens, a majestic carillon tower, and scenic views, making it an ideal spot for nature lovers and those seeking a peaceful retreat.

Best time to go to Haines City

The best time to visit Haines City is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Tips to save on your trip to Haines City

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Haines City.
  • Consider traveling to Haines City during the low season (August to September and November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.