Haines City Vacation Packages 2026 from $596

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Your Haines City Vacation

Get ready to experience Haines City on your own terms with a custom Haines City vacation package! Uncovering the best parts of this fascinating city is made simpler with a base in a neighborhood such as Cypress Gardens, which is great for families, among other things. Make your trip to Haines City even more exciting by going sightseeing. Southern Dunes Golf and Country Club, Southern Dunes Golf Club and Ridgewood Lakes Golf and Country Club are some of the major attractions you'll want to explore. Stop daydreaming and start doing. Explore the wide range of options on Expedia today and finally put your Haines City vacation plans into motion!

The Latest Haines City vacation packages

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

BAY INN

Temple Crest

Save 100% on your flight

$596

per person

Dec 8 - Dec 15

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Tampa (TPA)

6.2/10 (576 reviews)

Reviewed on Sep 18, 2026

Cedar Cove Resort and Cottages

Save 100% on your flight

$906

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (591 reviews)

A place to relax and enjoy the beach.

Reviewed on Sep 20, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$706

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,190 reviews)

Won’t Be Staying Here Again! Very disappointing experience. We were told over the phone around 1 PM that our room was available for early check-in and that we could go to the hotel. The man I spoke with was not particularly helpful and initially told me that the only way to find out was to come to the hotel. I specifically explained that I didn’t want to drive there just to find out that we had to wait and asked if he could simply check whether a room was available. He then told me that our room was available and that we could come. We left the beach specifically to go to the hotel (4 adults, a kid, and a dog), only to arrive around 2:15 PM and be told the room wasn’t ready yet but would be soon. No one followed up with us, and we ended up waiting for almost **2 hours** until I had to go back to the front desk at 4 PM (our official check-in time) to ask about the room. Also, we had an extra car and were told parking was completely full, forcing us to park elsewhere and pay a significant amount. However, we noticed many empty spaces throughout the night (up to 1 am), which made it feel like the front desk simply didn’t want to help. On top of that, the $80/day pet fee seemed very unreasonable. The property itself was nice, but the poor communication, parking situation, and extra fees made the stay frustrating. **We would not stay here again.**

Reviewed on Sep 20, 2026

Hibiscus Suites - Gateway to Siesta Key

Save 100% on your flight

$599

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.6/10 Excellent! (2,434 reviews)

Clean Room, excelent location.

Reviewed on Sep 18, 2026

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$708

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,004 reviews)

The service was wonderful

Reviewed on Sep 20, 2026

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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

A citrus orchard with rows of trees bearing fruit.

Patterson Groves

While there might not be top attractions in Patterson Groves, you can explore the larger area and discover places like Southern Dunes Golf and Country Club and Lewis W Mathews Memorial Sports Complex.

Grenelefe

If you're looking for some top things to see and do in Grenelefe and surrounding area, you can visit Lake Marion and Snodgrass Island.

An aerial view of a historic estate with terracotta-roofed buildings, a central courtyard, and surrounding landscaped gardens.

Villa Sorrento

While there might not be top attractions in Villa Sorrento, you can explore the larger area and discover places like Southern Dunes Golf and Country Club and Lewis W Mathews Memorial Sports Complex.

Stay near popular Haines City attractions

Southern Dunes Golf and Country Club

7.8/10 (15 reviews)

This championship course challenges with over 100 feet of elevation changes and strategic bunkers across rolling fairways. Test your skills on the fast greens, then enjoy a post-round meal at the clubhouse.

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Hatchineha Unit

Nestled along Lake Hatchineha in Florida, this peaceful residential community offers serene water views. Enjoy morning fishing or afternoon boat rides on the Kissimmee Chain of Lakes.

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Little Lake Hamilton

Commune with nature and explore the great outdoors at Little Lake Hamilton during your travels in Haines City. You can seek out the golf courses while in the area.

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Snodgrass Island

This natural island near Haines City offers a tranquil escape from urban life amid undeveloped landscapes. Bring water and comfortable shoes for exploring its serene waterside setting during pleasant spring or fall days.

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What to do in Haines City

LEGOLAND® Florida Tickets

$33

per traveler

86% of travellers recommend

LEGOLAND Florida FasTrack Pass

$87

per traveler

Airboat Ride at Boggy Creek Airboats with Hotel Pickup

$139

per adult

96% of travellers recommend

See all activities in Haines City

Haines City Hotel Deals

Rodeway Inn & Suites Haines City - Winter Haven

605 B Moore Rd Haines City FL

Fully refundable

$81 nightly

$90 total

Sep 23 - Sep 24

Total with taxes and fees

7.6/10 Good! (935 reviews)

"No real coffee. It's a clean room and it was quiet."

Reviewed on Sep 18, 2026

Disney Family Retreat, 3 Bedroom with Private Pool/Spa and Game Room

Haines City FL

9/10 Wonderful! (29 reviews)

"As advertised had a great stay!"

Reviewed on Sep 16, 2026

Get rates

Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater

Haines City FL

$371 nightly

$410 total

Sep 22 - Sep 23

Total with taxes and fees

8.8/10 Excellent! (91 reviews)

"Very clean and beautiful home"

Reviewed on Aug 24, 2026

See all 927 properties in Haines City

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.

Find the Best Haines City Vacation Packages

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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	60.6°F (15.9°C)	Light Rain	Mostly Sunny	Average	Average
February	64.6°F (18.1°C)	No Rain	Mostly Sunny	Average	Average
March	67.8°F (19.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
April	72.9°F (22.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
May	77.4°F (25.2°C)	Light Rain	Mostly Sunny	Slightly Low	Average
June	80.8°F (27.1°C)	Moderate Rain	Mostly Sunny	Average	Average
July	81.9°F (27.7°C)	Moderate Rain	Mostly Sunny	Average	Average
August	82.0°F (27.8°C)	Moderate Rain	Mostly Sunny	Average	Slightly Low
September	79.9°F (26.6°C)	Moderate Rain	Mostly Sunny	Slightly High	Slightly Low
October	74.8°F (23.8°C)	Light Rain	Mostly Sunny	Average	Average
November	68.2°F (20.1°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
December	64.4°F (18.0°C)	No Rain	Mostly Sunny	Slightly Low	Slightly High

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.

Haines City Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Orlando Intl. Airport (MCO)
Population	22,800
Max Temp Winter	70ºF
Max Temp Summer	90ºF
Top Sights	LEGOLAND® Florida, Theatre Winter Haven and True Blue Winery

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Frequently asked questions

How much does a Haines City vacation package cost?

You'll find cheap prices from $596 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?

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.
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.
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.
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.
Combine your airfare and accommodations: After you've nailed down your dates and duration, book the perfect Haines City vacation package for you.
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.

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Packages

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

Haines City Vacations from $596

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Haines City Vacation

The Latest Haines City vacation packages

BAY INN

Cedar Cove Resort and Cottages

Ocean Club Treasure Island Hotel

Hibiscus Suites - Gateway to Siesta Key

voco Sarasota by IHG

Where to stay in Haines City

Patterson Groves

Grenelefe

Villa Sorrento

Stay near popular Haines City attractions

Southern Dunes Golf and Country Club

Hatchineha Unit

Little Lake Hamilton

Snodgrass Island

What to do in Haines City

LEGOLAND® Florida Tickets

LEGOLAND Florida FasTrack Pass

Airboat Ride at Boggy Creek Airboats with Hotel Pickup

Haines City Hotel Deals

Rodeway Inn & Suites Haines City - Winter Haven

Disney Family Retreat, 3 Bedroom with Private Pool/Spa and Game Room

Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater

Find the Best Haines City Vacation Packages

Things to do in and around Haines City

Find the best attractions near Haines City

Best time to go to Haines City

Tips to save on your trip to Haines City

Haines City Essential Information

More vacations you might like

Frequently asked questions

Explore a world of travel with Expedia

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