Longwood Vacations from ￥232,158
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
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The Latest Longwood Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Florida Hotel & Conference Center in the Florida Mall
￥232,158
per person
Nov 15 - Nov 21
found 6 hours ago
Roundtrip flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,386 reviews)
Clean room. Helpful, knowledgeable and courteous staff. Starbucks was open. Many shops, stores and restaurants nearby. Great Asian takeout located in the Florida Mall. Ample parking.
Reviewed on Sep 5, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
￥383,442
per person
Oct 24 - Oct 30
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
Pool was awesome.Villa was beautiful.
We couldn’t enjoy the waterpark because it was closed for most of our stay. I wish we would have known this before booking.
Reviewed on Sep 11, 2026
Arnold Palmer's Bay Hill Club & Lodge
Bay Hill
￥330,365
per person
Nov 4 - Nov 11
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Loved everything about the hotel! We had a room with a view of the golf course. Had breakfast every morning at the course it was really good!! I'd definitely stay there again
Reviewed on Sep 7, 2026
Find the Best Longwood Vacation Packages
Longwood Hotel Deals
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
￥19,084
￥21,469 total
Sep 15 - Sep 16
includes taxes & fees
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
￥22,870
￥25,729 total
Sep 15 - Sep 16
includes taxes & fees
9/10 Wonderful! (7,618 reviews)
"Food needs to be better fries in 3 restaurants came out cold"
Reviewed on Sep 11, 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
￥14,232
￥16,010 total
Sep 27 - Sep 28
includes taxes & fees
8.6/10 Excellent! (7,001 reviews)
"The room was very clean. The only issue was the bus going to universal did not have a schedule. But everything else was fine would recommend"
Reviewed on Sep 11, 2026
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.
Stay near popular Longwood attractions
Big Tree Park
6.0/10 (1 review)
Walk among ancient cypress trees, including 2,000-year-old 'Lady Liberty' on a serene boardwalk through a natural swamp. The park honors 'The Senator,' once a 3,500-year-old giant, with a memorial.
The Legacy at Alaqua Lakes
This Tom Fazio-designed course combines challenging golf with natural beauty as an Audubon International Sanctuary. Enjoy meticulously maintained fairways and a stylish clubhouse.
Lake Brantley Field House
Catch an event at Lake Brantley Field House during your trip to Longwood. Stroll along the lakeside or visit the shops while you're in the area.
Aiguille Rock Climbing Center
Central Florida's premier indoor climbing facility offers routes for all skill levels in a welcoming environment. Explore top-rope and bouldering areas with certified instructors to guide your vertical adventure.
The Senator Tree
Once the world's oldest cypress tree at 3,500 years old, The Senator now exists as a preserved stump in Big Tree Park. Visit its clone "The Phoenix" and the 2,000-year-old Lady Liberty cypress nearby.
What to do in Longwood
Bill Drill: All-Ages Tactical Adventure in Orlando
￥15,665
per adult
100% of travellers recommend
St. Johns River High-Tea Cruise Tour in Sanford
￥9,125
per adult
100% of travellers recommend
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour
￥18,829
per adult
100% of travellers recommend
Frequently asked questions
How much does a Longwood vacation package cost?
You'll find cheap prices from ￥232,158 on Expedia for your Longwood break. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Longwood costs.
What are the cheapest months to go to Longwood?
To pick up cheap Longwood vacation packages, organize your trip outside of peak times like public holidays and major festivals. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for Longwood?
The ideal duration for your Longwood vacation depends on what you'd like to see. Typically, a handful of days to a week will give you time to go to all the leading sights and explore some hidden spots along the way.
Is it worth booking a vacation package to Longwood?
Longwood is a good vacation destination with attractions like Boombah-Soldiers Creek Park among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, a Longwood vacation promises fun for everyone.
How to find the best Longwood package deals?
Landing a cheap Longwood package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Longwood package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Longwood vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still get the freedom to create a customized Longwood vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Longwood?
If you're considering a spontaneous Longwood adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Longwood?
- Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Longwood.
- Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to flights and experiences. Your accommodations will probably be the largest expense during your trip to Longwood.
- Set the duration of your trip: Start by making a list of all the attractions and activities you want to experience in Longwood. Then, estimate how long you'll need for each, along with any travel time.
- Combine your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the ideal Longwood vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
