Longwood Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Longwood
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
S$298
14 Sept - 15 Sept
includes taxes & fees
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
S$214
21 Sept - 22 Sept
includes taxes & fees
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
S$169
9 Sept - 10 Sept
includes taxes & fees
9.2/10 Wonderful! (5,717 reviews)
"This is an excellent resort for going to universal. Good value. Nice pool area and great rooms. We got a suite with the bedroom and it was excellent."
Reviewed on 7 Sept, 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 honours '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.
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.
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.
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
S$126
per adult
100% of travellers recommend
Orlando Science Center General Admission Ticket
S$37
per adult
Frequently asked questions
How much does a Longwood holiday package cost?
You'll find cheap prices 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 holiday to Longwood costs.
What are the cheapest months to go to Longwood?
To pick up cheap Longwood holiday packages, organise 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 holiday 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 holiday package to Longwood?
Longwood is a good holiday destination with attractions like Boombah-Soldiers Creek Park among the many things to keep you entertained. Whether you're travelling with the family or getting away with friends, a Longwood holiday 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 holiday as a package?
Expedia holiday 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 customised Longwood holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday 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 accommodation 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 accommodation: Once you've nailed down your trip dates and duration, lock in the ideal Longwood holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
