Longwood Vacation Packages
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Your Longwood Vacation
From its highlights to its hidden delights, this city is best experienced with a Longwood vacation package. Find somewhere to stay in Ivanhoe Village, which is good for dining, bars and pubs and shopping. You'll want to sightsee during your trip to Longwood. Find time for famous attractions like Altamonte Mall, Winter Park Village and Cranes Roost Park. Whatever your travel plans or budget, putting together a tailored Longwood vacation is a breeze with Expedia.
Top Longwood Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
CA $1,201
per person
Nov 28 - Dec 5
found 13 hours ago
Roundtrip flight included
Halifax (YHZ) to Orlando (MCO)
9/10 Wonderful! (1,334 reviews)
Overall, the property was nice, for a budget friendly option. The rooms were updated.
Reviewed on Oct 16, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
CA $1,835
per person
Jan 1 - Jan 8
found 19 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
This place was fantastic to stay at. We had a two bedroom cottage, the facilities were fantastic. All bedrooms ensuite, TVs in every room. Full kitchen and living room. Hot tub. Great pool nearby and sunset walk is five minutes walk away. They had live music in most nights and there is a lot of different food and drink places there.
Reviewed on Oct 15, 2026
The Delaney Hotel
South Orange
CA $1,399
per person
Jan 1 - Jan 8
found 2 days ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.6/10 Exceptional! (1,213 reviews)
Nice property, clean hotel! Sometimes loud, with the ambulances and helicopters going to the hospital, directly across the street. Beds are soft, so not very comfortable, wish they were more firm. Overall, nice stay though!
Reviewed on Oct 15, 2026
Ready to book your vacation to Longwood?
Longwood Hotel Deals
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
CA $310
CA $348 total
Nov 2 - Nov 3
includes taxes & fees
9.4/10 Exceptional! (4,555 reviews)
"It was at the airport and easy to get our bus for our disney cruise"
Reviewed on Oct 17, 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
Fully refundable
CA $131
CA $148 total
Nov 17 - Nov 18
includes taxes & fees
8.6/10 Excellent! (7,110 reviews)
"Staff was exceptional!"
Reviewed on Oct 16, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
CA $220
CA $247 total
Nov 8 - Nov 9
includes taxes & fees
9/10 Wonderful! (7,759 reviews)
"Excellent location and bus service to parks, fab theming and facilities including hot tub and lazy river."
Reviewed on Oct 16, 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)
Big Tree Park is just one of the places to see in Longwood, so why not enjoy the other things to explore during your travels? Amble around the area's lakeside or attend a sporting event.
Alaqua Country Club
Enjoy a round of golf in Longwood at Alaqua Country Club. While you're in the area, stroll along the lakeside.
Aiguille Rock Climbing Center
You can take time to visit Aiguille Rock Climbing Center during your travels to Longwood. Experience the area's acclaimed theater scene or attend a sporting event.
The Legacy at Alaqua Lakes
Enjoy a round of golf in Longwood at The Legacy at Alaqua Lakes. Stroll along the area's lakeside or experience its entertainment choices.
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
Commune with nature and explore the great outdoors at The Senator Tree during your travels in Longwood. Wander the lakeside or discover the area's sunsets.
What to do in Longwood
Bill Drill: All-Ages Tactical Adventure in Orlando
CA $138
per adult
100% of travellers recommend
Orlando Science Center General Admission Ticket
CA $41
per adult
Frequently asked questions
How much does a Longwood vacation package cost?
You'll find cheap prices from CA $772 on Expedia for your Longwood getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Longwood costs.
What are the cheapest months to go to Longwood?
Plan your getaway for the shoulder or low season and you're likely to find cheap Longwood vacation packages. Remember that public holidays and local festivals and events can have an impact on prices, so do a little research before you go.
How many days is enough for Longwood?
The ideal length for your Longwood vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to go to all the main attractions and explore some hidden gems along the way.
Is it worth booking a vacation package to Longwood?
It's no wonder a Longwood vacation is on the must-do list of many travellers. Top attractions like Boombah-Soldiers Creek Park are just the start of things to keep you busy here.
How to find the best Longwood package deals?
Finding a cheap Longwood package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a few filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Longwood package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Longwood vacation as a package?
You can enjoy significant savings on your Longwood escape by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
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 one week before you go. Don't want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Longwood?
- Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Longwood.
- Budget wisely: In addition to 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 may arise during your trip to Longwood.
- Work out your trip length: Think about how much time you'd like to spend exploring Longwood. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
- Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a Longwood vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
