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.
The Delaney Hotel
South Orange
CA $833
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.6/10 Exceptional! (1,178 reviews)
We had a great stay at this hotel. The room was clean, comfortable, and well maintained, and the staff was friendly and welcoming. The location was also very convenient, making it easy to get around and enjoy the area.
Overall, it was a very pleasant experience and a good value for the price. I would definitely recommend this hotel and would be happy to stay here again.
Reviewed on Aug 7, 2026
Ready to book your vacation to Longwood?
Longwood Hotel Deals
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
Fully refundable
CA $109
CA $123 total
Sep 2 - Sep 3
includes taxes & fees
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
CA $205
CA $231 total
Aug 23 - Aug 24
includes taxes & fees
9/10 Wonderful! (7,459 reviews)
"This was my second stay at Universal’s Cabana Bay Beach Resort, and overall, I really enjoyed the hotel. I stayed for 8 days and 7 nights with my daughters, and there were many things we loved about the resort. The room was clean upon arrival, although there was some hair in the shower, which was ..."
Reviewed on Aug 8, 2026
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
CA $142
CA $160 total
Aug 20 - Aug 21
includes taxes & fees
9.2/10 Wonderful! (5,543 reviews)
"It did not have a microwave in the room or tea. Had to go downstairs to buy and my son was not well it was a bit of an inconvenience. Would have like a bottle of water in the room for when we arrived. It was really hot. Was there for 13 days and the food choices was a bit redundant. The shrimp tacos ..."
Reviewed on Aug 8, 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.
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.
Aiguille Rock Climbing Center
You can take time to visit Aiguille Rock Climbing Center during your travels to Longwood. Experience the area's great live music or attend a sporting event.
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
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour
CA $125
per child
100% of travellers recommend
Basic Drill: Introductory Indoor Tactical Experience Orlando
CA $97
per adult
100% of travellers recommend
Frequently asked questions
How much does a Longwood vacation package cost?
You'll find cheap prices from CA $576 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.
