Longwood Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Longwood Vacation Packages

Longwood Hotel Deals

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is SARĀ 672 per night from Jul 20 to Jul 21
SARĀ 672
SARĀ 756 total
20 Jul - 21 Jul
includes taxes & fees
Hyatt Regency Orlando International Airport
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is SARĀ 563 per night from Jul 22 to Jul 23
SARĀ 563
SARĀ 634 total
22 Jul - 23 Jul
includes taxes & fees
9/10 Wonderful! (7,214 reviews)
"Great location, early entry, close to Volcano Bay, buses to all the parks"

Reviewed on 17 July 2026

Universal's Cabana Bay Beach Resort
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3 out of 5
7125 Universal Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is SARĀ 391 per night from Aug 11 to Aug 12
SARĀ 391
SARĀ 439 total
11 Aug - 12 Aug
includes taxes & fees
9.2/10 Wonderful! (5,395 reviews)
"Mmjkk"

Reviewed on 16 July 2026

Universal's Endless Summer Resort - Dockside Inn and Suites
See all 5,667 properties in Longwood
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.
See properties

Frequently asked questions

How much does a Longwood vacation package cost?
You'll find cheap prices 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 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.