A greenhouse with hanging flower baskets and ivy-covered walls.

Longwood Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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

Top Longwood flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • A swimming pool with lounge chairs and palm trees, surrounded by a building with large windows.
    10 Dec - 15 Dec

    DoubleTree by Hilton at the Entrance to Universal Orlando + Flight

    Florida Center
    5 nights
    4.0 star property
    8.6/10 - Excellent (7,200 reviews)
    Return • Dublin (DUB) - Orlando (MCO)
    DUB - MCO • Direct MCO - DUB • Direct
    €855
    per traveller
    found 1 day ago
    DoubleTree by Hilton at the Entrance to Universal Orlando
  • A stone wall, a brown sofa with orange and yellow cushions, a glass table with a fire feature, and a wooden door with decorative glass panels.
    10 Dec - 15 Dec

    The Delaney Hotel + Flight

    South Orange
    5 nights
    3.5 star property
    9.6/10 - Exceptional (1,248 reviews)
    "First off the location! But LOVED EVERYTHING!"
    Reviewed November 9, 2026
    Return • Dublin (DUB) - Orlando (MCO)
    DUB - MCO • Direct MCO - DUB • Direct
    €1,517
    €1,009
    per traveller
    found 1 day ago
    The Delaney Hotel
  • A resort with a large pool, a water slide, and a beach area.
    10 Dec - 15 Dec

    Evermore Orlando Resort + Flight

    Orlando
    5 nights
    4.0 star property
    9.6/10 - Exceptional (861 reviews)
    Return • Dublin (DUB) - Orlando (MCO)
    DUB - MCO • Direct MCO - DUB • Direct
    €2,256
    €1,526
    per traveller
    found 1 day ago
    Evermore Orlando Resort
  • An aerial view of a resort with multiple swimming pools, landscaped gardens, and a bridge connecting different areas.
    10 Dec - 15 Dec

    JW Marriott Orlando Grande Lakes + Flight

    Orlando
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,010 reviews)
    "Great!"
    Reviewed November 9, 2026
    Return • Dublin (DUB) - Orlando (MCO)
    DUB - MCO • Direct MCO - DUB • Direct
    €1,305
    per traveller
    found 1 day ago
    JW Marriott Orlando Grande Lakes

Discover the most popular places to visit in Longwood

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.
See properties

What to do in Longwood

St. Johns River High-Tea Cruise Tour in Sanford

St. Johns River High-Tea Cruise Tour in Sanford

€49
per adult
100% of travellers recommend
St. Johns River High-Tea Cruise Tour in Sanford
See all activities in Longwood

Longwood Hotel Deals

A breakfast bar with a coffee machine, a waffle display, and a glass display case with pastries.

La Quinta Inn & Suites by Wyndham Orlando Lake Mary

La Quinta Inn & Suites by Wyndham Orlando Lake Mary
3.0 star property
5.7 km from Longwood
8.4 out of 10, Very good, (2,068 reviews)
The price is €86
includes taxes & fees
11 Nov - 12 Nov
La Quinta Inn & Suites by Wyndham Orlando Lake Mary
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.
See all properties in Longwood

Find out more about Longwood

Things to do in and around Longwood

Longwood, Florida, is perfect for a family getaway, offering a blend of outdoor activities and city charm. Visitors can enjoy a variety of attractions, including resorts, recreational areas, and golf courses. Key activities to explore include the Longwood Adventure, diving holidays, sightseeing tours, day trips, and fun tours, ensuring a memorable holiday experience for all.

Shopping

For a delightful shopping experience in Longwood, visit Winter Park Village, just 9.7km away, offering a vibrant mix of business and entertainment. Edgewater Plaza Shopping Center, located 14.5km away, and Hollie Anna Shopping Center, 12.9km away, both provide family-friendly vibes. If you're up for a drive, explore more options nearby.

Recreation

Immerse yourself in the tranquil surroundings of Kelly Park, a serene recreational area 17.7km from Longwood, perfect for relaxation. Enjoy cinematic delights at Enzian Theater, 9.7km away, offering a charming family atmosphere, or experience cultural performances at The Plaza Theatre, also 17.7km distant.

Adventure

Experience the thrill of climbing at Aiguille Rock Climbing Center, immerse yourself in the excitement of karting at Lil 500 Go-Karts, or enjoy a game at Lake Mary Tennis Center. Each venue offers unique adventure vibes perfect for an exhilarating day out in Longwood.

Nightlife

Longwood boasts a vibrant nightlife, with venues like the lively Blue Bamboo Centre offering live music and entertainment. For a laid-back evening, visit the historic Longwood Saloon, perfect for enjoying drinks and mingling with locals.

Find the best attractions near Longwood

Longwood, Florida, is an ideal destination for families seeking outdoor and city-themed adventures. Visitors can explore urban parks, art museums, and picturesque lakes. Notable attractions include the stunning Longwood Gardens, which offer a serene escape into nature. With a variety of outdoor activities and cultural experiences, Longwood caters to travellers looking for a delightful blend of family fun and urban exploration.

  • Boombah-Soldiers Creek Park: Located 3.2km from Longwood, this urban park offers a delightful blend of family-friendly activities in a scenic outdoor environment. Enjoy walking trails, picnic areas, and sports facilities, perfect for a relaxing day immersed in nature.
  • Orlando Science Center: Situated 14.5km away, this engaging science museum is ideal for families, featuring interactive exhibits that foster a love for learning. Discover the wonders of science and technology through hands-on experiences and captivating displays.
  • Full Sail University: Just 12.9km from Longwood, this historic college is renowned for its culture and innovative approach to education in arts and entertainment. Explore its vibrant campus and uncover the creative spirit that thrives here.

Best time to go to Longwood

The best time to visit Longwood is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Tips to save on your trip to Longwood

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Longwood.
  • Consider traveling to Longwood during the low season (August to September and November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Frequently Asked Questions

How much does a Longwood holiday package cost?

You'll find cheap prices from €855 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?

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