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

Longwood Holidays from £958

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Your Longwood Holiday

From its highlights to its hidden delights, this city is best experienced with a Longwood holiday 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 holiday is a breeze with Expedia.

Top Longwood flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 9 Jan - 15 Jan

    The Delaney Hotel + Flight

    South Orange
    6 nights
    3.5 star property
    9.6/10 - Exceptional (1,244 reviews)
    "Great Hotel. Well Located and the staff is very friendly!"
    Reviewed November 6, 2026
    Return • London (LON) - Orlando (MCO)
    LGW - MCO • Direct MCO - LHR • 1 stop
    £1,460
    £958
    per traveller
    found 1 day ago
    The Delaney Hotel
  • 9 Jan - 15 Jan

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Return • London (LON) - Orlando (MCO)
    LGW - MCO • Direct MCO - LHR • 1 stop
    £2,081
    £1,043
    per traveller
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • 11 Dec - 15 Dec

    Evermore Orlando Resort + Flight

    Orlando
    4 nights
    4.0 star property
    9.6/10 - Exceptional (859 reviews)
    Return • London (LHR) - Orlando (MCO)
    LHR - MCO • 1 stop MCO - LHR • 1 stop
    £1,709
    £1,209
    per traveller
    found 2 hours ago
    Evermore Orlando Resort
  • 22 Dec - 28 Dec

    Magic Village Yards, Trademark Collection by Wyndham + Flight

    Kissimmee
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,213 reviews)
    Return • Manchester (MAN) - Orlando (MCO)
    MAN - MCO • 1 stop MCO - MAN • Direct
    £3,010
    £2,133
    per traveller
    found 0 hours ago
    Magic Village Yards, Trademark Collection by Wyndham
  • 22 Dec - 28 Dec

    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive + Flight

    International Drive District
    6 nights
    3.0 star property
    7.8/10 - Good (636 reviews)
    "It was a newly remodeled property. Everything was real nice. Ran smooth. Would definitely stay there again."
    Reviewed November 6, 2026
    Return • Manchester (MAN) - Orlando (MCO)
    MAN - MCO • 1 stop MCO - MAN • Direct
    £1,600
    £1,137
    per traveller
    found 0 hours ago
    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Discover the most popular places to visit in Longwood

What to do in Longwood

Longwood Hotel Deals

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.

Find out more about Longwood

Things to do in and around Longwood

Longwood offers a delightful mix of family-friendly outdoor activities and city-themed attractions. Visitors can explore scenic resort areas, enjoy recreational parks, and indulge in a round of golf. Key experiences include sightseeing tours, exciting Longwood adventures, day trips, and fun tours, making it an ideal destination for a diverse holiday experience.

Shopping

In Longwood, indulge in shopping at Altamonte Mall, just 4.8km away, featuring a vibrant mix of shops and entertainment. For more options, consider visiting All Fired Up and Lee Road Shopping Center, both 12.9km away, offering a family-friendly atmosphere and diverse shopping experiences.

Recreation

The Seminole County Sports Complex, 12.9km from Longwood, offers a tranquil atmosphere perfect for relaxation and wellness activities. Meanwhile, the Casselberry Golf Club, located 4.8km away, provides a vibrant outdoor experience, ideal for sports enthusiasts. Sylvan Lake Park, 11.3km from Longwood, is another serene spot for rejuvenation.

Adventure

Experience the thrill at Aiguille Rock Climbing Center, where you can scale walls amidst an adventurous atmosphere. For karting enthusiasts, Lil 500 Go-Karts, located 6.4km from Longwood, offers exhilarating races. Additionally, challenge yourself at Lake Mary Tennis Center, situated 8.0km away, for a spirited game of tennis.

Nightlife

In Longwood, Florida, enjoy a vibrant nightlife scene with venues like the Wine Room and local bars offering live music and cocktails. Explore the charming Old Longwood downtown with its friendly atmosphere, perfect for a night out with friends or a relaxed evening at a cosy pub.

Find the best attractions near Longwood

Longwood, Florida, offers a delightful blend of family-friendly and outdoor experiences, making it perfect for a city-themed holiday. Visitors can explore urban parks, picturesque lakes, and captivating art museums. Notably, Longwood Gardens stands out as a must-see attraction, providing a stunning backdrop for relaxation and exploration. Whether you're seeking a vibrant city experience or a peaceful retreat, Longwood has something to cater to every traveller's desires.

  • Cranes Roost Park: This urban park, located 6.4km from Longwood, offers a delightful escape with its family-friendly atmosphere and scenic outdoor spaces. Enjoy leisurely strolls around the picturesque lake, partake in various recreational activities, or simply relax while soaking in the vibrant city vibes.
  • Full Sail University: Situated 12.9km away, this historic college university is a hub of creativity and culture. Renowned for its innovative programmes, it provides a unique insight into the world of arts and entertainment. A visit here allows you to appreciate the rich educational environment that fosters creativity.
  • Harry P. Leu Gardens: Located 14.5km from Longwood, this botanical garden is a romantic and serene oasis. Wander through beautifully landscaped gardens, enjoy family-friendly activities, and discover a diverse array of flora, making it a perfect spot for relaxation and exploration.

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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically August to September and November) for more affordable package holidays to Longwood.
  • 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

Why should I book my Longwood holiday with Expedia?

Expedia has you covered for every aspect of your next Longwood getaway. You'll always land the best deals, but when you bundle your flights, accommodation and/or hire car into a holiday package, you'll get even bigger savings. Keen to truly make the most of your adventure? Add a few fun activities and tours to your customised package. We offer flexible cancellation policies on most bookings, so you won't need to worry if you have to change your plans. Visit our Customer Service Portal link to find out more.

When is the best time of year to holiday in Longwood?

If you enjoy the buzz of peak season, head to Longwood in February, March and November. If you'd like a calmer vibe, July, August and December will suit you better. Plan your trip to Longwood based on what kind of holiday you want. January is the coolest time of year, when average daytime temperatures are 15ºC. In August, the warmest period, expect averages of 28ºC during the day.

What is the top hotel for my holiday in Longwood?

The Alfond Inn is the ideal base for a wonderful trip to Longwood, offering all the conveniences you need.

How do I get a cheap holiday to Longwood?

Booking a Longwood holiday with Expedia is a smart way to save. We offer access to over 400 partner airlines and 321,000 hotel options throughout the world. With such a fabulous range to choose from, you'll have no difficulty putting together your ideal adventure. Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.

What should I do on my Longwood holiday?

With popular attractions such as Central Florida Zoo & Botanical Gardens and Full Sail University, a holiday in Longwood promises plenty of exciting places to visit. Seminole County Sports Complex and Rollins College are two other sights worth checking out.

What is the best area to stay in when on holiday in Longwood?

A getaway in Longwood isn't complete without seeing Boombah-Soldiers Creek Park. Why not stay near this interesting attraction?

Do I need a visa for my Longwood holiday?

Look up the most up-to-date information on official government websites. Your nationality and whether you're travelling for study, leisure or business will determine if you require a visa for Longwood. Find out about the application process, including the required documentation, fees and turnaround times. Start your application well in advance to allow sufficient time for processing. Some visas can take weeks or even months to obtain, depending on the country.

What should I wear on my Longwood holiday?

Although everyone's style is different, it can be useful to have a few guidelines for what kind of clothes to wear on your holiday in Longwood. We recommend searching style blogs before you leave for inspiration on local fashion trends. Have a look at the local weather forecast so you can pack your bags accordingly. The warmest time of year in Longwood is August, with average daytime temperatures of 28ºC. If you're visiting during the coolest month of January, the mercury averages 15ºC during the day.

What does an Expedia Longwood holiday include?

Flights, car hires and hotels, or any combination of the three — you decide! Whether you're headed to Longwood with the entire family or adventuring with your friends, there's a bundle to suit your budget and style. Once you've made your booking, why not add on some tours and experiences? Explore a large selection of property types and select one that suits your group size. The most sought-after rentals here are private holiday homes and apartments. With Expedia, it's easy to customise your Longwood escape any way you want.

Does Expedia offer Book Now, Pay Later Longwood holidays?

Your bank balance shouldn't get in the way of going on holiday, so Expedia has come up with a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple instalments that work for all types of budgets, so you can book that well-deserved holiday now.
  • No-deposit holidays: If not paying ahead of time for your getaway makes clicking that "book now" button more stress-free, choose a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Longwood Expedia holiday?

You can, and with more than 400 airlines to select from throughout the world, you've got lots of choice. Have a look through the available options and see which airline best fits your needs and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.