Longwood Holidays

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Top Flight + Hotel Deals in Longwood

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

€709
per person
17 Sept - 24 Sept
found 13 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9/10 Wonderful! (3,778 reviews)
Very clean property and friendly staff.

Reviewed on 10 Aug 2026

The Delaney Hotel

The Delaney Hotel

South Orange
€1,167
per person
13 Sept - 20 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,178 reviews)
Mission to Mars

Mission to Mars

Loughman
€8,263
per person
17 Sept - 24 Sept
found 7 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
No reviews
Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

€1,318
per person
13 Sept - 20 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Downtown Orlando
€1,203
per person
13 Sept - 20 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
10/10 Exceptional! (1 review)
Very nice place

Reviewed on 17 Jul 2026

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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
February64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
March67.5°F (19.7°C)Light RainMostly SunnySlightly HighSlightly High
April72.5°F (22.5°C)Light RainMostly SunnyAverageSlightly High
May77.0°F (25.0°C)Light RainMostly SunnyAverageAverage
June81.0°F (27.2°C)Light RainMostly SunnyAverageAverage
July82.4°F (28.0°C)Light RainMostly SunnySlightly HighAverage
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageSlightly Low
September80.2°F (26.8°C)Light RainMostly SunnySlightly HighSlightly Low
October75.0°F (23.9°C)Light RainMostly SunnySlightly LowAverage
November68.0°F (20.0°C)No RainMostly SunnySlightly LowSlightly Low
December64.0°F (17.8°C)No RainMostly SunnySlightly LowSlightly High

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.

Top hotels in Longwood

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL
Fully refundable
€76
2 Sept - 3 Sept
includes taxes & fees
8.6/10 Excellent! (7,034 reviews)
"❤️❤️❤️❤️"

Reviewed on 11 Aug 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
€146
23 Aug - 24 Aug
includes taxes & fees
9/10 Wonderful! (7,484 reviews)
"Amazing staff and very helpful."

Reviewed on 11 Aug 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

7125 Universal Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
€96
3 Sept - 4 Sept
includes taxes & fees
Universal's Endless Summer Resort - Dockside Inn and Suites
See all 5,772 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 honours 'The Senator,' once a 3,500-year-old giant, with a memorial.
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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.
See properties

The Legacy at Alaqua Lakes

This Tom Fazio-designed course combines challenging golf with natural beauty as an Audubon International Sanctuary. Enjoy meticulously maintained fairways and a stylish clubhouse.
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Aiguille Rock Climbing Center

Central Florida's premier indoor climbing facility offers routes for all skill levels in a welcoming environment. Explore top-rope and bouldering areas with certified instructors to guide your vertical adventure.
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The Senator Tree

Once the world's oldest cypress tree at 3,500 years old, The Senator now exists as a preserved stump in Big Tree Park. Visit its clone "The Phoenix" and the 2,000-year-old Lady Liberty cypress nearby.
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What to do in Longwood

Barn Day for Little Cowboys and Cowgirls

Barn Day for Little Cowboys and Cowgirls

€4
per adult
Barn Day for Little Cowboys and Cowgirls
Authentic tours led by locals who know every ghostly tale.

Sanford Ghost Tour

€25
per adult
Sanford Ghost Tour
Craft Beer and History Tour in Sanford

Sanford's Craft Beer and History Tour

€30
per adult
Sanford's Craft Beer and History Tour
See all activities in Longwood

Frequently asked questions

How much does a Longwood holiday package cost?
You'll find cheap prices from €709 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.

Explore a world of travel with Expedia

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