Longwood Vacations from $255

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Your Longwood Vacation

Say farewell to the stress of planning and hello to a Longwood vacation package. With everything organized before you take off, you can focus on discovering the best of this city, starting with South Eola, which is good for shopping, markets and walking. Any trip to Longwood needs a well-designed itinerary. Fill yours with leading attractions like Boombah-Soldiers Creek Park, Red Bug Lake Park and Tuscawilla Golf Course. A few clicks is all it takes to build a customized Longwood vacation on Expedia.

The Latest Longwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (3,949 reviews)
Fui con mi familia y nos encantó el servicio por completo. Los empleados bien atentos, el desayuno muy rico y las habitaciones son muy cómodas y limpias. Muchas gracias por todo!!

Reviewed on May 30, 2024

Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
per person
Jul 17 - Jul 24
found 3 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
7.8/10 Good! (262 reviews)
It was all wonderful. Definitely will go back.

Reviewed on Apr 29, 2024

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Jul 26 - Jul 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (999 reviews)
Nice stay but there is housekeeping

Reviewed on May 30, 2024

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
7.8/10 Good! (3,685 reviews)
Garbage bag out the door rooms torn by rodents

Reviewed on May 31, 2024

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 10 - Aug 15
found 19 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
8.4/10 Very Good! (1,001 reviews)
Muy bueno, limpio, es confortable cómo si estuvieras en casa

Reviewed on May 24, 2024

Longwood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
14,100
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Central Florida Zoo & Botanical Gardens, Sanford Museum and Wayne Dench Performing Arts Center

Longwood Hotel Deals

DoubleTree by Hilton Hotel Orlando at SeaWorld
DoubleTree by Hilton Hotel Orlando at SeaWorld
4 out of 5
10100 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is $88 per night from Jun 6 to Jun 7
$88
$128 total
includes taxes & fees
Jun 6 - Jun 7
7/10 Good! (8,826 reviews)
"Everything is excellent. Housekeeping needs to wash the sheets and give clean sheets with no hairs"

Reviewed on May 30, 2024

DoubleTree by Hilton Hotel Orlando at SeaWorld
DoubleTree by Hilton at the Entrance to Universal Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando
4 out of 5
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is $127 per night from Jun 9 to Jun 10
$127
$142 total
includes taxes & fees
Jun 9 - Jun 10
8.2/10 Very Good! (6,332 reviews)
"All in all the hotel was pretty nice"

Reviewed on May 30, 2024

DoubleTree by Hilton at the Entrance to Universal Orlando
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 $188 per night from Jun 2 to Jun 3
$188
$212 total
includes taxes & fees
Jun 2 - Jun 3
9/10 Wonderful! (5,163 reviews)
"Excellent experience!"

Reviewed on May 30, 2024

Universal's Endless Summer Resort - Dockside Inn and Suites
See all 5,179 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Longwood vacation package cost?
Get your credit card ready, because a getaway to Longwood starts from an enticing $255. When you bundle your flights, hotels and car rentals into a travel package, you’ll walk away with the best bargains.
How do I get a cheap travel package to Longwood?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we’ve got them all covered. Choose a combination that best fits you and watch your savings pile up. We know a package deal is never one-size-fits-all. That’s why we offer over 550 partner airlines and 1,000,000 properties throughout the world, which lets you customize your Longwood getaway.
Where should I stay in Longwood?
A vacation in Longwood isn’t complete without stopping by Boombah-Soldiers Creek Park, Alaqua Country Club and Greenwood Lakes Park. Stay close to these sights and make sightseeing simple.
What are the top hotels in Longwood?
If this will be your first visit to Longwood, lock in a room at Spacious And Relaxing Home - North Of Orlando In Longwood or Family Home With Shared Pool < 7 Mi To Wekiva Island. Both offer comfy beds and are favorites with lots of travelers.
How far in advance should I book my Longwood vacation?
While prices change frequently, we generally suggest booking your vacation as early as possible. Many international airfares can be compared on Expedia up to a year in advance. If you’re booking late, you might still get lucky. Cheap journeys to Longwood sometimes occur only weeks before departure.
What does an Expedia Longwood travel package include?
You can select from any combination of rental cars, hotels and flights. Once you’ve made your booking, you can add some activities and tours. Want to pick your fare class? That’s possible too. The choice is all yours when it comes to organizing your dream Longwood trip.
What should I know before booking a Longwood travel package?
An Expedia travel package can be tailored to your budget and is a terrific way to make your budget go further. How much you include is your call. Hotels, rental cars and flights — decide on a combination that suits your plans.
Can I choose my airline with a Longwood Expedia vacation package?
You can. We have more than 550 airline partners worldwide, so fly with the carrier that suits your travel preferences.
If I'm not able to travel, can I cancel my Longwood vacation package?
Because we know life can be unpredictable, the answer is yes. For further details, visit our Customer Service Portal. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to cancel or change it for free. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.

Discover the most popular places to visit in Longwood

Image for The Trophy Club Of Orlando

The Trophy Club Of Orlando

Enjoy a round of golf in Wekiva Springs at The Trophy Club Of Orlando. Discover the area's top-notch restaurants and its acclaimed theater scene.

The Trophy Club Of Orlando
Image for Alaqua Country Club

Alaqua Country Club

Enjoy a round of golf in Longwood at Alaqua Country Club. While you're in the area, stroll along the lakeside.

Alaqua Country Club
Image for The Legacy at Alaqua Lakes

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.

The Legacy at Alaqua Lakes

What to do in Longwood

Image for Paddleboard in crystal clear Spring water! Beginners welcome! Private location.

Paddleboard in crystal clear Spring water! Beginners welcome! Private location.

$55
Per adult
Paddleboard in crystal clear Spring water! Beginners welcome! Private location.
Image for Ultimate Pro-Wrestling Group Activity: Real Wrestling Experience

Ultimate Pro-Wrestling Group Activity: Real Wrestling Experience

$60
Per adult
100% of travellers recommend
Ultimate Pro-Wrestling Group Activity: Real Wrestling Experience
Image for Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour

Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour

$110
Per adult
100% of travellers recommend
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour
See all activities in Longwood

Other vacations you might like

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