Longwood Vacation Packages

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Your Longwood Vacation

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

Top Longwood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando

3 out of 5
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
9.4/10 Exceptional! (1,133 reviews)
Great property I love everything about it thank you so much

Reviewed on Jun. 3, 2024

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
Save 100% on your flight
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8.4/10 Very Good! (1,000 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
Save 100% on your flight
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
7.8/10 Good! (3,697 reviews)
Great transition great customer service

Reviewed on Jun. 4, 2024

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Jul. 17 - Jul. 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
7.6/10 Good! (1,135 reviews)
Excellent service and wonderful property. Very prompt.

Reviewed on May 31, 2024

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
Jul. 18 - Jul. 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8/10 Very Good! (4,010 reviews)
This place is such a best bang for your buck. Not only has amazing beds, but they have done a great job bringing this Hotel back to life. I have no complains, such a perfect place to really enjoy the vicinity area and come to sleep

Reviewed on Jun. 4, 2024

Longwood Hotel Deals

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 CA $256 per night from Jun. 12 to Jun. 13
CA $256
CA $288 total
includes taxes & fees
Jun 12 - Jun 13
9/10 Wonderful! (5,171 reviews)
"Only negative out of the way first. Unless you’ve a two bedroom suite your room will have a connecting door. You will hear every word, cough and everything from your neighbors. It’s as if they are in the room with you. It’s only because they were speaking Spanish that I didn’t join in the conversation ..."

Reviewed on Jun. 1, 2024

Universal's Endless Summer Resort - Dockside Inn and Suites
Hyatt Regency Orlando
Hyatt Regency Orlando
4.5 out of 5
9801 International Dr, Orlando, FL
The price is CA $193 per night from Jun. 6 to Jun. 7
CA $193
CA $285 total
includes taxes & fees
Jun 6 - Jun 7
8.8/10 Excellent! (1,660 reviews)
"Awesome"

Reviewed on May 30, 2024

Hyatt Regency Orlando
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 CA $319 per night from Jun. 5 to Jun. 6
CA $319
CA $359 total
includes taxes & fees
Jun 5 - Jun 6
8.6/10 Excellent! (5,056 reviews)
"Love this property. Staff was very nice"

Reviewed on Jun. 3, 2024

Universal's Cabana Bay Beach Resort
See all 5,186 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

Family Vacations

Family 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 CA $595. 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 Ultimate Pro-Wrestling Group Activity: Real Wrestling Experience

Ultimate Pro-Wrestling Group Activity: Real Wrestling Experience

CA $81
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

CA $149
Per adult
100% of travellers recommend
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour
Image for Park Whispers: Love and Legacy in Orlando

Park Whispers: Love and Legacy in Orlando

CA $904
Per adult
Park Whispers: Love and Legacy in Orlando
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.