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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was CA $1,137, price is now CA $362 per person
CA $362
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (5,171 reviews)
Clean and comfort. Staff is nice and friendly. Price is economical. Convenient

Reviewed on Aug. 27, 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $2,507, price is now CA $1,055 per person
CA $1,055
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8/10 Very Good! (1,675 reviews)
The AC wasn’t working at all real good in VVC 11B, we had call and told them but they never came to check it out.

Reviewed on Aug. 19, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $1,425, price is now CA $628 per person
CA $628
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.8/10 Excellent! (1,002 reviews)
This was a good time!

Reviewed on Aug. 23, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,059, price is now CA $522 per person
CA $522
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (5,254 reviews)
Its a very large property with lots to eat & do for fun close to the theme parks clean staff friendly only problem I had was my refrigerator didn't get cold & no Ice machines other than that room was great and the jetted tub was a plus

Reviewed on Aug. 26, 2025

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was CA $1,805, price is now CA $1,009 per person
CA $1,009
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8.4/10 Very Good! (1,001 reviews)
There was a very shady old looking red car parked outside our windows with loud music playing late into the night our last two nights

Reviewed on Aug. 19, 2025

Ready to book your vacation to Longwood?

 

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Longwood Hotel Deals

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 CA $128 per night from Sep 10 to Sep 11
CA $128
CA $144 total
Sep 10 - Sep 11
includes taxes & fees
8.2/10 Very Good! (6,555 reviews)
Great place
"This hotel was great. One of the friendliest staff as a whole. Everyone went above and beyond. Clean. Breakfast is overpriced but tasted good."

Reviewed on Aug. 23, 2025

DoubleTree by Hilton at the Entrance to Universal 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 $196 per night from Sep 3 to Sep 4
CA $196
CA $221 total
Sep 3 - Sep 4
includes taxes & fees
8.8/10 Excellent! (5,150 reviews)
"Staff was friendly and check in and check out process was so easy. Clean room on a quiet floor."

Reviewed on Aug. 24, 2025

Universal's Cabana Bay Beach Resort
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from Sep 2 to Sep 3
CA $95
CA $107 total
Sep 2 - Sep 3
includes taxes & fees
8.4/10 Very Good! (4,822 reviews)
"It was truly wonderful, the staff was so friendly and helpful that made my want to stay longer than I planned."

Reviewed on Aug. 24, 2025

Rosen Inn at Pointe Orlando
See all 5,250 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

What to do in Longwood

Ultimate Pro-Wrestling Group Activity: Real Wrestling Experience

Ultimate Pro-Wrestling Group Activity: Real Wrestling Experience

CA $117
per adult
100% of travellers recommend
Ultimate Pro-Wrestling Group Activity: Real Wrestling Experience
Orlando: Central Florida Zoo Skip-the-Line Ticket

Orlando: Central Florida Zoo Skip-the-Line Ticket

CA $30
per adult
Orlando: Central Florida Zoo Skip-the-Line Ticket
2-Hour Clear Kayak & Clear Paddleboar

2-Hour Clear Kayak & Clear Paddleboard(SUP) Rental in Orlando

CA $62
per adult
100% of travellers recommend
2-Hour Clear Kayak & Clear Paddleboard(SUP) Rental in Orlando
See all activities in Longwood

Frequently asked questions

How much does a Longwood vacation package cost?
You'll find cheap prices from CA $362 on Expedia for your Longwood getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Longwood costs.
What are the cheapest months to go to Longwood?
Plan your getaway for the shoulder or low season and you're likely to find cheap Longwood vacation packages. Remember that public holidays and local festivals and events can have an impact on prices, so do a little research before you go.
How many days is enough for Longwood?
The ideal length for your Longwood vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to go to all the main attractions and explore some hidden gems along the way.
Is it worth booking a vacation package to Longwood?
It's no wonder a Longwood vacation is on the must-do list of many travellers. Top attractions like Boombah-Soldiers Creek Park are just the start of things to keep you busy here.
How to find the best Longwood package deals?
Finding a cheap Longwood package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a few filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Longwood package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Longwood vacation as a package?
You can enjoy significant savings on your Longwood escape by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Longwood?
If you're considering a spontaneous Longwood adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Longwood?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Longwood.
  2. Budget wisely: In addition to the price of your stay, you should factor in other expenses. These include food, flights and transportation. Also, set aside a little extra for unexpected expenses that may arise during your trip to Longwood.
  3. Work out your trip length: Think about how much time you'd like to spend exploring Longwood. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a Longwood vacation package that brings all your bookings together.

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