Longwood Vacations from $220

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Photo by Bill Telkamp

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.

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
Price was $688, price is now $220 per person
$220
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,145 reviews)
The beauty inside and out

Reviewed on Dec 3, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,068, price is now $425 per person
$425
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,085 reviews)
Quick to get my room. Friendly staff. Clean room.

Reviewed on Dec 6, 2025

Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $1,463, price is now $605 per person
$605
per person
Jan 27 - Feb 3
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The outside of the building could use some tlc but inside was clean and updated. Staff was attentive, polite, & helpful. Breakfast was surprisingly better than I anticipated with hot options outside of the traditional continental options. Furniture around pool was pressure washed every morning and plentiful. There are no seating options for the beach however we would definitely stay here again.

Reviewed on Nov 30, 2025

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was $774, price is now $337 per person
$337
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (2,232 reviews)
Visited the Florida Black Friday weekend. The proximity to the Florida mall makes it a great location for shopping. This is a huge mall with a large assortment of shops. We were impressed with the cleanliness in the hotel and the mall. Our room was clean and quiet. The bed was very comfortable. Crickets restaurant is in the hotel. They have a good assortment of meal and drink options. The waiters were very accommodating and attentive. The sun shone the afternoon we were there so we enjoyed the beautiful outdoor pool and hot tub. We would definitely stay at the Florida hotel again in the future.

Reviewed on Dec 3, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $747, price is now $329 per person
$329
per person
Feb 10 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,367 reviews)
La habitacion muy buena y limpia expaciosa recomendaria cambiar ollas y sartenes estan muy viejos y quemados

Reviewed on Dec 4, 2025

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Discover the most popular places to visit in Longwood

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

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

Aiguille Rock Climbing Center

You can take time to visit Aiguille Rock Climbing Center during your travels to Longwood. Experience the area's entertainment choices or attend a sporting event.

Aiguille Rock Climbing Center

What to do in Longwood

Orlando: Central Florida Zoo Skip-the-Line Ticket

Orlando: Central Florida Zoo Skip-the-Line Ticket

$22
per adult
Orlando: Central Florida Zoo Skip-the-Line Ticket
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour

Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour

$99
per adult
100% of travellers recommend
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour
Wekiva River Guided Kayak Tour

Wekiva River Guided Kayak Tour

$100
per adult
Wekiva River Guided Kayak Tour
See all activities in Longwood

Longwood Hotel Deals

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
$133 nightly
The price is $150 total per night from Dec 7 to Dec 8
$150 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (5,682 reviews)
Great stay!

Reviewed on Dec 1, 2025

Universal's Cabana Bay Beach Resort
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 refundable
$89 nightly
The price is $101 total per night from Dec 15 to Dec 16
$101 total
Dec 15 - Dec 16
Total with taxes and fees
8.4/10 Very Good! (6,934 reviews)
Other than the very expensive cost of parking, i guess they are competing with Universal everything was good

Reviewed on Nov 30, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Avanti International Resort

Avanti International Resort

4 out of 5
8738 International Dr Orlando FL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $105 total per night from Dec 17 to Dec 18
$105 total
Dec 17 - Dec 18
Total with taxes and fees
7.8/10 Good! (4,267 reviews)
I like it and I’ll come back

Reviewed on Dec 2, 2025

Avanti International Resort
See all 5,422 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.

Find the Best Longwood Vacation Packages

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

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Frequently asked questions

How much does a Longwood vacation package cost?
You'll find cheap prices from $220 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 vacation to Longwood costs.
What are the cheapest months to go to Longwood?
July, August and December are great times to search for cheap Longwood vacation packages. Opting to travel in less busy months means you can usually find reduced prices on flights and hotels.
How many days is enough for Longwood?
Usually, a handful of days is enough to check out the top sights during your Longwood vacation. But if you prefer to have time to rest or go on day tours, consider extending your trip.
Is it worth booking a vacation package to Longwood?
It's easy to see why a Longwood vacation is on the must-do list of many travelers. Leading attractions like Boombah-Soldiers Creek Park are just the beginning of things to see and do here.
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 vacation as a package?
Expedia vacation 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 customized Longwood vacation by choosing your preferred airline, accommodation type and car class.
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 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. Choose when to go: Check your calendar and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to visit Longwood.
  2. Figure out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and experiences. Your hotel will likely be the biggest expense during your trip to Longwood.
  3. Organize your Longwood escape with Expedia's trip planning tool: Search for and book hotels and things to do all in one place. You can also collaborate with your group to plan an unforgettable trip to Longwood together.
  4. Decide your trip length: Think about how long you'd like to spend exploring Longwood. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  5. Combine your airfare and accommodations: Once you've settled on your travel dates and duration, book the ideal Longwood vacation package for you.
  6. Book any day trips or activities: Here's the fun part — organizing everything you want to do and see. Browse some of the incredible things to do in Longwood and book your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Longwood vacation packages?
Your Longwood getaway should be a relaxing escape from your busy life, not a reason for money worries. So to allow you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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