How much does a Longwood vacation package cost?

You'll find cheap prices from $327 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?

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. 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. 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. 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. Combine your airfare and accommodations: Once you've settled on your travel dates and duration, book the ideal Longwood vacation package for you. 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.

Longwood Vacation Packages 2026 from $327

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.

Westgate Vacation Villas Resort

Save 100% on your flight

$327

per person

Mar 16 - Mar 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8/10 Very Good! (1,703 reviews)

Elevator was dirty and the ice maker didn’t work and the room was very noisy it sounded like I was sleeping on the street. A/c wasn’t cold and cycled off and on a lot

Reviewed on Jan 10, 2026

Palazzo Lakeside Hotel

$376

per person

Mar 24 - Mar 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.2/10 Very Good! (5,145 reviews)

Personal muy atento. Muy agradable todo

Reviewed on Jan 9, 2026

Westgate Lakes Resort & Spa Universal Studios Area

$405

per person

Mar 19 - Mar 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.2/10 Very Good! (5,482 reviews)

Yes, the room is spacious and spotless, very comfortable and peaceful as well.

Reviewed on Jan 10, 2026

Westgate Town Center Resort

$328

per person

Mar 19 - Mar 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8/10 Very Good! (1,367 reviews)

We stayed in Building 5100, Room A, and had a mixed experience. Pros: The room was spacious and comfortable with a full kitchen, dining table, separate living area, bedroom, and a bathroom with a hot tub. The location was excellent, close to the Disney parks, with plenty of parking and low noise levels. The pool near our building was clean with great hours. The main resort pool with the lazy river and slides was fun, and Javier the security guard was attentive, polite, and friendly. The Mexican restaurant on site had good food, drinks, and service. Check in and check out were easy. Cons: Cleanliness and service were disappointing. Upon arrival, we found a clipped fingernail in our bed. We called room service at 4:00 pm, but no one arrived until nearly 10:00 pm after multiple calls. We also requested room cleaning for the next day, which was approved, but the room was never cleaned. Water pressure in the bathroom was very poor. Paying extra to access the main resort pool felt unreasonable, especially since it closed for cleaning for almost an hour and a half, leaving limited time before closing. Bar drinks were good, but lines were long due to only two bartenders, and the second floor bar never opened, forcing guests downstairs. Overall, the room and location were strong, but service issues and extra fees negatively impacted our stay.

Reviewed on Jan 10, 2026

Westgate Palace Hotel / Universal / I-Drive

International Drive District

$516

per person

Mar 19 - Mar 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.8/10 Excellent! (1,085 reviews)

We really enjoyed our stay at Westgate Palace Resort. The location is excellent — close to Universal parks, yet quiet and comfortable. The rooms are very spacious and perfect for families. We especially liked the fully equipped kitchen, which made our stay much more convenient. Overall, it is a great choice for comfort, space, and proximity to Universal.

Reviewed on Jan 9, 2026

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Longwood Hotel Deals

Wyndham I-Drive Avanti Resort & Conference Center

6515 International Drive Orlando FL

Fully refundableReserve now, pay when you stay

$80 nightly

$90 total

Jan 13 - Jan 14

Total with taxes and fees

7.2/10 Good! (4,065 reviews)

everything

Reviewed on Jan 6, 2026

Universal's Cabana Bay Beach Resort

6550 Adventure Way Orlando FL

Fully refundableReserve now, pay when you stay

$133 nightly

$150 total

Jan 13 - Jan 14

Total with taxes and fees

8.8/10 Excellent! (5,957 reviews)

This is the place to stay if you have children! Game room, bowling, heated pools - plenty of entertainment. The food was not the best and over priced and served like a cafeteria. But other than that, great location and great place to stay.

Reviewed on Jan 8, 2026

Rosen Inn at Pointe Orlando

9000 International Drive Orlando FL

$74 nightly

$84 total

Feb 8 - Feb 9

Total with taxes and fees

8.4/10 Very Good! (5,559 reviews)

Very good hotel, easy on your pocket, kept very well and has lots of places around it to enjoy your stay.

Reviewed on Jan 7, 2026

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.

Things to do in and around Longwood

Longwood, Florida, offers a perfect blend of family-friendly outdoor activities and urban experiences. Visitors can enjoy beautiful resorts, recreational areas, and golf courses. Don't miss the chance to explore the stunning Longwood Gardens, take scenic walking trails, or plan personalized vacation itineraries. Be sure to check for admission tickets and day tours to make the most of your time in this charming city.

Shopping

In Longwood, you can visit Altamonte Mall, just 3 miles away, offering a vibrant shopping atmosphere with entertainment options. The Lake Mary Farmer's Market, located 4 miles away, features local goods in a bustling setting. If you're up for a drive, check out All Fired Up, 8 miles away, for unique gifts.

Recreation

Kelly Park, located 11 miles from Longwood, offers a tranquil environment perfect for relaxation amidst nature. The Seminole County Sports Complex, 8 miles away, provides a variety of activities in a serene setting. For golf enthusiasts, the Casselberry Golf Club, just 3 miles away, combines sport with beautiful outdoor scenery.

Adventure

Experience thrilling rock climbing at Aiguille Rock Climbing Center, where adventure awaits in Longwood. For karting enthusiasts, Lil 500 Go-Karts offers an exhilarating ride only 4 miles away. Enjoy family-friendly fun at Boardwalk Bowl Entertainment Center, located 11 miles away, featuring arcade games and more excitement.

Nightlife

Longwood, Florida offers a laid-back nightlife atmosphere with options like the local pub for casual drinks or the nearby lounge for a more vibrant scene. Enjoy live music, delicious dining, and friendly gatherings, perfect for an entertaining evening out with friends or family.

*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 perfect for family-friendly vacations, offering a mix of outdoor and city experiences. Explore popular attractions like urban parks, serene lakes, and art museums. Don’t miss the renowned Longwood Gardens, where you can purchase tickets for a memorable experience. Whether you're looking for venues or planning a trip to Longwood Gardens, there's plenty to keep you entertained and engaged during your visit.

Wekiwa Springs State Park: Experience the beauty of nature at Wekiwa Springs State Park, located 8 miles from Longwood. This park offers a thrilling outdoor adventure with opportunities for swimming, canoeing, and hiking amidst lush landscapes and scenic waterways.
Boombah-Soldiers Creek Park: Just 2 miles from Longwood, Boombah-Soldiers Creek Park is perfect for family outings. Enjoy playgrounds, sports facilities, and picnic areas in an inviting urban park that combines outdoor fun with vibrant city energy.
Rollins College: Situated 8 miles away, Rollins College is a stunning campus known for its beautiful architecture and serene lakeside setting. Explore its rich history and vibrant academic vibe while strolling through the picturesque grounds.

Best time to go to Longwood

The best time to visit Longwood can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Longwood falls in August, when visitor numbers are average and weather is mostly sunny with moderate rain. The coolest average temperature in Longwood falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	60.1°F (15.6°C)	Light Rain	Mostly Sunny	Average	Average
February	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Average	Average
March	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
April	72.5°F (22.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
May	77.0°F (25.0°C)	Light Rain	Mostly Sunny	Average	Average
June	81.0°F (27.2°C)	Light Rain	Mostly Sunny	Average	Average
July	82.4°F (28.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	82.6°F (28.1°C)	Moderate Rain	Mostly Sunny	Average	Slightly Low
September	80.2°F (26.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
October	75.0°F (23.9°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	68.0°F (20.0°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
December	64.0°F (17.8°C)	No Rain	Mostly Sunny	Slightly Low	Slightly 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 during the off-peak season (typically August to September and November) for more affordable package holidays to Longwood.
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.

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

Language

English

Currency

U.S dollars

Closest Airport

Orlando Intl. Airport (MCO)

Population

14,100

Max Temp Winter

70ºF

Max Temp Summer

90ºF