Leesburg Vacations from ￥227,555

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Leesburg Vacation Packages

Price found within the past 48 hours. Click for updated prices.
ette hotel

ette hotel

5 out of 5
Price was ￥285,162, price is now ￥227,555 per person
￥227,555
per person
Oct 7 - Oct 12
just found
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.8/10 Exceptional! (330 reviews)
Excellent service, food, location and staff! Thank you

Reviewed on Aug 11, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was ￥321,477, price is now ￥236,126 per person
￥236,126
per person
Oct 7 - Oct 12
just found
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9/10 Wonderful! (1,000 reviews)
What a wonderful experience!. We loved our little cottage, it was perfect space for us and to have somme friends and family visit. The tickets to the water park was a plus!, not crowded and perfect, definitely work the money!

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 ￥397,708, price is now ￥304,480 per person
￥304,480
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (1,002 reviews)
This was a good time!

Reviewed on Aug 23, 2025

Villatel Orlando Resort

Villatel Orlando Resort

4 out of 5
International Drive District
Price was ￥536,836, price is now ￥415,724 per person
￥415,724
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (191 reviews)
Had the best time visiting this resort in mid Aug! Rented the 4BR w/pool & game room! Family of 6 fit extremely well in the home! Home was super clean, well stocked, plenty of all toiletries, dry goods & linens. Kids LOVED the game room!!! The beds, OMG, so SO comfortable!! Like better than our $10k bed at home! Pools were super fun, so fun that we extended a day! Evening swims were awesome, music choice by management-well done!! Pool food was priced well for a resort, not overpriced at all IMO. And the food was actually good!! The burger- so good. Complex is super safe, we felt comfortable letting our kids (15yrs-6yrs) play on their own around the pool area while hubs and I laid out. We had the best time & already planning a trip back! Ty so much

Reviewed on Aug 23, 2025

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Price was ￥448,766, price is now ￥359,758 per person
￥359,758
per person
Oct 7 - Oct 12
just found
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.4/10 Exceptional! (414 reviews)
The flat was great, clean, elegant, pristine grounds, fantastic guest services. Everyone was friendly and helpful. Already planning our next stay.

Reviewed on Aug 25, 2025

Find the Best Leesburg Vacation Packages

Leesburg Hotel Deals

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

2 out of 5
9700 Us Highway 441, Leesburg, FL
Fully refundableReserve now, pay when you stay
The price is ￥11,029 per night from Aug 28 to Aug 29
￥11,029
￥12,243 total
Aug 28 - Aug 29
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"Nice accommodations for a reasonable price. The staff were very friendly and helpful."

Reviewed on Aug 23, 2025

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg

3 out of 5
238 Eagles Watch Street, Leesburg, FL
Fully refundableReserve now, pay when you stay
The price is ￥15,482 per night from Aug 31 to Sep 1
￥15,482
￥17,186 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (313 reviews)
"Highly recommend this motel to all!!"

Reviewed on Aug 20, 2025

TownePlace Suites by Marriott Leesburg
Sleep Inn Leesburg Chain of Lakes

Sleep Inn Leesburg Chain of Lakes

2.5 out of 5
2476 N. Citrus Blvd, Leesburg, FL
Fully refundableReserve now, pay when you stay
The price is ￥9,289 per night from Aug 31 to Sep 1
￥9,289
￥10,752 total
Aug 31 - Sep 1
includes taxes & fees
7/10 Good! (606 reviews)
"Everything"

Reviewed on Aug 15, 2025

Sleep Inn Leesburg Chain of Lakes
See all 2,619 properties in Leesburg
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.

Frequently asked questions

How much does a Leesburg vacation package cost?
You can grab a vacation package to this popular destination from ￥227,555 on Expedia. However, how much your vacation to Leesburg costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Leesburg?
June, August and September are the best times to look for cheap Leesburg vacation packages. Choosing to travel in quieter months means you can typically find lower prices on flights and hotels.
How many days is enough for Leesburg?
Usually, a handful of days is enough to check out the major sights during your Leesburg vacation. But if you'd like to have more time to chill out or take day trips, consider extending your itinerary.
How to find the best Leesburg package deals?
Begin your search for a Leesburg package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Leesburg package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Leesburg adventure off to a flying start.
Is it cheaper to book a Leesburg vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still get the freedom to create a customized Leesburg vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Leesburg?
Score incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Leesburg vacation.
How to plan a trip to Leesburg?

  1. Choose your dates: The things you'd like to do in Leesburg and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: In addition to the price of your accommodations, you should consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Leesburg.
  3. Work out your trip length: Consider how much time you want to spend discovering Leesburg. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Leesburg 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.