Leesburg Vacations from ￥226,626

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
per person
Sep 22 - Sep 29
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
9.8/10 Exceptional! (323 reviews)
Everything was great other than the pool closing at 8 pm. The lighting in the room was a bit dim and the magnifying lit mirror in bathroom was not usable. It was activated by motion, but the sensor does not face you. Other than that, it was really good

Reviewed on Aug 1, 2025

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Save 100% on your flight
per person
Sep 22 - Sep 29
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
9.4/10 Exceptional! (380 reviews)
This was the best state side resort we have ever stayed at. From the food to the customer service and the amenities, everything was amazing!

Reviewed on Aug 4, 2025

Conrad Orlando at Evermore

Conrad Orlando at Evermore

5 out of 5
per person
Sep 22 - Sep 29
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
9.4/10 Exceptional! (247 reviews)
Beautiful property!!

Reviewed on Aug 3, 2025

Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

3.5 out of 5
per person
Sep 22 - Sep 29
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
Clean Convenient Large space perfect for groups Lots of pool and food options

Reviewed on May 22, 2025

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

4 out of 5
per person
Sep 22 - Sep 29
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
8.8/10 Excellent! (1,001 reviews)
Halfway thru my stay. Friendly and attentive staff. Breakfast was busy and had to wait a while for our party to be sat. Pool has been fun for my family and toddler loves it. Have no current regrets or complaints.

Reviewed on Aug 3, 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 ￥11,166 per night from Aug 10 to Aug 11
￥11,166
￥12,395 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
Nice hotel at good price
"Good location, quite and 2 minute walk to Longhorn Steak House and 1 minute to Ruby Tuesday. Bed was comfortable and no issues"

Reviewed on Aug 3, 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 ￥14,839 per night from Aug 10 to Aug 11
￥14,839
￥16,471 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (299 reviews)
Not so good shower.
"The shower had mold in the grout. Also, the shower water pressure is a trickle and it was difficult to shower."

Reviewed on Aug 1, 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 ￥9,991 per night from Aug 19 to Aug 20
￥9,991
￥11,530 total
Aug 19 - Aug 20
includes taxes & fees
7/10 Good! (597 reviews)
"It was obvious people were smoking marijuana on the property and in the rooms having smaller children it did make it a little inconvenient. The hallways smelled like urine maybe because of the carpet not sure but the whole hotel smelled like this. The rules to the pool are a little weird I had to ..."

Reviewed on Jul 29, 2025

Sleep Inn Leesburg Chain of Lakes
See all 2,610 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 ￥226,626 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.