Leesburg Vacations

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Find the Best Leesburg Vacation Packages

Leesburg Hotel Deals

beautiful cottage by the lake. Relax and enjoy your stay.

beautiful cottage by the lake. Relax and enjoy your stay.

Leesburg
9.8/10 Exceptional! (19 reviews)
"It was another relaxing stay."

Reviewed on Jul 28, 2025

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beautiful cottage by the lake. Relax and enjoy your stay.
“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views

“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views

Leesburg
10/10 Exceptional! (18 reviews)
La
"The property was as listed; having the boat right there was a big plus. Also, for a family who loves to cook, this kitchen was well prepared with plenty of pots, pans, measuring utensils, etc. - very nice! We did not have to go out for anything"

Reviewed on Jun 29, 2025

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“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views
Tippy Cottage on the Lake

Tippy Cottage on the Lake

Leesburg
10/10 Exceptional! (76 reviews)
Mini vacation at Tippy Cottage
"Had a wonderful time. We just love the lake and the cottage is really great for us. Hope to visit again next year"

Reviewed on Jul 19, 2025

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Tippy Cottage on the Lake
See all 275 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'll find cheap prices on Expedia for your Leesburg escape. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Leesburg costs.
What are the cheapest months to go to Leesburg?
The off-season is the best time to travel to Leesburg if you're trying to save. Another tip for finding cheap Leesburg vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Leesburg?
With a well-planned itinerary, you can easily tick off the top Leesburg sights in a handful of days. But if you want to discover hidden spots or go on day tours, think about booking your Leesburg vacation for longer.
How to find the best Leesburg package deals?
Use Expedia's filters to find some tempting Leesburg package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Leesburg package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Leesburg vacation as a package?
You can enjoy significant savings on your Leesburg break by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Leesburg?
If you've got your Leesburg travel dates confirmed, book as soon as you can to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Leesburg?

  1. Choose when to go: Check your calendar and pack your bags. Your preferred season and the activities on offer will also help you decide when to vacation in Leesburg.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to airfares and activities. Your hotel will likely be the largest expense during your trip to Leesburg.
  3. Decide how long to go for: Now that you're up to speed on Leesburg, you can work out the right length of your break. Pull together a draft plan and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Leesburg vacation package.

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