Leesburg Holidays

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Your Leesburg Holiday

Take the stress out of organising your next exciting adventure with a Leesburg holiday package. Whether you've come for its food, history, art or something else, there's an inexhaustible array of experiences to be had. Fill your days with tours of Tippecanoe Lake, Chapman Lakes and Dewart Lake, some of the top attractions you really should see during your trip to Leesburg. A couple of quick clicks is all it takes to put together a tailored Leesburg holiday on Expedia.

Leesburg Holiday

Leesburg Essential Information

Language
English
Currency
U.S dollars
Population
560
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Wagon Wheel Theatre, Lake Wawasee and Amish Acres

Our pick of the best 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! (18 reviews)
Family catching up with family members
"As people over 75 the steps were a little tricky"

Reviewed on 23 Jun. 2025

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beautiful cottage by the lake. Relax and enjoy your stay.
Tippy Cottage on the Lake

Tippy Cottage on the Lake

Leesburg
10/10 Exceptional! (75 reviews)
Time with Family
"Great cottage very well equipped with everything you need! Great host friendly and helpful with anything you might need!!"

Reviewed on 12 Jul. 2025

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Tippy Cottage on the Lake
Tippecanoe Lakefront 4-bedroom cabin in wonderful Leesburg with WiFi, AC

Tippecanoe Lakefront 4-bedroom cabin in wonderful Leesburg with WiFi, AC

Leesburg
Our Time at the Twisted Pine
"The Twisted Pine was a very unique and fun place to stay! We liked how the house and property were laid out, which encouraged us to explore, and every room essentially gets its own bathroom which was an added bonus. It also felt very private being tucked away against the lake and the woods. We spent ..."

Reviewed on 6 Jul. 2025

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Tippecanoe Lakefront 4-bedroom cabin in wonderful Leesburg with WiFi, AC
See all 279 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
family friendly holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Leesburg holiday 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 holiday 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 holiday 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 holiday 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 holiday package well in advance.
Is it cheaper to book a Leesburg holiday as a package?
You can enjoy significant savings on your Leesburg break by booking a tailored holiday 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 holiday 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 holiday 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 personalised Leesburg holiday package.

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