Leesburg Vacations from $418

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Your Leesburg Vacation

With a vacation package to Leesburg, say goodbye to travel planning and hello to trouble-free adventure. Every detail of your escape has been taken care of before you depart, so you can make the most of your time discovering this fantastic city. If your trip to Leesburg includes a little sightseeing, drop by much-loved attractions like Tippecanoe Lake, Dewart Lake and Chapman Lakes. Check out Expedia's wide range of travel options and start organizing your perfect vacation to Leesburg today.

The Latest Leesburg vacation packages

Price found within the past 48 hours. Click for updated prices.
Larkspur Landing South Bend

Larkspur Landing South Bend

2.5 out of 5
Price was $464, price is now $418 per person
$418
per person
Apr 28 - Apr 30
found 5 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to South Bend (SBN)
7.8/10 Good! (1,001 reviews)
Clean room - Liked the location - Friendly staff - Overall, great stay.

Reviewed on Dec 12, 2025

Ivy Court Inn & Suites

Ivy Court Inn & Suites

2.5 out of 5
Price was $538, price is now $478 per person
$478
per person
Apr 28 - Apr 30
found 5 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to South Bend (SBN)
9.2/10 Wonderful! (1,002 reviews)
My stay was excellent. The room was very clean, the staff was very responsive and courteous and the inn was very comfortable. Will look forward to my next stay!

Reviewed on Feb 8, 2026

10 min Walk to ND Stadium 1820

10 min Walk to ND Stadium 1820

2 out of 5
Price was $1,077, price is now $971 per person
$971
per person
Apr 10 - Apr 12
found 7 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to South Bend (SBN)
No reviews
20 min Walk to ND 3 Bedroom 2 Bath Home 54475

20 min Walk to ND 3 Bedroom 2 Bath Home 54475

2 out of 5
Price was $949, price is now $863 per person
$863
per person
Apr 10 - Apr 12
found 7 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to South Bend (SBN)
No reviews
Extra Entertainment Space Just 7 Blocks to ND Campus 54211

Extra Entertainment Space Just 7 Blocks to ND Campus 54211

2 out of 5
Price was $968, price is now $882 per person
$882
per person
Apr 10 - Apr 12
found 7 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to South Bend (SBN)
No reviews
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Discover the most popular places to visit in Leesburg

Tippecanoe Lake

4.5/5(3 reviews)

Commune with nature and explore the great outdoors at Tippecanoe Lake during your travels in Leesburg.

Tippecanoe Lake

Leesburg Hotel Deals

“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 IN
10/10 Exceptional! (24 reviews)
Great access to lake

Reviewed on Sep 19, 2025

Get rates
“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views
Best Western Inn

Best Western Inn

2.5 out of 5
900 Lincolnway E Goshen IN
Fully refundableReserve now, pay when you stay
$56 nightly
The price is $63 total per night from Feb 22 to Feb 23
$63 total
Feb 22 - Feb 23
Total with taxes and fees
7.6/10 Good! (682 reviews)
The room was nice and clean. The staff was very nice. Great place for an inexpensive over night stay.

Reviewed on Feb 3, 2026

Best Western Inn
Best Western Plus Warsaw

Best Western Plus Warsaw

2.5 out of 5
3825 Lake City Hwy Warsaw IN
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Feb 15 to Feb 16
$80 total
Feb 15 - Feb 16
Total with taxes and fees
7.6/10 Good! (1,003 reviews)
The staff were very friendly and kind. I really liked the cleanliness of the hotel.

Reviewed on Feb 2, 2026

Best Western Plus Warsaw
See all 281 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.

Find the Best Leesburg Vacation Packages

Leesburg Essential Information

Language
English
Currency
U.S dollars
Population
560
Top Sights
Wagon Wheel Theatre, Lake Wawasee and Tippecanoe Lake

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Frequently asked questions

How much does a Leesburg vacation package cost?
You'll find cheap prices from $418 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?
November, December and January are the best times to search for cheap Leesburg vacation packages. Choosing to travel in less busy months means you can typically find better prices on flights and hotels.
How many days is enough for Leesburg?
Usually, a handful of days is enough to explore the major sights during your Leesburg vacation. But if you prefer to have time to kick back or go on day trips, consider extending your trip.
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.
Does Expedia offer Book Now, Pay Later Leesburg vacation packages?
Your Leesburg getaway should be a relaxing escape from your busy life, not a reason for money worries. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.