Leesburg Vacations from $611

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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.
La Quinta Inn & Suites by Wyndham South Bend

La Quinta Inn & Suites by Wyndham South Bend

3 out of 5
Price was $717, price is now $611 per person
$611
per person
Jun 25 - Jun 28
found 5 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to South Bend (SBN)
7.4/10 Good! (1,001 reviews)
Standard no frills - good price

Reviewed on May 12, 2026

The Inn at Saint Mary's

The Inn at Saint Mary's

3.5 out of 5
Price was $1,513, price is now $1,216 per person
$1,216
per person
Jun 25 - Jun 28
found 5 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to South Bend (SBN)
9.4/10 Exceptional! (1,158 reviews)
Location is good. Renovations are being done which are okay, but makes the hotel very difficult to navigate for now. Also, we stayed in a renovated room, but I don't feel that the renovations improved it much? Will give it another chance maybe when it is finished.

Reviewed on May 15, 2026

Morris Inn

Morris Inn

4 out of 5
Price was $1,265, price is now $1,063 per person
$1,063
per person
Jun 25 - Jun 28
found 5 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to South Bend (SBN)
10/10 Exceptional! (1,007 reviews)
Coffee maker was broken, staff was very busy, room was very clean as was entire facility.

Reviewed on May 13, 2026

Ivy Court Inn & Suites

Ivy Court Inn & Suites

2.5 out of 5
Price was $759, price is now $649 per person
$649
per person
Jun 25 - Jun 28
found 5 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to South Bend (SBN)
9.2/10 Wonderful! (1,002 reviews)
The room is a little outdated. There is mold in the shower, but the rest of the room was extremely clean.

Reviewed on May 15, 2026

Hot Tub Outdoor Living Game Room Coffee Bar

Hot Tub Outdoor Living Game Room Coffee Bar

2 out of 5
Price was $1,291, price is now $1,125 per person
$1,125
per person
Jun 25 - Jun 28
found 5 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) 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

Tippy Cottage on the Lake

Tippy Cottage on the Lake

Leesburg IN
10/10 Exceptional! (80 reviews)
Ery nice host and property would go back

Reviewed on Sep 29, 2025

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Tippy Cottage on the Lake
“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
Get rates
“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views
Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake

Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake

Leesburg IN
Get rates
Lake Front 2-bedroom cottage with AC on Beautiful Tippecanoe Lake
See all 288 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 $611 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.