Leesburg Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

Best Western Inn

Best Western Inn

2.5 out of 5
900 Lincolnway E Goshen IN
27.44 km from city center
Book a stay at this business-friendly hotel in Goshen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Wyndham Garden Warsaw

Wyndham Garden Warsaw

3 out of 5
2519 E Center St Warsaw IN
10.57 km from city center
Book a stay at this family-friendly hotel in Warsaw. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Best Western Plus Warsaw

Best Western Plus Warsaw

2.5 out of 5
3825 Lake City Hwy Warsaw IN
11.75 km from city center
Book a stay at this business-friendly hotel in Warsaw. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the ...
Super 8 by Wyndham Columbia City

Super 8 by Wyndham Columbia City

2 out of 5
235 Frontage Road Columbia City IN
35.24 km from city center
Stay at this hotel in Columbia City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews.
Amish Inn

Amish Inn

2 out of 5
1234 W Market St Nappanee IN
18.64 km from city center
Stay at this hotel in Nappanee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Fairfield Inn & Suites by Marriott Goshen

Fairfield Inn & Suites by Marriott Goshen

3 out of 5
2110 Keystone Drive Goshen IN
26.29 km from city center
Book a stay at this business-friendly hotel in Goshen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Quality Inn & Suites Goshen

Quality Inn & Suites Goshen

2.5 out of 5
1930 Lincolnway E Goshen IN
26.09 km from city center
Book a stay at this business-friendly hotel in Goshen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express Hotel & Suites Goshen by IHG

Holiday Inn Express Hotel & Suites Goshen by IHG

2.5 out of 5
1415 Lincoln Way East Goshen IN
27.01 km from city center
Book a stay at this business-friendly hotel in Goshen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Tru by Hilton Warsaw

Tru by Hilton Warsaw

2.5 out of 5
200 Prosperity Drive Warsaw IN
10.64 km from city center
Stay at this hotel in Warsaw. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Wagon ...
Holiday Inn Express Hotel & Suites Plymouth by IHG

Holiday Inn Express Hotel & Suites Plymouth by IHG

2.5 out of 5
2619 Michigan Street Plymouth IN
38.8 km from city center
Book a stay at this business-friendly hotel in Plymouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Suites Plymouth near US-30

Comfort Suites Plymouth near US-30

2.5 out of 5
2513 North Michigan St. Plymouth IN
38.74 km from city center
Book a stay at this business-friendly hotel in Plymouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express & Suites Warsaw - E Center by IHG

Holiday Inn Express & Suites Warsaw - E Center by IHG

2.5 out of 5
300 PROSPERITY DR. Warsaw IN
10.55 km from city center
Book a stay at this business-friendly hotel in Warsaw. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Hampton Inn Warsaw

Hampton Inn Warsaw

2.5 out of 5
115 Robmar Dr Warsaw IN
10.65 km from city center
Stay at this hotel in Warsaw. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Wagon ...
CountrySide Inn

CountrySide Inn

2 out of 5
2004 W Market St Nappanee IN
19.61 km from city center
Stay at this hotel in Nappanee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Amish ...
Fairfield Inn & Suites by Marriott Warsaw

Fairfield Inn & Suites by Marriott Warsaw

3 out of 5
54 Petro Drive Warsaw IN
6.22 km from city center
Book a stay at this business-friendly hotel in Warsaw. Enjoy free breakfast, free parking, and a 24-hour fitness center. Popular attractions Hidden Lake and ...
Don't see what you're looking for?
See all available properties in Leesburg
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, Aug 10 - Thu, Aug 20
ORD
O'Hare Intl.
SBN
South Bend Intl.
$239 Roundtrip, found 2 days ago
$239
Roundtrip
found 2 days ago
Select United flight, departing Mon, Aug 10 from O'Hare Intl. to South Bend Intl., returning Thu, Aug 20, priced at $239 found 2 days ago
United
Mon, Aug 10 - Thu, Aug 20
ORD
O'Hare Intl.
SBN
South Bend Intl.
$244 Roundtrip, found 2 days ago
$244
Roundtrip
found 2 days ago
Select United flight, departing Mon, Aug 10 from O'Hare Intl. to South Bend Intl., returning Thu, Aug 20, priced at $244 found 2 days ago
Delta
Tue, Sep 15 - Tue, Sep 22
EWR
Newark Liberty Intl. Airport
SBN
South Bend Intl.
$281 Roundtrip, found 5 hours ago
$281
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Sep 15 from Newark Liberty Intl. Airport to South Bend Intl., returning Tue, Sep 22, priced at $281 found 5 hours ago
American Airlines
Tue, Sep 15 - Tue, Sep 22
EWR
Newark Liberty Intl. Airport
SBN
South Bend Intl.
$387 Roundtrip, found 5 hours ago
$387
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Sep 15 from Newark Liberty Intl. Airport to South Bend Intl., returning Tue, Sep 22, priced at $387 found 5 hours ago