Deals on vacations and trips to Leesburg

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Leesburg flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn Goshen

Comfort Inn Goshen

2.5 out of 5
Price was $805, price is now $715 per person
$715
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to South Bend (SBN)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the business center, express check-out, and conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Doubletree Hotel South Bend

Doubletree Hotel South Bend

4 out of 5
Downtown South Bend
Price was $1,327, price is now $1,002 per person
$1,002
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to South Bend (SBN)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. You'll appreciate the free area shuttle, self parking, and 24-hour business center.
Motel 6 South Bend, IN - Mishawaka

Motel 6 South Bend, IN - Mishawaka

2 out of 5
Price was $1,048, price is now $893 per person
$893
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to South Bend (SBN)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli, express check-out, and laundry facilities are also on offer.
Four Winds Casino South Bend

Four Winds Casino South Bend

3 out of 5
Price was $1,484, price is now $1,313 per person
$1,313
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to South Bend (SBN)
This hotel features a casino, a full-service spa, and a nightclub. Enjoy a meal in one of the 5 restaurants and free perks like valet parking and WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy the 3 hot tubs and seasonal outdoor pool.
Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated

2 out of 5
Price was $1,229, price is now $1,092 per person
$1,092
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to South Bend (SBN)
This vacation home includes free WiFi in public areas and barbecue grills.

Top Leesburg hotels deals

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

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

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This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer
“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views

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

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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Tippy Cottage on the Lake

Tippy Cottage on the Lake

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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Tippecanoe Lakefront 4-bedroom cabin in wonderful Leesburg with WiFi, AC

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

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This cabin features a garden, laundry facilities, and concierge services. Barbecue grills are provided for your convenience.
Kitchen
Washer
Best Western Plus Warsaw

Best Western Plus Warsaw

2.5 out of 5
3825 Lake City Hwy, Warsaw, IN
Free Cancellation
Reserve now, pay when you stay
$78 nightly
The price is $88 total per night
$88 total
Aug 25 - Aug 26
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Wyndham Garden Warsaw

Wyndham Garden Warsaw

3 out of 5
2519 E Center St, Warsaw, IN
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $76 total per night
$76 total
Aug 25 - Aug 26
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Bring the family and enjoy the arcade/game room and kid-friendly dining. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Hot Tub
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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.

Popular places to visit

Tippecanoe Lake

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

Tippecanoe Lake

Stanton Lake

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

Stanton Lake

Oppenheim Woods

You can take time to visit Oppenheim Woods during your travels to Leesburg.

Oppenheim Woods

Frequently asked questions

How much are vacation packages to Leesburg?
You can get an amazing flight + hotel bundle for as low as $715. With a Travelocity vacation package, a trip to Leesburg has never looked so enticing! Save your time and cash and then get a head start on packing those bags.
Where can I get the best vacation package deals for Leesburg?
Look no further than Travelocity. With access to 400 airline partners and an impressive 1,000,000 properties around the world, selecting the ultimate Leesburg package deal couldn't be simpler.
Why should I purchase my Leesburg vacation package via Travelocity?
Because we believe in crafting stress-free travel experiences. From flights and hotels to car rentals and activities, our packages make it a breeze to save. Our customer support is on hand 24/7 to make sure your needs are taken care of. We also have an amazing Price Match Guarantee, so you can lock in your getaway knowing you've scored the best deal around. If you find a lower price, we'll match it!
Can I save on my Leesburg car rental if I bundle it with my hotel or flight?
Combining your hotel, flight and car into a Leesburg vacation package is the easiest way to score better prices. Plus, having your own set of wheels gives you the freedom to find your way to all those famous sights you want to explore. Sitting 100 mi away from Leesburg, Wrigley Field is one place that should be on your must-do list. Fill up the tank and make a day trip of it.
What is the best time of year to go to Leesburg?
If you prefer to wander wisely, is one of the best times to do it. That's when hotel rates are most affordable. In contrast, prices skyrocket around . March, May and July are the most popular times to visit Leesburg, so expect snaking queues for major attractions. Prefer to travel outside the busy season? You'll find more manageable crowds during November, December and January.
Which airport is best for Leesburg?
The majority of visitors arrive at Fort Wayne Intl. Airport (FWA). After you've landed and grabbed your luggage, head 40 mi northwest to reach downtown Leesburg. South Bend Intl. Airport (SBN) is your other option, 35 mi from the heart of the city.
What is there to do in Leesburg?
Tippecanoe Lake is one of the memorable sights that make Leesburg such a popular tourist destination. But leave some extra time to roam the city's lesser-known attractions too. This is often where the best vacation memories are created.
Where should I stay when visiting Leesburg?
The Lake Cottage With Amazing Sunset View On Lake Tippecanoe is the first choice of many travelers. Book soon before it's too late.

Photos of local treasures

Browse Leesburg vacation photos for more inspiration