Leesburg Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

Your Leesburg Holiday

With a holiday 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 organising your perfect holiday to Leesburg today.

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 Webster Lake

Top hotels in Leesburg

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

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

Leesburg, IN
9.6/10 Exceptional! (21 reviews)
"This was perfect for our weekend lake getaway. Exceptionally clean."

Reviewed on 18 Aug 2025

Get rates
beautiful cottage by the lake. Relax and enjoy your stay.
“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! (20 reviews)
"The property was clean and a perfect location. We love being on the water."

Reviewed on 14 Aug 2025

Get rates
“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views
Tippy Cottage on the Lake

Tippy Cottage on the Lake

Leesburg, IN
10/10 Exceptional! (76 reviews)
Mini vacation at Tippy Cottage
"Had a wonderful time. We just love the lake and the cottage is really great for us. Hope to visit again next year"

Reviewed on 19 Jul 2025

Get rates
Tippy Cottage on the Lake
See all 272 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Leesburg travel package cost?
From as low as , you can build your own Leesburg travel package. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
If I'm not able to travel, can I cancel my Leesburg travel package?
Don't stress if you're rethinking your Leesburg travel package — it's possible to change or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We know your circumstances can suddenly change, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.
How do I get a cheap travel package to Leesburg?
Lock in flights that fit in with your schedule, add a hotel to your booking and watch the savings rack up with a Leesburg travel package. It's that easy! From hotels and flights to activities and rental cars, Expedia is where your cheap holiday begins. And with over 550 air carriers and 1,000,000 hotel options globally to choose from, you won't be short of choice.
Does Expedia offer Book Now, Pay Later Leesburg holidays?
Expedia has joined forces with online lender Klarna to make booking your next getaway easier on the purse strings. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more cash to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find something that suits your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying a little each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: If you want to pay off your escape across multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you spot an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you get what you want.

What are the top hotels in Leesburg?
If this will be your first visit to Leesburg, make a reservation at Sheraton Indianapolis Hotel at Keystone Crossing or Hilton Fort Wayne at the Grand Wayne Convention Centre. Both hotels offer comfortable beds and are favourites with many savvy travellers.
How far in advance should I book my Leesburg holiday?
While not all airlines release ticket prices early, you can usually look up international flights on Expedia up to a year in advance. This is the time when you'll nab some fantastic bargains. If you've left everything to the last minute, you might get lucky. Sometimes the cheapest prices appear just weeks prior to departure.
What does an Expedia Leesburg travel package include?
It comes down to what sort of escape you have in mind. Leesburg holiday deals can include flights, car rentals and hotels. You can mix and match to create the package that works for you! You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a Leesburg travel package?
You'll pick up amazing savings when you bundle your flights, hotels and rental cars into a travel package. Plus, booking everything in one place just makes things easier. So why waste time or money? Whether you're organising a ritzy romantic getaway or an affordable family break, take a look at our package deals today.
Can I choose my airline with a Leesburg Expedia travel package?
Most definitely. Expedia has over 550 partner airlines to select from globally. With so many choices, finding the ideal carrier to get you to Leesburg will be a breeze.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.