Leesburg Vacations from $268

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Your Leesburg Vacation

The rich history and spectacular views are just the beginning of the things Leesburg has on offer. Enjoy the sights and sounds of this interesting city your way with a customized Leesburg vacation package. A trip to Leesburg is a superb opportunity to do some sightseeing. Be sure to visit popular attractions like Lake Griffin State Park, ViaPort Florida and Paquettes Historical Farmall Museum. Whoever you're taking a break with and whether your budget is big or small, your ultimate Leesburg vacation is just a few clicks away with Expedia.

The Latest Leesburg vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 28
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8/10 Very Good! (1,274 reviews)
The property was nice, lots of things to do for everyone. However the shipwreck water park wasn’t included you have to pay for that separately. Also, be prepared to pay additional resort fees at the property.

Reviewed on Jul 11, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
per person
Sep 23 - Sep 28
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Good choice to stay, close to universal and not that far from disney. I would definetly recomend it. Excelent service.

Reviewed on Jul 10, 2025

Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
per person
Aug 14 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8/10 Very Good! (354 reviews)
Nice place. Kids had a good time. Not encouraged to go there if you are a minority. You wont feel welcomed. The staff is great, but the type of people that go there arent really folks that likely share the same interests as you do. There are Confederate flags all over; etc. Hotel rooms are no bueno, old. IF you want something nice, you need to spend the money glamping or have your own trailer.

Reviewed on Jun 24, 2025

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

3.5 out of 5
Vilano Beach
Save 100% on your flight
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (540 reviews)
Nice Beach across the road, Very nice staff!

Reviewed on Jul 6, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 28
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (5,060 reviews)
I always stay here. I love everything about it

Reviewed on Jul 11, 2025

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Discover the most popular places to visit in Leesburg

This was the first time that my daughter and I visited Venetian Gardens. I took this snapshot with my phone and processed it in B&w to emphasize the reflections in the pond.

Venetian Gardens

4.5/5(4 reviews)

Explore the great outdoors at Venetian Gardens, a lovely green space in Leesburg. While you're in the area, stroll along the lakeside.

Venetian Gardens

Plantation Golf Club

5/5(2 reviews)

Enjoy a round of golf in Leesburg at Plantation Golf Club. Stroll along the lakeside or experience the area's festivals.

Plantation Golf Club

Paquette's Historical Farmall Museum

You can spend an afternoon browsing the exhibits at Paquette's Historical Farmall Museum during your trip to Leesburg. Wander the lakeside in this quaint area.

Paquette's Historical Farmall Museum

What to do in Leesburg

Stand Up Paddle Boarding through the scenic Dora Canal on the Lake Harris Chain of Lakes.

Paddle and Brew Adventure in Tavares with Beer Flight Tasting

$90
per adult
Paddle and Brew Adventure in Tavares with Beer Flight Tasting
See all activities in Leesburg

Leesburg Hotel Deals

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
2 out of 5
9700 Us Highway 441, Leesburg, FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $79 total per night from Jul 13 to Jul 14
$79 total
Jul 13 - Jul 14
Total includes taxes and fees
8.4/10 Very Good! (1,003 reviews)
Decent for price
"The room had a strange, unpleasant odor. The bed initially seemed a little too soft & lumpy, but actually slept decent. It appeared to be clean enough. There was a couple arguing/fighting in the parking lot that night. Not your fault though. A worker seemed to handle it. Staff was very helpful."

Reviewed on Jul 6, 2025

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
TownePlace Suites by Marriott Leesburg
TownePlace Suites by Marriott Leesburg
3 out of 5
238 Eagles Watch Street, Leesburg, FL
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $112 total per night from Jul 16 to Jul 17
$112 total
Jul 16 - Jul 17
Total includes taxes and fees
9/10 Wonderful! (291 reviews)
"Perfect location - I was visiting family in the hospital and this was the perfect spot and had everything I needed - even got to slip away to the pool which is very nice"

Reviewed on Jul 8, 2025

TownePlace Suites by Marriott Leesburg
Sleep Inn Leesburg Chain of Lakes
Sleep Inn Leesburg Chain of Lakes
2.5 out of 5
2476 N. Citrus Blvd, Leesburg, FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $79 total per night from Jul 28 to Jul 29
$79 total
Jul 28 - Jul 29
Total includes taxes and fees
7/10 Good! (590 reviews)
"Nice"

Reviewed on Jul 6, 2025

Sleep Inn Leesburg Chain of Lakes
See all 2,580 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
22,000
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Lake Griffin State Park, Lake County Historical Museum and Lake Dora

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Frequently asked questions

How much does a Leesburg vacation package cost?
You can grab a vacation package to this popular destination from $268 on Expedia. However, how much your vacation to Leesburg costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Leesburg?
If you're looking to score a cheap Leesburg vacation package, consider planning a trip in May, July and August. You'll typically find better rates on airfares and hotels during these quieter months --- ideal for travelers wishing to save money.
How many days is enough for Leesburg?
Typically, a handful of days is enough to go to the main sights during your Leesburg vacation. But if you want to have time to unwind or go on day tours, think about extending your itinerary.
How to find the best Leesburg package deals?
Begin your search for a Leesburg package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Leesburg package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Leesburg adventure off to a flying start.
Is it cheaper to book a Leesburg vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still get the freedom to create a customized Leesburg vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Leesburg?
Score incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Leesburg vacation.
How to plan a trip to Leesburg?

  1. Choose your travel dates: What you want to do in Leesburg and your preferred season can help you decide when to go.
  2. Set your budget: Consider costs such as flights, food and transportation when working out how much to save for your trip to Leesburg. Then, pick a hotel that suits your budget, whether that's an affordable stay or a more upscale getaway.
  3. Organize your Leesburg escape with Expedia's trip planning tool: Search for and book accommodations and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Leesburg together.
  4. Decide how long to go away for: Now that you know more about Leesburg, you can figure out the ideal length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Leesburg vacation package.
  6. Book activities and experiences ahead of time: Whether it's entrance to a major attraction or a day trip, you won't have to worry about missing out on Leesburg's best offerings. Find all the fun things to do in Leesburg with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Leesburg vacation packages?
Jet off on your perfect escape to Leesburg with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait until payday --- we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.