Leesburg Vacations from $271
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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.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
$821
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9.2/10 Wonderful! (1,006 reviews)
Our family absolutely loved staying in the cottages. It was nicely updated and so much space for everyone to spread out. Although we didn’t have time to use them, the waterpark passes are a nice bonus. I’m sure we will likely stay here again when we are back in the area.
Reviewed on Aug 30, 2026
Stay near popular Leesburg attractions
Plantation Golf Club
8.0/10 (32 reviews)
This Florida golf retreat offers two distinct championship courses with rolling fairways and lakeside views. Enjoy both the challenge of Cranes Roost and the scenic beauty of Otter Creek during cooler months.
Treasure Island
Nestled on the shores of Lake Griffin, Treasure Island offers serene waterfront living in Leesburg. Explore the peaceful residential enclave while enjoying boating access to the scenic Harris Chain of Lakes.
Palm Island
Stroll along an elevated boardwalk through ancient cypress and cabbage palms at this tranquil Lake Dora sanctuary. Bring binoculars to spot diverse wildlife, from colorful birds to sunbathing alligators.
Venetian Gardens
8.6/10 (66 reviews)
Meander through scenic bridges connecting islands on Lake Harris in this lush waterfront park. Spot wildlife from fishing piers or enjoy the splash pad and picnic areas perfect for family outings.
Emeralda Island
Emeralda Island borders a vital wetland ecosystem where diverse wildlife thrives among lush Florida landscapes. Explore winding trails with binoculars at dawn when birds are most active and the marshland comes alive.
Leesburg Center for the Arts
Enjoy an outing to Leesburg Center for the Arts during your stay in Leesburg. Visit the area's shops or amble around its lakeside.
Big Hammock
Commune with nature and explore the great outdoors at Big Hammock during your travels in Leesburg. Visit the area's shops or amble around its lakeside.
Silver Lake
Commune with nature and explore the great outdoors at Silver Lake during your travels in Leesburg. Stroll along the lakeside or visit the shops in the area.
What to do in Leesburg
Dora Canal Wildlife Kayak Tour – Scenic Old Florida
$85
per adult
Leesburg Hotel Deals
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
9700 Us Highway 441 Leesburg FL
Fully refundableReserve now, pay when you stay
$71 nightly
$79 total
Oct 1 - Oct 2
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"Amazing stay super clean"
Reviewed on Aug 30, 2026
Wingate by Wyndham Leesburg Florida
2476 N. Citrus Blvd Leesburg FL
Fully refundableReserve now, pay when you stay
$64 nightly
$71 total
Sep 29 - Sep 30
Total with taxes and fees
6.8/10 (815 reviews)
"The room and hall smelled terrible and the AC didn’t work. Left within 10 minutes. Still waiting on a refund."
Reviewed on Aug 30, 2026
TownePlace Suites by Marriott Leesburg
238 Eagles Watch Street Leesburg FL
Fully refundableReserve now, pay when you stay
$114 nightly
$127 total
Sep 2 - Sep 3
Total with taxes and fees
9/10 Wonderful! (410 reviews)
"Staff is extremely helpful and friendly…very welcoming!"
Reviewed on Aug 29, 2026
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 $271 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?
- Choose your travel dates: What you want to do in Leesburg and your preferred season can help you decide when to go.
- 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.
- 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.
- 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.
- 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.
- 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
