Leesburg Vacations from $321
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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.
Palazzo Lakeside Hotel
$321
per person
Nov 11 - Nov 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (5,314 reviews)
I have stayed here twice now and both times I was surprised at how well it was maintained. The rooms were always clean including the bathroom ( first place I go in any hotel) the staff was incredible when I checked in after 11pm the gentleman was so kind and patient and I dealt with another gentleman the following day as I forgot my hotel key in the room he quickly was able to make me a new one after a very long conference day for my job.! I didn’t use any of the services like breakfast or the laundry but I will definitely stay again any time I am in Orlando 😁.
Reviewed on Sep 28, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
$754
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (1,003 reviews)
We stayed in one of the cottages and it was just perfect. The fully equipped kitchen downstairs with a master suite was perfect for my parents. I appreciated having the laundry upstairs with the other bedrooms.
The staff at the main building were so helpful with our packages and printing documents for us.
Unfortunately we had a very busy week and could not enjoy the wonderful amenities of the resort.
Overall, a great selection and would start again!
Reviewed on Sep 25, 2026
The Delaney Hotel
South Orange
$589
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
9.6/10 Exceptional! (1,214 reviews)
Super happy with our stay. Parking garage has Tesla chargers, plus! Staff was very friendly. Room and hotel were clean. We did not visit the restaurant/bar. I will be staying again and highly recommend!
Reviewed on Sep 29, 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.
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.
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.
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.
ViaPort Florida
7.8/10 (28 reviews)
ViaPort Florida combines shopping with family entertainment, including an arcade, bowling, and indoor go-kart track. Explore over 50 stores before racing on the track or challenging friends to a bowling match.
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.
Bell Hammock
Commune with nature and explore the great outdoors at Bell Hammock during your travels in Leesburg. Stroll along the lakeside or visit the shops in the area.
Emeralda Marsh Conservation Area
This 6,577-acre wetland preserve offers prime viewing of Florida's native wildlife, from bald eagles to alligators. Explore the seasonal interpretive drive (February-May) for the best birdwatching experience.
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
$68 nightly
$75 total
Oct 4 - Oct 5
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
"The rooms smell bad. I was on 2nd floor and my traveling companion on 1st floor. Both rooms had an intense musty/mildew smell that was overwhelming. It’s as if the carpets are damp or something. Staff was nice. Coffee was good."
Reviewed on Sep 28, 2026
Wingate by Wyndham Leesburg Florida
2476 N. Citrus Blvd Leesburg FL
Fully refundableReserve now, pay when you stay
$59 nightly
$65 total
Oct 4 - Oct 5
Total with taxes and fees
TownePlace Suites by Marriott Leesburg
238 Eagles Watch Street Leesburg FL
$119 nightly
$132 total
Sep 30 - Oct 1
Total with taxes and fees
9/10 Wonderful! (421 reviews)
"Tiene cocina dentro el desayuno es bien el es bien bueno el personal es uno mejor que Otro la cama es muy cómoda es bien conveniente es como para viajar en familia muy chulo."
Reviewed on Sep 28, 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 $321 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.
