Leesburg Vacation Packages
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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.
Top Leesburg Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
CA $1,147
per person
Nov 17 - Nov 24
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9/10 Wonderful! (1,334 reviews)
This was my second stay at this property, both times for an HHN weekend. This stay is really for sleeping purposes only. We continue to come back because the value is incomparable for a party of 6. It's an easy drive in from I4 and there is plenty of sleeping space, 2 bathrooms are key and the kitchen is invaluable as we bring in food and drinks to save on eating out. At check in the desk was fully staffed for a quick check-in process. Upon arrival to our room we discovered the a/c wasn't working properly. No problem...we let the front desk know and within 2 hours the room was sufficiently cooling and continued the duration of our stay. Aesthetically, the furnishings are outdated but I'm sure they take a beating with Orlando guest turnover and it's hard to justify upgrading at this price point.
Reviewed on Oct 17, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
CA $1,506
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
This place was fantastic to stay at. We had a two bedroom cottage, the facilities were fantastic. All bedrooms ensuite, TVs in every room. Full kitchen and living room. Hot tub. Great pool nearby and sunset walk is five minutes walk away. They had live music in most nights and there is a lot of different food and drink places there.
Reviewed on Oct 15, 2026
Ready to book your vacation to Leesburg?
Leesburg Hotel Deals
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
9700 Us Highway 441 Leesburg FL
Fully refundableReserve now, pay when you stay
CA $93
CA $103 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Everything was excellent as usual, I have stayed there many times and will continue to do so"
Reviewed on Oct 11, 2026
TownePlace Suites by Marriott Leesburg
238 Eagles Watch Street Leesburg FL
Fully refundableReserve now, pay when you stay
CA $164
CA $182 total
Oct 25 - Oct 26
includes taxes & fees
Best Western Plus Chain of Lakes Inn & Suites
1321 N 14th St Leesburg FL
Fully refundableReserve now, pay when you stay
CA $140
CA $155 total
Oct 19 - Oct 20
includes taxes & fees
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.
Stay near popular Leesburg attractions
Plantation Golf Club
8.0/10 (32 reviews)
Enjoy a round of golf in Leesburg at Plantation Golf Club. Stroll along the lakeside or experience the area's festivals.
Palm Island
Commune with nature and explore the great outdoors at Palm Island during your travels in Leesburg. Stroll along the lakeside or visit the shops in the area.
Treasure Island
Commune with nature and explore the great outdoors at Treasure Island during your travels in Leesburg. Visit the area's shops or amble around its lakeside.
Venetian Gardens
8.6/10 (66 reviews)
Explore the great outdoors at Venetian Gardens, a lovely green space in Leesburg. While you're in the area, stroll along the lakeside.
Emeralda Island
Commune with nature and explore the great outdoors at Emeralda Island during your travels in Leesburg. Stroll along the lakeside or visit the shops in the area.
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.
Emeralda Marsh Conservation Area
You can take time to visit Emeralda Marsh Conservation Area during your travels to Leesburg. Stroll along the lakeside or visit the shops in the area.
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.
Frequently asked questions
How much does a Leesburg vacation package cost?
Offering excellent value package deals from CA $399 on Expedia, you'll be thrilled with how little a vacation to Leesburg costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Leesburg?
You can typically find lower rates and better availability in June, August and September. Take a look at our cheap Leesburg vacation packages and you could land some great off-season discounts.
How many days is enough for Leesburg?
Typically, a few days is enough for a Leesburg vacation. With a well-organized itinerary, you can check out all the main sights including ViaPort Florida, as well as explore some hidden treasures along the way.
How to find the best Leesburg package deals?
Start your search for a Leesburg package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Leesburg package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Leesburg adventure underway.
Is it cheaper to book a Leesburg vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a tailored Leesburg vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Leesburg?
If you have your Leesburg vacation dates locked in, book as soon as you can to bag some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Leesburg?
- Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Leesburg.
- Set a budget: Factor in costs like transportation, flights and meals when calculating how much to save for your trip to Leesburg. Then, select a hotel that suits your budget, whether that's an economical option or a deluxe retreat.
- Work out your trip length: Think about how much time you want to spend exploring Leesburg. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Leesburg vacation package that brings all your bookings together.
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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.
