Leesburg Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Seasons Florida Resort
CA $932
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (3,974 reviews)
The room was clean… too clean as it smelled like bleach when we got there and had to open the window to air it out. The headboards are quite outdated and tore up with many blemishes. The bathroom is so small that you can barely open it by the toilet. The shower pressure is good. We could hear our neighbors. The staff was friendly upon check in/out. They aren’t there at night though; pitch black in the office so hopefully nothing is ever needed at night. The area is quiet though. It’s located by the Polynesian dinner show and right by Sam’s Club and a few other restaurant/fast food places. Not sure if we will stay there again.
Reviewed on Oct 24, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
CA $993
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
9/10 Wonderful! (1,334 reviews)
Hotel was fantastic. The suite was clean and well kept, staff is quick to bring any requested extras like towels. Hot tub and arcade were a huge bonus and much needed. Didn’t use the pool or fire pit but it’s great that it has those amenities plus more. Only minor improvement could be parking but they do have an overflow parking location and a shuttle at least
Reviewed on Oct 21, 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 $92
CA $102 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
"The room was very clean, the A/C was easy to adjust, the hotel was very quite and the mattress soooo comfortable."
Reviewed on Oct 25, 2026
TownePlace Suites by Marriott Leesburg
238 Eagles Watch Street Leesburg FL
Fully refundableReserve now, pay when you stay
CA $160
CA $177 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (430 reviews)
"All was good!"
Reviewed on Oct 19, 2026
Best Western Plus Chain of Lakes Inn & Suites
1321 N 14th St Leesburg FL
Fully refundableReserve now, pay when you stay
CA $139
CA $154 total
Oct 26 - Oct 27
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Great staff clean rooms"
Reviewed on Oct 23, 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.
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.
Fern Prairie Preserve
You can take time to visit Fern Prairie Preserve during your travels to 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.
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 $733 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.
Explore a world of travel with Expedia
- Okahumpka Hotels
- Hotels with Free Airport Shuttle in Orlando
- Hotels near Orlando Intl.
- Home2 Suites by Hilton Orlando at Flamingo Crossings
- Drury Plaza Hotel Orlando
- Hotels near Universal Studios Florida
- Liki Tiki Village
- Oceanfront Hotels in Leesburg
- Charming Leesburg Getaway w/ Screened Porch!
- Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
- Villas in Orlando
- Leesburg Hotels
- Hotels near Walt Disney World® Resort
- Resorts in Orlando
- Walt Disney World Resort in Orlando
- Beach Hotel Hotels in Leesburg
- Orlando Hotels
- Homewood Suites by Hilton Orlando at Flamingo Crossings
- Universal Orlando Resort in Orlando
- Waterpark Hotels in Orlando
- 777bd
- All Inclusive Resorts and in Orlando
- Condo Rentals in Orlando
- Cheap Hotels in Orlando
- Hotels near Orange County Convention Center
- Mission Resort and Club
- Flights from Flint (FNT) to Leesburg (LEE)
- Flights from Toronto (YYZ) to Orlando (ORL)
- Flights from Hamilton (YHM) to Orlando (MCO)
- Flights from Buffalo (BUF) to Orlando (MCO)
- Flights from Calgary (YYC) to Orlando (MCO)
- Flights from Toronto (YYZ) to Leesburg (LEE)
- Flights from Moncton (YQM) to Orlando (MCO)
- Flights from Winnipeg (YWG) to Orlando (MCO)
- Flights from Columbus (CMH) to Leesburg (LEE)
- Flights from Kitchener (YKF) to Orlando (MCO)
- Flights from Saskatoon (YXE) to Orlando (MCO)
- Flights from Vancouver (YVR) to Orlando (MCO)
- Flights from London (LON) to Leesburg (LEE)
- Flights from Edmonton (YEG) to Orlando (MCO)
- Flights from Toronto (YYZ) to Orlando (MCO)
- Flights from Bangor (BGR) to Orlando (MCO)
- Flights from Detroit (DTW) to Orlando (MCO)
- Flights from Montreal (YUL) to Orlando (MCO)
- Flights to Leesburg
- Flights from Halifax (YHZ) to Orlando (MCO)
- Flights from London (YXU) to Orlando (MCO)
- Flights from Syracuse (SYR) to Orlando (MCO)
- Flights from Teterboro (TEB) to Leesburg (LEE)
- Flights from Bangor (BGR) to Leesburg (LEE)
- Flights from St. John's (YYT) to Orlando (MCO)
- Flights from Montreal (YUL) to Leesburg (LEE)
- Flights to Orlando
- Flights from Ottawa (YOW) to Orlando (MCO)
- Flights from Calgary (YYC) to Leesburg (LEE)
- Flights from Leesburg
- Flights from London (LHR) to Leesburg (LEE)
- Flights from Edmonton (YEG) to Leesburg (LEE)
- Disney's Animal Kingdom® Theme Park
- Disney's Typhoon Lagoon Water Park
- Universal Orlando Resort
- Disney's Hollywood Studios®
- Universal Studios Florida
- Webster Westside Flea Market
- Orlando Vacations
- Forest Lake Golf Club
- Wildwood Vacations
- Mall at Millenia
- Winter Garden Vacations
- The Wizarding World of Harry PotterTM
- Lakeridge Winery
- The Villages Vacations
- Disney's Blizzard Beach Water Park
- The Villages Market Square
- Walt Disney World® Resort
- Tangerine Vacations
- All inclusive Vacation Packages Orlando
- Kelly Park
- Orlando International Premium Outlets
- Epcot®
- Universal’s Volcano Bay
- Bella Collina Golf Club
- Magic Kingdom® Park
- Clermont Vacations
- Lake Eola Park
- Grand Oaks Resort and Carriage Museum
- Mount Dora Vacations
- Florida Horse Park
- Universal’s Islands of Adventure
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
