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 Towers Resort
Price was CA $1,315, price is now CA $699 per person
CA $699
per person
Aug 7 - Aug 14
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
The room was clean staff was nice.i was good for the weekend stay really enjoyed it.
Reviewed on May 24, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was CA $2,513, price is now CA $1,253 per person
CA $1,253
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Orlando (MCO)
8.8/10 Excellent! (1,253 reviews)
It was a very nice clean property just a bit smaller unit size than what we’re used to!
Reviewed on May 25, 2026
Westgate Vacation Villas Resort
Price was CA $1,485, price is now CA $769 per person
CA $769
per person
Aug 7 - Aug 14
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
8.2/10 Very Good! (1,944 reviews)
This was a amazing resort with so many amenities and the Mexican restaurant was great and the ice cream was yummy - rooms are clean and it is very family friendly
Reviewed on May 27, 2026
Leesburg Hotel Deals
Wingate by Wyndham Leesburg Florida
2476 N. Citrus Blvd Leesburg FL
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from Jun 4 to Jun 5
CA $97
CA $108 total
Jun 4 - Jun 5
includes taxes & fees
6.8/10 (779 reviews)
"The hotel is in a bad area and looked liked drug deals were going on in the parking lot. The front of the air conditioner in the room feel off, there was a leak from the refrigerator that wasn’t evening cooling, the TV did not turn on, the carpets in the hallways were stained and dirty. Hanging out ..."
Reviewed on May 27, 2026
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
9700 Us Highway 441 Leesburg FL
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from May 31 to Jun 1
CA $110
CA $122 total
May 31 - Jun 1
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"I made a reservation for my parents for one night. My father is very old and has trouble walking. I expressed my concerns at the desk and they said not to worry. they changed the room and it was steps from the entrance to their room. They are extremely pleasant, accommodating, professional, yet personable. ..."
Reviewed on May 27, 2026
TownePlace Suites by Marriott Leesburg
238 Eagles Watch Street Leesburg FL
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from May 31 to Jun 1
CA $156
CA $173 total
May 31 - Jun 1
includes taxes & fees
9/10 Wonderful! (378 reviews)
"This is my second time staying and it never disappoints. Very close to the center of the historic downtown area. The property is very well maintained. Staff is always very welcoming. They were very helpful in explaining the laundry room machines and how they operate. Staff always greeted me when ..."
Reviewed on May 26, 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.
Discover the most popular places to visit in Leesburg
Venetian Gardens
Explore the great outdoors at Venetian Gardens, a lovely green space in Leesburg. While you're in the area, stroll along the lakeside.
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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.
