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 Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
per person
Sep 28 - Oct 4
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
7.8/10 Good! (1,644 reviews)
Most of the staff were very nice. The place was a time share vacation resort, we did not buy into the time share. This made the stay feel a little weird after.

Reviewed on Jul. 1, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive
Save 100% on your flight
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Westgate was amazing for my family trip to Orlando! I loved the 2 bedrooms because i was traveling with teenagers. The kitchen was well equipped and the location was close to a variety of restaurants and shops. Staff was very nice. Our room was clean. The pool was clean. We can't wait to come back.

Reviewed on Jul. 5, 2025

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Save 100% on your flight
per person
Sep 8 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.6/10 Excellent! (1,312 reviews)
The rooms are very nice and clean as well as spacious! Loved how nice the water park is. It’s a little small, but it’s good for families

Reviewed on Jul. 3, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8.8/10 Excellent! (478 reviews)
Great place very friendly and awesome amenities

Reviewed on Jun. 19, 2025

Vintage At Horizon West Apartments By Barsala

Vintage At Horizon West Apartments By Barsala

4 out of 5
Save 100% on your flight
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
7.6/10 Good! (4 reviews)
Enjoyed the stay. It was quiet and clean

Reviewed on May 11, 2025

Ready to book your vacation to Leesburg?

 

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Leesburg Hotel Deals

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
2 out of 5
9700 Us Highway 441, Leesburg, FL
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from Jul 13 to Jul 14
CA $97
CA $107 total
Jul 13 - Jul 14
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"It was peaceful"

Reviewed on Jul. 4, 2025

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
TownePlace Suites by Marriott Leesburg
TownePlace Suites by Marriott Leesburg
3 out of 5
238 Eagles Watch Street, Leesburg, FL
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Jul 10 to Jul 11
CA $137
CA $152 total
Jul 10 - Jul 11
includes taxes & fees
9/10 Wonderful! (289 reviews)
"I loved staying at this hotel. The room was very nice and clean. The kitchenette was fully stocked and had everything you would need. The room was spacious. There was a large closet that fit the suitcases and still had room to hang clothes."

Reviewed on Jul. 4, 2025

TownePlace Suites by Marriott Leesburg
Best Western Plus Chain of Lakes Inn & Suites
Best Western Plus Chain of Lakes Inn & Suites
2.5 out of 5
1321 N 14th St, Leesburg, FL
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Jul 10 to Jul 11
CA $116
CA $128 total
Jul 10 - Jul 11
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"My favorite place to stay!"

Reviewed on Jul. 5, 2025

Best Western Plus Chain of Lakes Inn & Suites
See all 2,586 properties in Leesburg
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Leesburg

Venetian Gardens

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.

Venetian Gardens

What to do in Leesburg

A delicious banana split from Poppy's Ice Cream & Sweet Shop

Tavares Poppy's Sweet Paddle Adventure with Ice Cream

CA $117
per adult
Tavares Poppy's Sweet Paddle Adventure with Ice Cream
Half-Day Tandem Kayak Rental for Two in the Scenic Dora Canal

Tavares Half-Day Kayak Rental for Two on the Dora Canal

CA $117
per traveller
Tavares Half-Day Kayak Rental for Two on the Dora Canal
Stand Up Paddle Boarding through the scenic Dora Canal on the Lake Harris Chain of Lakes.

Paddle and Brew Adventure in Tavares with Beer Flight Tasting

CA $124
per adult
Paddle and Brew Adventure in Tavares with Beer Flight Tasting
See all activities in Leesburg

Frequently asked questions

How much does a Leesburg vacation package cost?
Offering excellent value package deals from CA $648 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.