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 Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $736, price is now CA $412 per person
CA $412
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8/10 Very Good! (1,346 reviews)
Very nice they should have

Reviewed on Aug. 19, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $1,167, price is now CA $575 per person
CA $575
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.8/10 Excellent! (1,002 reviews)
This was a good time!

Reviewed on Aug. 23, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $853, price is now CA $422 per person
CA $422
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (5,254 reviews)
I stayed at the west gates when I I was younger and know I’m finally back as an adult. This place hasn’t change much since I remember it, we stayed in the 2600 building fully renovated room it was absolutely wonderful the only downside is if you want room service to come and clean the room they won’t do it if your staying 7 days or less we stayed for a week and needed the floor swept from us eating and such they said they will come and clean for a charge if they know there not going to clean the room they should supply a broom and dust pan in the room for free. If you need something prepared to wait 30 minutes to and hour for it. They are really slow with service here. Over all my experience here is a 8/10 The draft bar has amazing food wish they had a little more iteams on the menu but over all food is amazing

Reviewed on Aug. 23, 2025

ette hotel

ette hotel

5 out of 5
Price was CA $2,749, price is now CA $1,378 per person
CA $1,378
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9.8/10 Exceptional! (330 reviews)
Excellent service, food, location and staff! Thank you

Reviewed on Aug. 11, 2025

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was CA $949, price is now CA $534 per person
CA $534
per person
Nov 1 - Nov 8
found 8 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very Good! (5,171 reviews)
Beautiful property, outstanding staff, very clean and affordable. I will be staying here again

Reviewed on Aug. 23, 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 $103 per night from Aug 25 to Aug 26
CA $103
CA $115 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Stayed here several times this year. Clean,convenient and friendly. Descent breakfast."

Reviewed on Aug. 20, 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 $145 per night from Aug 28 to Aug 29
CA $145
CA $161 total
Aug 28 - Aug 29
includes taxes & fees
9/10 Wonderful! (311 reviews)
"Highly recommend this motel to all!!"

Reviewed on Aug. 20, 2025

TownePlace Suites by Marriott Leesburg
Sleep Inn Leesburg Chain of Lakes

Sleep Inn Leesburg Chain of Lakes

2.5 out of 5
2476 N. Citrus Blvd, Leesburg, FL
Fully refundableReserve now, pay when you stay
The price is CA $87 per night from Aug 31 to Sep 1
CA $87
CA $101 total
Aug 31 - Sep 1
includes taxes & fees
7/10 Good! (606 reviews)
"Everything"

Reviewed on Aug. 15, 2025

Sleep Inn Leesburg Chain of Lakes
See all 2,619 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
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 $412 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.