Leesburg Vacations from $265

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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.

The Latest Leesburg vacation packages

Price found within the past 48 hours. Click for updated prices.
Alhambra Villas

Alhambra Villas

3 out of 5
Solivita
Save 100% on your flight
Price was $557, price is now $265 per person
$265
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9/10 Wonderful! (1,004 reviews)
The room was bigger than expected and very clean. I was pleasantly surprised cause it was a great price for the night. Loved the bath tub. It is located by all the shopping in the area. Came for work. It would definitely like to stay again for a mi I vacation.

Reviewed on Oct 4, 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $2,904, price is now $1,164 per person
$1,164
per person
Dec 23 - Dec 30
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,696 reviews)
Property was wonderful. The staff was top notch and it was a lot to do in and around the area. My only complaint is the building I was staying in was a bit old and you could see the stucco near the elevator. Something minor honestly but other than that everything was wonderful.

Reviewed on Oct 13, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $3,098, price is now $1,477 per person
$1,477
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (494 reviews)
Excellent property to go too. Lazy river was night and the staff at the front desk was amazing. Very close to the beach with many restaurants and shops to walk too. Even saw Space X launch a rocket from this location. Perfect spot for a great price. Recommend especially if you're bring Children.

Reviewed on Oct 10, 2025

Beautiful 5bed 3 bath house-Disney Parks

Beautiful 5bed 3 bath house-Disney Parks

4 out of 5
Davenport Lakes
Price was $3,845, price is now $1,924 per person
$1,924
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
No reviews
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was $1,470, price is now $739 per person
$739
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (1,002 reviews)
Very nice stay, westgate upgraded us to a two bedroom with two bath room (condo). Wish there was an elevator as we were on the third floor but other than that it was great. Be prepared for the time share spiel though.

Reviewed on Oct 12, 2025

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Discover the most popular places to visit in Leesburg

This was the first time that my daughter and I visited Venetian Gardens. I took this snapshot with my phone and processed it in B&w to emphasize the reflections in the pond.

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

Plantation Golf Club

Enjoy a round of golf in Leesburg at Plantation Golf Club. Stroll along the lakeside or experience the area's festivals.

Plantation Golf Club

Paquette's Historical Farmall Museum

You can spend an afternoon browsing the exhibits at Paquette's Historical Farmall Museum during your trip to Leesburg. Wander the lakeside in this quaint area.

Paquette's Historical Farmall Museum

What to do in Leesburg

Luxe Jet Ski Rental Orlando - Things to do in Orlando

Orlando: Jet Ski Rental

$140
per traveler
Orlando: Jet Ski Rental
Stand Up Paddle Boarding through the scenic Dora Canal on the Lake Harris Chain of Lakes.

Wild Florida Kayak and Paddleboard Adventure on Dora Canal

$90
per adult
Wild Florida Kayak and Paddleboard Adventure on Dora Canal
See all activities in Leesburg

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
$74 nightly
The price is $82 total per night from Nov 2 to Nov 3
$82 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (1,017 reviews)
"Nnnnnnnnnnnbbbbbbbnnnnnn"

Reviewed on Oct 19, 2025

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
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
$70 nightly
The price is $78 total per night from Oct 26 to Oct 27
$78 total
Oct 26 - Oct 27
Total with taxes and fees
7/10 Good! (627 reviews)
Great
"Clean room great staff"

Reviewed on Oct 10, 2025

Sleep Inn Leesburg Chain of Lakes
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
$98 nightly
The price is $109 total per night from Oct 26 to Oct 27
$109 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (330 reviews)
"I was happy with the whole experience except for the shower head."

Reviewed on Oct 12, 2025

TownePlace Suites by Marriott Leesburg
See all 2,704 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.

Find the Best Leesburg Vacation Packages

Leesburg Essential Information

Language
English
Currency
U.S dollars
Population
22,000
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Lake Griffin State Park, Lake County Historical Museum and Lake Dora

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Frequently asked questions

How much does a Leesburg vacation package cost?
You can grab a vacation package to this popular destination from $265 on Expedia. However, how much your vacation to Leesburg costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Leesburg?
If you're looking to score a cheap Leesburg vacation package, consider planning a trip in May, July and August. You'll typically find better rates on airfares and hotels during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Leesburg?
Typically, a handful of days is enough to go to the main sights during your Leesburg vacation. But if you want to have time to unwind or go on day tours, think about extending your itinerary.
How to find the best Leesburg package deals?
Begin your search for a Leesburg package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Leesburg package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Leesburg adventure off to a flying start.
Is it cheaper to book a Leesburg vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still get the freedom to create a customized Leesburg vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Leesburg?
Score incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Leesburg vacation.
How to plan a trip to Leesburg?

  1. Choose your travel dates: What you want to do in Leesburg and your preferred season can help you decide when to go.
  2. Set your budget: Consider costs such as flights, food and transportation when working out how much to save for your trip to Leesburg. Then, pick a hotel that suits your budget, whether that's an affordable stay or a more upscale getaway.
  3. Organize your Leesburg escape with Expedia's trip planning tool: Search for and book accommodations and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Leesburg together.
  4. Decide how long to go away for: Now that you know more about Leesburg, you can figure out the ideal length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Leesburg vacation package.
  6. Book activities and experiences ahead of time: Whether it's entrance to a major attraction or a day trip, you won't have to worry about missing out on Leesburg's best offerings. Find all the fun things to do in Leesburg with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Leesburg vacation packages?
Jet off on your perfect escape to Leesburg with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait until payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snag great deals before they disappear.

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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.