Leesburg Vacations from $303

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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.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $688, price is now $303 per person
$303
per person
Sep 3 - Sep 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (1,977 reviews)
Customer Service during check in was and we were upgraded to newly remodeled 2 bedroom villa that was GREAT! 😍

Reviewed on Jul 1, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $809, price is now $350 per person
$350
per person
Sep 3 - Sep 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very Good! (6,584 reviews)

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $716, price is now $329 per person
$329
per person
Sep 3 - Sep 9
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
There were no closets for it to be named a Villa studio. No utensils. There was a door in the bathroom by the toilet so super awkward to get to the shower. The TV would turn off on its on while watching it. Floors were not mopped. I had to were slippers the entire time. I heard every noise from the street even though we were on the fifth floor. Our clothes lived out of the suitcases due to no hanging storage available. No comforter in the beds. Not sure what the non upgraded room looked like? Just a weird room and not well planned out for it to be called a Villa studio. Bed frame not connected to the headboard and rolled around while sleeping and turning

Reviewed on Jun 24, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,872, price is now $994 per person
$994
per person
Aug 7 - Aug 11
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (550 reviews)

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Save 100% on your flight
Price was $1,103, price is now $608 per person
$608
per person
Sep 3 - Sep 9
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (1,571 reviews)
The property was in need of repair and cleaning. It isn't located near the parks, as advertised. It was okay though.

Reviewed on Jun 28, 2026

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Stay near popular Leesburg attractions

A beach at sunset with silhouettes of people and a pink frisbee on the sand.

Treasure Island

Nestled on the shores of Lake Griffin, Treasure Island offers serene waterfront living in Leesburg. Explore the peaceful residential enclave while enjoying boating access to the scenic Harris Chain of Lakes.
See properties

What to do in Leesburg

Clermont, FL: Jet Ski Rental on a Chain of Lakes

Orlando: Luxe Jet Ski Rentals - 2 passengers

$135
per traveler
Orlando: Luxe Jet Ski Rentals - 2 passengers
Experience Wild Florida on the Dora Canal in Central Florida

Dora Canal Wildlife Kayak Tour – Scenic Old Florida

$85
per adult
Dora Canal Wildlife Kayak Tour – Scenic Old Florida
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
$78 nightly
The price is $87 total per night from Jul 3 to Jul 4
$87 total
Jul 3 - Jul 4
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
"The property has a no pet policy!"

Reviewed on Jun 30, 2026

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
$114 nightly
The price is $127 total per night from Jul 5 to Jul 6
$127 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (386 reviews)
"Clean and professionally operated"

Reviewed on Jun 19, 2026

TownePlace Suites by Marriott Leesburg
Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida

3 out of 5
2476 N. Citrus Blvd Leesburg FL
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $70 total per night from Jul 5 to Jul 6
$70 total
Jul 5 - Jul 6
Total with taxes and fees
Wingate by Wyndham Leesburg Florida
See all 2,857 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 $303 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.

Explore a world of travel with Expedia

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