Leesburg Vacations from $363

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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 Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $780, price is now $363 per person
$363
per person
May 23 - May 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Ran out of hot water a few times it was immediately addressed. Other than that nice place will stay again.

Reviewed on Apr 12, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $1,131, price is now $419 per person
$419
per person
Jun 13 - Jun 19
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (6,071 reviews)
Clean room, staff was nice and helpful when needed.

Reviewed on Apr 12, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,446, price is now $608 per person
$608
per person
Jun 13 - Jun 19
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,233 reviews)
I enjoyed how comfortable my room was. Spacious and modern and clean. Thank you

Reviewed on Apr 10, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $852, price is now $392 per person
$392
per person
May 23 - May 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (1,554 reviews)
$25 dollars for person to enter the water park. That’s insane.

Reviewed on Apr 12, 2026

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $797, price is now $370 per person
$370
per person
May 23 - May 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,836 reviews)
I had to wait three hours for check-in didn’t get checked in till 6 o’clock that afternoon . They are over booking and under staff.

Reviewed on Apr 12, 2026

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Discover the most popular places to visit in Leesburg

Drone view of a beautiful golf course in Civry-la-Foret Paris France

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

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

ViaPort Florida

You can search for that perfect souvenir at ViaPort Florida during your trip to Leesburg. While you're in the area, stroll along the lakeside.

ViaPort Florida

What to do in Leesburg

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

Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida

2.5 out of 5
2476 N. Citrus Blvd Leesburg FL
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $82 total per night from May 1 to May 2
$82 total
May 1 - May 2
Total with taxes and fees
7/10 Good! (745 reviews)
Pet friendly, I have service pet. Could use some room Updates. Room 117 Tile around door had water leaking from under it so floor was constantly wet. AC worked great. Friendly staff.

Reviewed on Apr 6, 2026

Wingate by Wyndham Leesburg Florida
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
$93 nightly
The price is $103 total per night from Apr 15 to Apr 16
$103 total
Apr 15 - Apr 16
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
hated breakfast i looked at it, didn't for how it looked or what u had didn't eat any during my stay, parking ok. and because rooms for disable person can be double beds i was told i had to keep that room and he couldn't changed it, i think it was more he didn't want too. almost fell twice in that ...

Reviewed on Apr 12, 2026

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
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
$110 nightly
The price is $122 total per night from May 3 to May 4
$122 total
May 3 - May 4
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
The area was kind of run down, but not too bad. Overall the stay was nice. The breakfast was AMAZING! We did randomly receive a call one night asking if our jeep was parked under the awning. We don’t have a jeep. I thought that was odd since you have to put what you drive when you check in.

Reviewed on Apr 1, 2026

Best Western Plus Chain of Lakes Inn & Suites
See all 2,852 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 $363 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.