Leesburg Vacations from $447

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The Latest Leesburg vacation packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Huntsville Airport Madison

La Quinta Inn & Suites by Wyndham Huntsville Airport Madison

3 out of 5
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
New York (LGA) to Huntsville (HSV)
8.4/10 Very Good! (1,006 reviews)
I enjoyed my stay in it's entirety.

Reviewed on Jul 28, 2025

Placemakr Huntsville

Placemakr Huntsville

3.5 out of 5
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
New York (LGA) to Huntsville (HSV)
No reviews
My daughter and I had an amazing stay at Placemakr Huntsville. The staff were so friendly and accommodating and the room was incredibly clean and spacious. We had a balcony with a view of Mid City and beyond and the building is in walking distance of numerous restaurants, cafes, and fun places to visit. The parking garage offers the convenience of parking on the same floor as your room so you can bring in your bags or groceries with ease. We were only there for a night so we walked to a restaurant for dinner, but the kitchen is stocked with cookware so for longer stays you would be able to make your own meals. We will absolutely be back and would recommend it to others as well!

Reviewed on Jul 31, 2025

Element Huntsville

Element Huntsville

3 out of 5
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
New York (LGA) to Huntsville (HSV)
8.6/10 Excellent! (776 reviews)
Family stay (2 adults, two boys). The queen studio had tons of room. Nice and clean, all staff were super nice. Connectwd to the Westin, so joint pool acces and its a lovely pool. Can easily walk to dinner, shopping and entertainment. Easy drive to the Orion and other areas (Top Golf, shopping, etc). Highly recommend!

Reviewed on Jul 28, 2025

Four Points by Sheraton Huntsville Airport

Four Points by Sheraton Huntsville Airport

3 out of 5
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
New York (LGA) to Huntsville (HSV)
8.6/10 Excellent! (961 reviews)
The convenience of the hotel when traveling is a major attraction.

Reviewed on Jul 31, 2025

American Retreat

American Retreat

2 out of 5
per person
Oct 15 - Oct 19
found 4 hours ago
Roundtrip flight included
New York (LGA) to Huntsville (HSV)
No reviews
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Discover the most popular places to visit in Leesburg

Cherokee Rock Village

4/5(2 reviews)

Explore the great outdoors at Cherokee Rock Village, a lovely green space in Leesburg. Wander the lakeside or discover the area's sunsets.

Cherokee Rock Village

Leesburg Hotel Deals

Lookout Nook Waterfront on Weiss Lake

Lookout Nook Waterfront on Weiss Lake

Leesburg
9.8/10 Exceptional! (24 reviews)
Nice little place.
"The house is very cute little place for a stay on the lake. The bedroom with 2 beds had several dead bugs along the wall, maybe just need cleaned a little better. Overall house was very cute. There are, I believe, 62 steps down to the dock, where the kids lived jumping off and enjoying the water. ..."

Reviewed on Jul 1, 2025

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Lookout Nook Waterfront on Weiss Lake
Lakeside fishing cabin with boat lift for your boat! Year round water.

Lakeside fishing cabin with boat lift for your boat! Year round water.

Leesburg
9.2/10 Wonderful! (46 reviews)
Peaceful
"Good getaway, view was beautiful"

Reviewed on Jul 7, 2025

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Lakeside fishing cabin with boat lift for your boat! Year round water.
Newly Remodeled Home across the road from Weiss Lake

Newly Remodeled Home across the road from Weiss Lake

Leesburg
10/10 Exceptional! (79 reviews)
"This home was amazing. Everything was perfect. We will definitely stay again."

Reviewed on Jul 25, 2025

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Newly Remodeled Home across the road from Weiss Lake
See all 348 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.

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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 $447 on Expedia. But how much your vacation to Leesburg costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Leesburg?
If you'd like to snag a cheap Leesburg vacation package, consider planning a trip in December, January and February. You'll usually find better rates on hotels and airfares during these months — perfect for a budget-friendly break.
How many days is enough for Leesburg?
The ideal duration of your Leesburg vacation depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to visit all the top sights and explore some hidden treasures along the way.
How to find the best Leesburg package deals?
Use Expedia's handy filters to find some of the best Leesburg package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Leesburg package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Leesburg vacation as a package?
You can enjoy significant savings on your next Leesburg getaway by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Leesburg?
If you're planning a spur-of-the-moment Leesburg getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Leesburg vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Leesburg vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.