Leesburg Holidays

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Top Flight + Hotel Deals in Leesburg

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was €901, price is now €574 per person
€574
per person
21 Sept - 28 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.8/10 Excellent! (3,037 reviews)
We love staying here

Reviewed on 18 Aug 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was €1,125, price is now €661 per person
€661
per person
21 Sept - 28 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.2/10 Very Good! (5,254 reviews)
There a lot activities for families and food if you don't want to leave the property. You do have to pay a membership fee and for the water park. It's a timeshare resort.

Reviewed on 20 Aug 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was €1,173, price is now €728 per person
€728
per person
21 Sept - 28 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
Absolutely adored this location. The room was large, bathroom was huge, ice and water available for water bottle refills. The tavern was super awesome!

Reviewed on 21 Aug 2025

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area

4 out of 5
Price was €1,014, price is now €683 per person
€683
per person
21 Sept - 28 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.4/10 Very Good! (1,592 reviews)
The water for the shower never got hot. Also my daughter has eczema so they wouldn’t allow her in a pool unless we had a waterproof band aid . The scene was nice. Also there’s a $40 resort fee daily so if you think you paid everything on Expedia be prepared for that.

Reviewed on 20 Aug 2025

Embassy Suites by Hilton Orlando International Dr Conv Ctr

Embassy Suites by Hilton Orlando International Dr Conv Ctr

3.5 out of 5
International Drive District
Price was €949, price is now €646 per person
€646
per person
21 Sept - 28 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.6/10 Excellent! (1,004 reviews)
The property was beautiful and my family and I felt welcomed instantly. The breakfast they offered was amazing and they absolutely catered to all of the guests. It was by far the best experience at a hotel my family and I had.

Reviewed on 20 Aug 2025

Top hotels in Leesburg

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 €72 per night from 25 Aug to 26 Aug
€72
25 Aug - 26 Aug
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 20 Aug 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 €96 per night from 25 Aug to 26 Aug
€96
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (309 reviews)
"Great"

Reviewed on 17 Aug 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 €67 per night from 4 Sept to 5 Sept
€67
4 Sept - 5 Sept
includes taxes & fees
7/10 Good! (605 reviews)
"Everything"

Reviewed on 15 Aug 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.

Popular places to visit

ViaPort Florida

You can find the perfect gifts to bring home 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

A delicious banana split from Poppy's Ice Cream & Sweet Shop

Tavares Poppy's Sweet Paddle Adventure with Ice Cream

€73
per adult
Tavares Poppy's Sweet Paddle Adventure with Ice Cream
Half-Day Tandem Kayak Rental for Two in the Scenic Dora Canal

Tavares Half-Day Kayak Rental for Two on the Dora Canal

€73
per traveller
Tavares Half-Day Kayak Rental for Two on the Dora Canal
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

€78
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 holiday package cost?
You can grab a holiday package to this popular destination from €574 on Expedia. However, how much your holiday to Leesburg costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Leesburg?
June, August and September are the best times to look for cheap Leesburg holiday packages. Choosing to travel in quieter months means you can typically find lower prices on flights and hotels.
How many days is enough for Leesburg?
Usually, a handful of days is enough to check out the major sights during your Leesburg holiday. But if you'd like to have more time to chill out or take day trips, consider 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 holiday as a package?
Expedia holiday 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 customised Leesburg holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday 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 holiday.
How to plan a trip to Leesburg?

  1. Choose your dates: The things you'd like to do in Leesburg and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: In addition to the price of your accommodation, you should consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Leesburg.
  3. Work out your trip length: Consider how much time you want to spend discovering Leesburg. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Leesburg holiday 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.