Leesburg Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 S$94 per night from 29 Nov to 30 Nov
S$94
29 Nov - 30 Nov
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"When I first walked in to the hotel, I became worried that I made a mistake. It smelled VERY strongly of perfume on the first floor. Our room was on the second floor and didn't smell, thankfully. The room was clean and our bedding was clean. Only real complaint is the bed and pillows. Both my husband ..."

Reviewed on 2 Nov, 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
The price is S$168 per night from 29 Nov to 30 Nov
S$168
29 Nov - 30 Nov
includes taxes & fees
9/10 Wonderful! (433 reviews)
"Convenient to where I needed to be"

Reviewed on 5 Nov, 2026

TownePlace Suites by Marriott Leesburg
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
The price is S$121 per night from 8 Nov to 9 Nov
S$121
8 Nov - 9 Nov
includes taxes & fees
Best Western Plus Chain of Lakes Inn & Suites
See all 2,983 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.

Stay near popular Leesburg attractions

An aerial view of a golf course with sand bunkers and trees.

Plantation Golf Club

8.0/10 (32 reviews)
This Florida golf retreat offers two distinct championship courses with rolling fairways and lakeside views. Enjoy both the challenge of Cranes Roost and the scenic beauty of Otter Creek during cooler months.
See properties

What to do in Leesburg

PaddleSport Rental

Kayak or Paddleboard Rental

S$35
per traveller
Kayak or Paddleboard Rental
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 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.