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

€408
per person
9 Oct - 13 Oct
found 1 day ago
Return flight included
New York (JFK) to Orlando (MCO)
9/10 Wonderful! (3,798 reviews)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

€413
per person
9 Oct - 13 Oct
found 1 day ago
Return flight included
New York (JFK) to Orlando (MCO)
8.4/10 Very good! (5,282 reviews)
Amazing

Reviewed on 25 Aug 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

€1,418
per person
5 Nov - 12 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,006 reviews)
Everything was nice clean

Reviewed on 22 Aug 2026

The Delaney Hotel

The Delaney Hotel

South Orange
€568
per person
9 Oct - 13 Oct
found 1 day ago
Return flight included
New York (JFK) to Orlando (MCO)
9.6/10 Exceptional! (1,187 reviews)
Me and My Fiancée love this hotel!! It's always our go-to when coming to Orlando and plan to be back soon 100%

Reviewed on 24 Aug 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

€724
per person
12 Oct - 18 Oct
found 11 hours ago
Return direct flight included
London (LON) to Orlando (MCO)
8.4/10 Very good! (6,913 reviews)
I liked the spaciousness of the rooms. I did not like the lack of housekeeping if not staying for more than a week.

Reviewed on 25 Aug 2026

Top hotels in Leesburg

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

9700 Us Highway 441 Leesburg FL
Fully refundableReserve now, pay when you stay
€63
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very good! (1,006 reviews)
"Every time I come to Leesburg, I choose this hotel. It’s safe, clean and quiet. The price is reasonable. However, this trip, there was very loud music coming from room 131 until WAY AFTER MIDNIGHT! On one night, and on Saturday into Sunday it started around 3am. I told the desk clerk and he assured ..."

Reviewed on 24 Aug 2026

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida

2476 N. Citrus Blvd Leesburg FL
Fully refundableReserve now, pay when you stay
€56
6 Sept - 7 Sept
includes taxes & fees
6.8/10 (814 reviews)
"Interior Entrance Only, Passed Front Desk. Felt Secure. Next Door To Denny's 😉"

Reviewed on 24 Aug 2026

Wingate by Wyndham Leesburg Florida
TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg

238 Eagles Watch Street Leesburg FL
Fully refundableReserve now, pay when you stay
€91
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (409 reviews)
"Clean room. Free breakfast."

Reviewed on 25 Aug 2026

TownePlace Suites by Marriott Leesburg
See all 2,919 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

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.
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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.
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A beach with palm trees, a wooden walkway, and a dock extending into the water.

Palm Island

Stroll along an elevated boardwalk through ancient cypress and cabbage palms at this tranquil Lake Dora sanctuary. Bring binoculars to spot diverse wildlife, from colourful birds to sunbathing alligators.
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Venetian Gardens

8.6/10 (66 reviews)
Meander through scenic bridges connecting islands on Lake Harris in this lush waterfront park. Spot wildlife from fishing piers or enjoy the splash pad and picnic areas perfect for family outings.
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Emeralda Island

Emeralda Island borders a vital wetland ecosystem where diverse wildlife thrives among lush Florida landscapes. Explore winding trails with binoculars at dawn when birds are most active and the marshland comes alive.
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Leesburg Center for the Arts

Enjoy an outing to Leesburg Center for the Arts during your stay in Leesburg. Visit the area's shops or amble around its lakeside.
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Emeralda Marsh Conservation Area

This 6,577-acre wetland preserve offers prime viewing of Florida's native wildlife, from bald eagles to alligators. Explore the seasonal interpretive drive (February-May) for the best birdwatching experience.
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Big Hammock

Commune with nature and explore the great outdoors at Big Hammock during your travels in Leesburg. Visit the area's shops or amble around its lakeside.
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What to do in Leesburg

Experience Wild Florida on the Dora Canal in Central Florida

Dora Canal Wildlife Kayak Tour – Scenic Old Florida

€73
per adult
Dora Canal Wildlife Kayak Tour – Scenic Old Florida
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 €408 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.

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