Deals on vacations and trips to Leesburg

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Leesburg flight + hotel vacation packages

Prices and availability subject to change. Additional terms may apply.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
May 30 - Jun 4
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
May 30 - Jun 4
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
Alhambra Villas

Alhambra Villas

3 out of 5
Solivita
Save 100% on your flight
per person
Jun 17 - Jun 21
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool and an outdoor tennis court. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. WiFi in public areas is free.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
per person
May 30 - Jun 4
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 4 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 10
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the spa tub and perks like free self parking.

Top Leesburg hotel deals

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
Free Cancellation
Reserve now, pay when you stay
The price is $83 per night
$83
per night
Apr 29 - Apr 30
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A safe deposit box is provided and the front desk is staffed around-the-clock.
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
Free Cancellation
Reserve now, pay when you stay
The price is $99 per night
$99
per night
Apr 28 - Apr 29
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free perks like full breakfast and free self parking.
Sleep Inn Leesburg Chain of Lakes

Sleep Inn Leesburg Chain of Lakes

2.5 out of 5
2476 N. Citrus Blvd, Leesburg, FL
Free Cancellation
Reserve now, pay when you stay
The price is $90 per night
$90
per night
May 6 - May 7
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg

2.5 out of 5
238 Eagles Watch Street, Leesburg, FL
Free Cancellation
Reserve now, pay when you stay
The price is $116 per night
$116
per night
May 26 - May 27
This hotel features an outdoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pet friendly
Breakfast included
Hampton Inn Leesburg/Tavares

Hampton Inn Leesburg/Tavares

2.5 out of 5
9630 Us Highway 441, Leesburg, FL
Free Cancellation
Reserve now, pay when you stay
The price is $118 per night
$118
per night
May 6 - May 7
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes

2.5 out of 5
1392 North Blvd W, Leesburg, FL
Free Cancellation
Reserve now, pay when you stay
The price is $73 per night
$73
per night
May 2 - May 3
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. Enjoy the outdoor pool and conveniences like a 24-hour front desk and barbecue grills.
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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

Image for Venetian Gardens

Venetian Gardens

4.5/5(4 reviews)

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
Image for UF Health Leesburg Hospital

UF Health Leesburg Hospital

Though UF Health Leesburg Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Leesburg while you are here.

UF Health Leesburg Hospital
Image for Paquette's Historical Farmall Museum

Paquette's Historical Farmall Museum

You can enjoy some culture when you stop by Paquette's Historical Farmall Museum in Leesburg. Wander the lakeside in this quaint area.

Paquette's Historical Farmall Museum

Leesburg Vacations

Known as the Lakefront City, Leesburg offers a different type of vacation than you might expect from other Florida destinations. Located on Lake Harris and just 44.5 miles from Orlando, this small city has something for everyone. From historic landmarks to modern shopping locations, you are sure to find plenty to see and do. Leesburg rental cars let you experience the city and surrounding areas at your own pace.

Major Attractions

Leesburg vacation packages allow you to enjoy all the great local sights without breaking your budget. Explore the famous canals and gardens of the Venetian Gardens lakeside park. Lake Square Mall provides all the shopping opportunities you can handle, and make sure to include a trip to the historic Mote-Morris House. This marvelous two-story building has been standing since 1892. The doors are open to the public twice a month, and you can rent rooms to host your next family reunion or special event.

Recurring Festivals and Events

Leesburg vacations aren't complete without attending one of the city's annual festivals. The largest and most popular is the Leesburg Bikefest. Over a quarter of a million people from all around the country attend this springtime event each year. The three-day festival is held in late April and features some of the biggest bands around. Enjoy live entertainment, death-defying motorcycle acts, and beautiful bikes in all shapes and sizes. You can show off your own bike, or just admire the miraculous machines created by others. Hotels in Leesburg fill up quickly during the festival, so make sure to book early.

Browse Travelocity's extensive selection of Leesburg packages to find one to suit your needs, and enjoy your Florida vacation in style. Booking your flight and hotel at the same time can save you up to $537, leaving you more spending money for the fun stuff.

Frequently asked questions

How much are vacation packages to Leesburg?
You’ll find an amazing hotel and flight bundle for as low as $263. With a Travelocity vacation package, a getaway in Leesburg has never looked so tempting! Save your time and money and then start packing that suitcase.
How long should my Leesburg vacation be?
Many people book a hotel for 2 nights in Leesburg. But that doesn’t mean you have to. How long you spend here really comes down to what you hope to do during your vacation. If you’d love to familiarize yourself with every inch of this impressive place, treat yourself to another couple of nights (or even an extra week!).
Where can I get the best vacation package deals for Leesburg?
Check out Travelocity. With access to 400 airlines and 1,000,000 hotels around the world, creating the perfect Leesburg package deal couldn’t be easier.
Why should I book my Leesburg vacation package via Travelocity?
We offer 24/7 support, top-notch service and a Price Match Guarantee. Life’s a big journey — and we have exciting destinations for you to journey to all around the world. Roam with us and make your hip pocket happy.
Will I save money on my Leesburg car rental if I book it with a hotel or flight?
Certainly — bundle your flight, hotel and car into a Leesburg vacation package and you can save a ton. With so many places to explore in and around Leesburg, that rental vehicle will more than come in handy. Once you’ve slid into the driver’s seat, crank up the music and find your way to Universal Studios Florida, a famous sight around 35 mi from Leesburg.
What is the best time of year to go to Leesburg?
Traveling in the least busy months, May, July and August, has its upsides — think better-value flights and hotels and less grappling with hordes of strangers. But there’s a real charm to the destination during the busiest season. More events will be on and more attractions will be open in February, March and October. If you’re on a budget, usually offers the lowest hotel rates. You’ll pay a lot more for a bed in .
Which airport is best for Leesburg?
It’s likely you’ll touch down at Orlando Intl. Airport (MCO), located 45 mi southeast of downtown Leesburg. Orlando Sanford Intl. Airport (SFB) (40 mi away from central Leesburg) and Daytona Beach Intl. Airport (DAB) (55 mi away from central Leesburg) are your other options.
What is there to do in Leesburg?
There is a particular magic in the air as you wander the streets of Leesburg. Plantation Golf Club and Paquettes Historical Farmall Museum are just two famous sights that lure visitors to this fantastic city, so put them at the top of your must-see list.
Where should I stay when visiting Leesburg?
Many people hit the hay at the TownePlace Suites by Marriott Leesburg. It’s a great base for your Leesburg escape.

Where to stay in Leesburg: Best areas for travelers